From d4323176ed4886203ca9eb1bc31cfd421c057c4e Mon Sep 17 00:00:00 2001
From: Kaede Akino <i@akinokae.de>
Date: Fri, 2 Oct 2026 08:27:20 +0800
Subject: [PATCH] feat(terminal): make uploads free and add native upload menus

---
 FrameworkTests/RemoteShellCommandTests.swift  |   2 +-
 FrameworkTests/SFTPUploadReceiptTests.swift   |  53 ++
 Frameworks/Resources/Localizable.xcstrings    | 453 +-----------------
 .../Commerce/ProAccessTypes.swift             |   1 -
 .../Shell/RemoteShellCommand.swift            |   2 +-
 .../TermindPresentation/Strings/Pro.swift     | 100 ----
 .../Strings/Terminal.swift                    |   2 +
 .../Transfers/SFTPLocalUploadPlanner.swift    | 151 ++++--
 TFI/Features/Workspaces/MobileWorkspace.swift |  24 +-
 .../Workspaces/MobileWorkspaceView.swift      |  99 +++-
 TFI/Platform/MobileTerminalPhotoPicker.swift  |  29 ++
 TFI/Platform/MobileTerminalSurface.swift      |  36 ++
 TFITests/MobileTerminalUploadMenuTests.swift  |  28 ++
 TFM/Features/SFTP/SFTPChannelModel.swift      |   8 +-
 .../Terminal/DesktopTerminalSurface.swift     |  13 +
 .../PersistentTerminalSurfaceView.swift       |  41 ++
 TFM/Features/Terminal/SSHSessionModel.swift   |   6 +
 .../Terminal/TerminalPlaceholderView.swift    |  39 +-
 TFMTests/BroadcastInputTests.swift            |  12 +
 TFMTests/SFTPFeatureTests.swift               |  10 +-
 TFMTests/TerminalContextMenuTests.swift       |  19 +
 TFMTests/TerminalMouseInteractionTests.swift  |  23 +
 Termind.xcodeproj/project.pbxproj             |   2 +-
 23 files changed, 545 insertions(+), 608 deletions(-)
 create mode 100644 FrameworkTests/SFTPUploadReceiptTests.swift
 create mode 100644 TFI/Platform/MobileTerminalPhotoPicker.swift
 create mode 100644 TFITests/MobileTerminalUploadMenuTests.swift

diff --git a/FrameworkTests/RemoteShellCommandTests.swift b/FrameworkTests/RemoteShellCommandTests.swift
index a14f9926..f57fd274 100644
--- a/FrameworkTests/RemoteShellCommandTests.swift
+++ b/FrameworkTests/RemoteShellCommandTests.swift
@@ -12,7 +12,7 @@ struct RemoteShellCommandTests {
         ("/srv/it's live", #"/srv/it\'s\ live"#),
         (#"/srv/"quoted"\file"#, #"/srv/\"quoted\"\\file"#),
         (#"/srv/$HOME/$(pwd)/`pwd`"#, #"/srv/\$HOME/\$\(pwd\)/\`pwd\`"#),
-        (#"/srv/*?[abc]{a,b}!~#;&|<>()^="#, #"/srv/\*\?\[abc\]\{a\,b\}\!\~\#\;\&\|\<\>\(\)\^\="#),
+        ("/srv/*?[abc]{a,b}!~#;&|<>()^=", "/srv/\\*\\?\\[abc\\]\\{a\\,b\\}\\!\\~\\#\\;\\&\\|\\<\\>\\(\\)\\^\\="),
         (" /srv/with trailing space ", #"\ /srv/with\ trailing\ space\ "#),
         ("/srv/a\tb", "/srv/a\\\tb"),
         ("", "''"),
diff --git a/FrameworkTests/SFTPUploadReceiptTests.swift b/FrameworkTests/SFTPUploadReceiptTests.swift
new file mode 100644
index 00000000..e5fc2b25
--- /dev/null
+++ b/FrameworkTests/SFTPUploadReceiptTests.swift
@@ -0,0 +1,53 @@
+import TermindDomain
+import Testing
+
+@testable import TermindRemoteInfrastructure
+
+@Suite @MainActor
+struct SFTPUploadReceiptTests {
+    @Test func waitsForAdmissionAndEveryTransferAndPreservesSelectionOrder() {
+        var received: [[String]] = []
+        let receipt = SFTPUploadReceipt(paths: ["/a", "/folder"]) { received.append($0) }
+        receipt.admit(0)
+        receipt.completed(0, state: .completed)
+        #expect(received.isEmpty)
+        receipt.admit(1)
+        receipt.admit(1)
+        receipt.resolve(1, to: "/folder.2")
+        receipt.finishAdmission()
+        receipt.completed(1, state: .completed)
+        #expect(received.isEmpty)
+        receipt.completed(1, state: .completed)
+        #expect(received == [["/a", "/folder.2"]])
+        receipt.finishAdmission()
+        #expect(received.count == 1)
+    }
+
+    @Test func excludesFailedCancelledAndSkippedRoots() {
+        var received: [[String]] = []
+        let receipt = SFTPUploadReceipt(paths: ["/ok", "/failed", "/cancelled", "/skipped"]) {
+            received.append($0)
+        }
+        for index in 0..<3 { receipt.admit(index) }
+        receipt.resolve(3, to: nil)
+        receipt.finishAdmission()
+        receipt.completed(2, state: .cancelled)
+        receipt.completed(0, state: .completed)
+        receipt.completed(1, state: .failed("offline"))
+        #expect(received == [["/ok"]])
+    }
+
+    @Test func emptyDirectoriesCompleteAfterAdmissionAndCancelledAdmissionNeverDelivers() {
+        var received: [[String]] = []
+        let empty = SFTPUploadReceipt(paths: ["/empty"]) { received.append($0) }
+        #expect(received.isEmpty)
+        empty.finishAdmission()
+        #expect(received == [["/empty"]])
+        let cancelled = SFTPUploadReceipt(paths: ["/cancelled"]) { received.append($0) }
+        cancelled.admit(0)
+        cancelled.cancel()
+        cancelled.finishAdmission()
+        cancelled.completed(0, state: .completed)
+        #expect(received == [["/empty"]])
+    }
+}
diff --git a/Frameworks/Resources/Localizable.xcstrings b/Frameworks/Resources/Localizable.xcstrings
index 00064e1e..8fba8553 100644
--- a/Frameworks/Resources/Localizable.xcstrings
+++ b/Frameworks/Resources/Localizable.xcstrings
@@ -3342,40 +3342,6 @@
         }
       }
     },
-    "Annual" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "年度订阅"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "年度訂閱"
-          }
-        }
-      }
-    },
-    "Annual Subscription" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "年度订阅"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "年度訂閱"
-          }
-        }
-      }
-    },
     "Annual · Family Shared" : {
       "extractionState" : "manual",
       "localizations" : {
@@ -3548,23 +3514,6 @@
         }
       }
     },
-    "Apple Family Sharing Supported" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "支持Apple家庭共享"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "支援Apple家庭共享"
-          }
-        }
-      }
-    },
     "Apple Speech Recognition could not transcribe this recording." : {
       "extractionState" : "manual",
       "localizations" : {
@@ -4466,40 +4415,6 @@
         }
       }
     },
-    "Billing Grace Period" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "账单宽限期"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "帳單寬限期"
-          }
-        }
-      }
-    },
-    "Billing Issue" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "账单问题"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "帳單問題"
-          }
-        }
-      }
-    },
     "Binary" : {
       "extractionState" : "manual",
       "localizations" : {
@@ -5307,25 +5222,6 @@
         }
       }
     },
-    "Checking…" : {
-      "comment" : "A label that indicates that the app is checking for Pro access.",
-      "extractionState" : "manual",
-      "isCommentAutoGenerated" : true,
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "正在检查…"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "正在檢查…"
-          }
-        }
-      }
-    },
     "Choose" : {
       "comment" : "A button that opens a file picker to choose a private key.",
       "extractionState" : "manual",
@@ -6826,25 +6722,6 @@
         }
       }
     },
-    "Connect MCP tools and run the built-in MCP Server" : {
-      "comment" : "A feature of Termind Pro.",
-      "extractionState" : "manual",
-      "isCommentAutoGenerated" : true,
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "连接MCP工具并运行内置MCP服务器"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "連線MCP工具並執行內建MCP伺服器"
-          }
-        }
-      }
-    },
     "Connect Once" : {
       "extractionState" : "manual",
       "localizations" : {
@@ -6879,24 +6756,6 @@
         }
       }
     },
-    "Connect remote MCP tools" : {
-      "comment" : "A feature of Termind Pro on iOS.",
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "连接远程MCP工具"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "連線遠端MCP工具"
-          }
-        }
-      }
-    },
     "Connect to remote MCP servers over HTTP." : {
       "comment" : "A description of MCP servers.",
       "extractionState" : "manual",
@@ -10324,25 +10183,6 @@
         }
       }
     },
-    "Drag files to upload on terminal" : {
-      "comment" : "A feature of Termind Pro.",
-      "extractionState" : "manual",
-      "isCommentAutoGenerated" : true,
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "拖放文件到终端上传"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "拖放檔案到終端上傳"
-          }
-        }
-      }
-    },
     "Drag to Import" : {
       "comment" : "Title of a drop target presentation for importing a private key or certificate.",
       "extractionState" : "manual",
@@ -12599,25 +12439,6 @@
         }
       }
     },
-    "Free" : {
-      "comment" : "A label for a free subscription.",
-      "extractionState" : "manual",
-      "isCommentAutoGenerated" : true,
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "免费版"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "免費版"
-          }
-        }
-      }
-    },
     "Free Memory" : {
       "extractionState" : "manual",
       "localizations" : {
@@ -12641,23 +12462,6 @@
         }
       }
     },
-    "Free Trial" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "免费试用"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "免費試用"
-          }
-        }
-      }
-    },
     "Free for %@, then %@ every %@. Auto-renews until canceled." : {
       "extractionState" : "manual",
       "localizations" : {
@@ -15309,57 +15113,6 @@
         }
       }
     },
-    "Lifetime" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "永久版"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "永久版"
-          }
-        }
-      }
-    },
-    "Lifetime Access" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "永久版"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "永久版"
-          }
-        }
-      }
-    },
-    "Lifetime Access · Family Shared" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "永久版·家庭共享"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "永久版·家庭共享"
-          }
-        }
-      }
-    },
     "Light" : {
       "extractionState" : "manual",
       "localizations" : {
@@ -15870,23 +15623,6 @@
         }
       }
     },
-    "Make remote work easier with AI." : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "AI助力，让远程操作更轻松。"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "AI助力，讓遠端操作更輕鬆。"
-          }
-        }
-      }
-    },
     "Manage Models" : {
       "extractionState" : "manual",
       "localizations" : {
@@ -15904,23 +15640,6 @@
         }
       }
     },
-    "Manage Subscription" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "管理订阅"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "管理訂閱"
-          }
-        }
-      }
-    },
     "Mark as Read" : {
       "extractionState" : "manual",
       "localizations" : {
@@ -16449,23 +16168,6 @@
         }
       }
     },
-    "Monitor more than 3 servers" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "监控超过3台服务器"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "監控超過3台伺服器"
-          }
-        }
-      }
-    },
     "More" : {
       "extractionState" : "manual",
       "localizations" : {
@@ -18780,23 +18482,6 @@
         }
       }
     },
-    "One-time purchase" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "一次性购买"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "一次性購買"
-          }
-        }
-      }
-    },
     "Only SKILL.md was imported. These were not: %@." : {
       "comment" : "A warning that a skill was imported but some files were not. The list of files is a comma-separated list.",
       "extractionState" : "manual",
@@ -22373,23 +22058,6 @@
         }
       }
     },
-    "Reload App Store Prices" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "重新加载App Store价格"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "重新載入App Store價格"
-          }
-        }
-      }
-    },
     "Remote" : {
       "extractionState" : "manual",
       "localizations" : {
@@ -27039,40 +26707,6 @@
         }
       }
     },
-    "Subscription Expired" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "订阅已过期"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "訂閱已過期"
-          }
-        }
-      }
-    },
-    "Subscription Revoked" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "订阅已撤销"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "訂閱已撤銷"
-          }
-        }
-      }
-    },
     "Succeeded · %@" : {
       "extractionState" : "manual",
       "localizations" : {
@@ -27245,23 +26879,6 @@
         }
       }
     },
-    "Sync your data across devices with iCloud" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "通过iCloud跨设备同步数据"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "透過iCloud跨裝置同步資料"
-          }
-        }
-      }
-    },
     "Syncing %lld changes…" : {
       "extractionState" : "manual",
       "localizations" : {
@@ -27748,23 +27365,6 @@
         }
       }
     },
-    "Terms of Use" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "使用条款"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "使用條款"
-          }
-        }
-      }
-    },
     "Test" : {
       "extractionState" : "manual",
       "localizations" : {
@@ -32734,6 +32334,23 @@
         }
       }
     },
+    "Upload File" : {
+      "extractionState" : "manual",
+      "localizations" : {
+        "zh-Hans" : {
+          "stringUnit" : {
+            "state" : "translated",
+            "value" : "上传文件"
+          }
+        },
+        "zh-Hant" : {
+          "stringUnit" : {
+            "state" : "translated",
+            "value" : "上傳檔案"
+          }
+        }
+      }
+    },
     "Upload Paused" : {
       "extractionState" : "manual",
       "localizations" : {
@@ -32925,25 +32542,6 @@
         }
       }
     },
-    "Use the AI Assistant" : {
-      "comment" : "A feature of Termind Pro.",
-      "extractionState" : "manual",
-      "isCommentAutoGenerated" : true,
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "使用AI助手"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "使用AI助手"
-          }
-        }
-      }
-    },
     "Use this choice for all conflicts in this batch." : {
       "extractionState" : "manual",
       "localizations" : {
@@ -35271,23 +34869,6 @@
         }
       }
     },
-    "per %@" : {
-      "extractionState" : "manual",
-      "localizations" : {
-        "zh-Hans" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "每%@"
-          }
-        },
-        "zh-Hant" : {
-          "stringUnit" : {
-            "state" : "translated",
-            "value" : "每%@"
-          }
-        }
-      }
-    },
     "persistent memory" : {
       "extractionState" : "manual",
       "localizations" : {
diff --git a/Frameworks/TermindDomain/Commerce/ProAccessTypes.swift b/Frameworks/TermindDomain/Commerce/ProAccessTypes.swift
index 2e38f66e..d85e723c 100644
--- a/Frameworks/TermindDomain/Commerce/ProAccessTypes.swift
+++ b/Frameworks/TermindDomain/Commerce/ProAccessTypes.swift
@@ -2,7 +2,6 @@ import Foundation
 
 public nonisolated enum ProFeature: String, CaseIterable, Hashable, Sendable {
     case assistant
-    case terminalFileUpload
     case remoteMCP
     case mcpServer
     case vaultSync
diff --git a/Frameworks/TermindDomain/Shell/RemoteShellCommand.swift b/Frameworks/TermindDomain/Shell/RemoteShellCommand.swift
index 5b47e934..228f2845 100644
--- a/Frameworks/TermindDomain/Shell/RemoteShellCommand.swift
+++ b/Frameworks/TermindDomain/Shell/RemoteShellCommand.swift
@@ -7,7 +7,7 @@ public nonisolated enum RemoteShellCommand {
     /// backslash followed by a newline would remove both characters.
     public static func escapeArgument(_ value: String) -> String {
         guard !value.isEmpty else { return "''" }
-        if value.contains("\n") || value.contains("\r") {
+        if value.unicodeScalars.contains(where: { $0.value == 0x0A || $0.value == 0x0D }) {
             return "'\(value.replacingOccurrences(of: "'", with: "'\"'\"'"))'"
         }
         var escaped = ""
diff --git a/Frameworks/TermindPresentation/Strings/Pro.swift b/Frameworks/TermindPresentation/Strings/Pro.swift
index 2fc3be9a..5e92ee08 100644
--- a/Frameworks/TermindPresentation/Strings/Pro.swift
+++ b/Frameworks/TermindPresentation/Strings/Pro.swift
@@ -2,125 +2,25 @@ import Foundation
 
 extension AppStrings {
     public nonisolated enum Pro {
-        public static var annual: LocalizedStringResource {
-            "Annual"
-        }
-
-        public static var assistantFeature: LocalizedStringResource {
-            "Use the AI Assistant"
-        }
-
-        public static var connectMcpToolsAndRunTheBuiltInMcpServer: LocalizedStringResource {
-            "Connect MCP tools and run the built-in MCP Server"
-        }
-
-        public static var connectRemoteMcpTools: LocalizedStringResource {
-            "Connect remote MCP tools"
-        }
-
-        public static var metricsFeature: LocalizedStringResource {
-            "Monitor more than 3 servers"
-        }
-
-        public static var terminalUploadFeature: LocalizedStringResource {
-            "Drag files to upload on terminal"
-        }
-
-        public static var syncFeature: LocalizedStringResource {
-            "Sync your data across devices with iCloud"
-        }
-
         public static var contactingTheAppStoreProgress: LocalizedStringResource {
             "Contacting the App Store…"
         }
 
-        public static var familySharingDisclosure: LocalizedStringResource {
-            "Apple Family Sharing Supported"
-        }
-
-        public static var lifetimeAccess: LocalizedStringResource {
-            "Lifetime Access"
-        }
-
-        public static var lifetimeAccessFamilyShared: LocalizedStringResource {
-            "Lifetime Access · Family Shared"
-        }
-
-        public static var oneTimePurchase: LocalizedStringResource {
-            "One-time purchase"
-        }
-
-        public static var workflowTagline: LocalizedStringResource {
-            "Make remote work easier with AI."
-        }
-
-        public static var reloadAppStorePrices: LocalizedStringResource {
-            "Reload App Store Prices"
-        }
-
-        public static var termsOfUse: LocalizedStringResource {
-            "Terms of Use"
-        }
-
         public static var productUnavailable: LocalizedStringResource {
             "Termind Pro is not available from the App Store right now."
         }
 
-        public static var annualSubscription: LocalizedStringResource {
-            "Annual Subscription"
-        }
-
-        public static var billingGracePeriod: LocalizedStringResource {
-            "Billing Grace Period"
-        }
-
-        public static var billingIssue: LocalizedStringResource {
-            "Billing Issue"
-        }
-
-        public static var checkingProgress: LocalizedStringResource {
-            "Checking…"
-        }
-
-        public static var free: LocalizedStringResource {
-            "Free"
-        }
-
-        public static var freeTrial: LocalizedStringResource {
-            "Free Trial"
-        }
-
         public static var freeMetricsLimit: LocalizedStringResource {
             "Free includes up to 3 monitoring cards. Upgrade to Pro for more."
         }
 
-        public static var lifetime: LocalizedStringResource {
-            "Lifetime"
-        }
-
-        public static var manageSubscription: LocalizedStringResource {
-            "Manage Subscription"
-        }
-
         public static var privacyPolicy: LocalizedStringResource {
             "Privacy Policy"
         }
 
-        public static var subscriptionExpired: LocalizedStringResource {
-            "Subscription Expired"
-        }
-
-        public static var subscriptionRevoked: LocalizedStringResource {
-            "Subscription Revoked"
-        }
-
         public static var termindPro: LocalizedStringResource {
             "Termind Pro"
         }
 
-        public static func billingPeriod(_ period: String) -> LocalizedStringResource {
-            "per \(period)"
-        }
-
     }
 }
diff --git a/Frameworks/TermindPresentation/Strings/Terminal.swift b/Frameworks/TermindPresentation/Strings/Terminal.swift
index 01864787..844273f0 100644
--- a/Frameworks/TermindPresentation/Strings/Terminal.swift
+++ b/Frameworks/TermindPresentation/Strings/Terminal.swift
@@ -2,6 +2,8 @@ import Foundation
 
 extension AppStrings {
     public nonisolated enum Terminal {
+        public static var uploadFile: LocalizedStringResource { "Upload File" }
+
         public static var armed: LocalizedStringResource {
             "Armed"
         }
diff --git a/Frameworks/TermindRemoteInfrastructure/Transfers/SFTPLocalUploadPlanner.swift b/Frameworks/TermindRemoteInfrastructure/Transfers/SFTPLocalUploadPlanner.swift
index 780eafba..8336a61d 100644
--- a/Frameworks/TermindRemoteInfrastructure/Transfers/SFTPLocalUploadPlanner.swift
+++ b/Frameworks/TermindRemoteInfrastructure/Transfers/SFTPLocalUploadPlanner.swift
@@ -5,6 +5,7 @@ import struct TermindDomain.Host
 
 public nonisolated struct SFTPLocalUploadBatch: Sendable {
     fileprivate struct Job: Sendable {
+        var rootIndex: Int
         var localURL: URL
         var remotePath: String
         var byteCount: Int64
@@ -16,6 +17,7 @@ public nonisolated struct SFTPLocalUploadBatch: Sendable {
     public let id: UUID
     public let rootCount: Int
     public let conflictCount: Int
+    fileprivate var roots: [String]
     fileprivate var jobs: [Job]
     fileprivate var remoteDirectories: [String]
     fileprivate var remoteDirectoryConflicts: Set<String>
@@ -39,7 +41,8 @@ public enum SFTPLocalUploadPlanner {
         var jobs: [SFTPLocalUploadBatch.Job] = []
         var directories: [String] = []
 
-        for root in urls where root.isFileURL {
+        let urls = urls.filter(\.isFileURL)
+        for (rootIndex, root) in urls.enumerated() {
             let scoped = root.startAccessingSecurityScopedResource()
             defer { if scoped { root.stopAccessingSecurityScopedResource() } }
             let values = try root.resourceValues(forKeys: [.isDirectoryKey, .fileSizeKey])
@@ -63,6 +66,7 @@ public enum SFTPLocalUploadPlanner {
                     } else {
                         jobs.append(
                             SFTPLocalUploadBatch.Job(
+                                rootIndex: rootIndex,
                                 localURL: item,
                                 remotePath: remotePath,
                                 byteCount: Int64(itemValues.fileSize ?? 0),
@@ -75,6 +79,7 @@ public enum SFTPLocalUploadPlanner {
             } else {
                 jobs.append(
                     SFTPLocalUploadBatch.Job(
+                        rootIndex: rootIndex,
                         localURL: root,
                         remotePath: rootDestination,
                         byteCount: Int64(values.fileSize ?? 0),
@@ -97,6 +102,7 @@ public enum SFTPLocalUploadPlanner {
             id: UUID(),
             rootCount: urls.filter(\.isFileURL).count,
             conflictCount: preflight.conflictCount,
+            roots: urls.map { RemotePath.join(destination, $0.lastPathComponent) },
             jobs: jobs,
             remoteDirectories: preflight.directories,
             remoteDirectoryConflicts: preflight.directoryConflicts
@@ -112,52 +118,111 @@ public enum SFTPLocalUploadPlanner {
         homeDirectory: String? = nil,
         client: any SFTPChannelProtocol,
         coordinator: SFTPTransferCoordinator,
+        uploadedPaths: (([String]) -> Void)? = nil,
         completion: ((SFTPTransfer.State) -> Void)? = nil
     ) async throws -> SFTPLocalUploadEnqueueResult {
-        let remoteResolution = try await SFTPRemoteConflictResolver.resolveDirectories(
-            batch.remoteDirectories,
-            conflicts: batch.remoteDirectoryConflicts,
-            policy: policy,
-            client: client
-        )
-        var transferCount = 0
-        for var job in batch.jobs {
-            try Task.checkCancellation()
-            guard let destination = remoteResolution.destination(for: job.remotePath) else { continue }
-            if destination != job.remotePath { job.hasConflict = false }
-            job.remotePath = destination
-            if job.hasConflict {
-                guard
-                    let resolved = try await SFTPRemoteConflictResolver.resolveConflict(
-                        path: job.remotePath,
-                        conflictingTargetIsDirectory: job.conflictingTargetIsDirectory,
-                        policy: policy,
-                        client: client
-                    )
-                else { continue }
-                job.remotePath = resolved.path
-                job.hasConflict = resolved.overwrite
-            }
-            try Task.checkCancellation()
-            coordinator.enqueue(
-                direction: .upload,
-                batchID: batch.id,
-                localURL: job.localURL,
-                remotePath: job.remotePath,
-                byteCount: job.byteCount,
-                hostID: hostID,
-                connection: connection,
-                scopedRoot: job.scopedRoot,
-                overwrite: job.hasConflict && policy == .replace,
-                homeDirectory: homeDirectory,
-                completion: completion
+        let receipt = SFTPUploadReceipt(paths: batch.roots, completion: uploadedPaths)
+        defer { receipt.finishAdmission() }
+        do {
+            let remoteResolution = try await SFTPRemoteConflictResolver.resolveDirectories(
+                batch.remoteDirectories,
+                conflicts: batch.remoteDirectoryConflicts,
+                policy: policy,
+                client: client
             )
-            transferCount += 1
+            for (index, root) in batch.roots.enumerated() {
+                receipt.resolve(index, to: remoteResolution.destination(for: root))
+                if remoteResolution.skipped.contains(where: { $0 == root || $0.hasPrefix(root + "/") }) {
+                    receipt.reject(index)
+                }
+            }
+            var transferCount = 0
+            for var job in batch.jobs {
+                try Task.checkCancellation()
+                guard let destination = remoteResolution.destination(for: job.remotePath) else { continue }
+                if destination != job.remotePath { job.hasConflict = false }
+                job.remotePath = destination
+                if job.hasConflict {
+                    guard
+                        let resolved = try await SFTPRemoteConflictResolver.resolveConflict(
+                            path: job.remotePath,
+                            conflictingTargetIsDirectory: job.conflictingTargetIsDirectory,
+                            policy: policy,
+                            client: client
+                        )
+                    else {
+                        receipt.reject(job.rootIndex)
+                        continue
+                    }
+                    job.remotePath = resolved.path
+                    job.hasConflict = resolved.overwrite
+                }
+                try Task.checkCancellation()
+                let rootIndex = job.rootIndex
+                if job.scopedRoot == job.localURL { receipt.resolve(rootIndex, to: job.remotePath) }
+                receipt.admit(rootIndex)
+                coordinator.enqueue(
+                    direction: .upload,
+                    batchID: batch.id,
+                    localURL: job.localURL,
+                    remotePath: job.remotePath,
+                    byteCount: job.byteCount,
+                    hostID: hostID,
+                    connection: connection,
+                    scopedRoot: job.scopedRoot,
+                    overwrite: job.hasConflict && policy == .replace,
+                    homeDirectory: homeDirectory,
+                    completion: { state in
+                        receipt.completed(rootIndex, state: state)
+                        completion?(state)
+                    }
+                )
+                transferCount += 1
+            }
+            return SFTPLocalUploadEnqueueResult(
+                transferCount: transferCount,
+                changedRemoteDirectories: remoteResolution.changed
+            )
+        } catch {
+            receipt.cancel()
+            throw error
         }
-        return SFTPLocalUploadEnqueueResult(
-            transferCount: transferCount,
-            changedRemoteDirectories: remoteResolution.changed
-        )
     }
 
 }
+
+/// Collects final root paths after all admitted transfers finish. Admission may
+/// suspend while an earlier transfer finishes, so completion waits for both.
+@MainActor
+final class SFTPUploadReceipt {
+    private var paths: [String?]
+    private var rejected: Set<Int> = []
+    private var pending = 0
+    private var admissionFinished = false
+    private var completion: (([String]) -> Void)?
+
+    init(paths: [String], completion: (([String]) -> Void)?) {
+        self.paths = paths.map { $0 }
+        self.completion = completion
+    }
+
+    func resolve(_ index: Int, to path: String?) { paths[index] = path }
+    func reject(_ index: Int) { rejected.insert(index) }
+    func admit(_ index: Int) { pending += 1 }
+    func completed(_ index: Int, state: SFTPTransfer.State) {
+        if state != .completed { reject(index) }
+        pending -= 1
+        deliverIfFinished()
+    }
+    func finishAdmission() {
+        admissionFinished = true
+        deliverIfFinished()
+    }
+    func cancel() { completion = nil }
+    private func deliverIfFinished() {
+        guard admissionFinished, pending == 0, let completion else { return }
+        self.completion = nil
+        let successful = paths.enumerated().compactMap { rejected.contains($0.offset) ? nil : $0.element }
+        if !successful.isEmpty { completion(successful) }
+    }
+}
diff --git a/TFI/Features/Workspaces/MobileWorkspace.swift b/TFI/Features/Workspaces/MobileWorkspace.swift
index 8a4f1960..b951b12a 100644
--- a/TFI/Features/Workspaces/MobileWorkspace.swift
+++ b/TFI/Features/Workspaces/MobileWorkspace.swift
@@ -28,6 +28,7 @@ private struct MobilePendingUpload {
     var ownsClient: Bool
     var context: SFTPTransferContext
     var connectionGeneration: UUID
+    var insertPaths: Bool
 }
 
 private struct MobilePendingDownload {
@@ -145,6 +146,14 @@ final class MobileWorkspace: Identifiable {
     private let commandDraft = TerminalCommandDraftController()
     private var workingDirectoryObservation: AnyCancellable?
     private let surfaceOwner = MobileTerminalSurface()
+    var uploadConnectionGeneration: UUID { generation }
+
+    func configureTerminalUpload(files: (() -> Void)?, photos: (() -> Void)? = nil) {
+        surfaceOwner.view.uploadFiles = descriptor.kind == .ssh ? files : nil
+        surfaceOwner.view.uploadPhotos = descriptor.kind == .ssh ? photos : nil
+        surfaceOwner.view.canUploadFiles = { [weak self] in self?.uploadTargetProblem == nil && self != nil }
+    }
+
     var uploadTerminalView: UIView? { descriptor.kind == .ssh ? surfaceOwner.view : nil }
     let terminal: TerminalViewState
     private let backend: InMemoryTerminalSession
@@ -1332,7 +1341,7 @@ final class MobileWorkspace: Identifiable {
     }
 
     @discardableResult
-    func prepareUpload(_ urls: [URL]) -> Bool {
+    func prepareUpload(_ urls: [URL], insertPaths: Bool = false) -> Bool {
         let urls = urls.filter(\.isFileURL)
         guard !urls.isEmpty else { return false }
         cancelPendingUpload()
@@ -1417,7 +1426,8 @@ final class MobileWorkspace: Identifiable {
                     client: client,
                     ownsClient: ownsClient,
                     context: context,
-                    connectionGeneration: connectionGeneration
+                    connectionGeneration: connectionGeneration,
+                    insertPaths: insertPaths
                 )
                 if batch.conflictCount > 0 {
                     if uploadNotice?.isRejected != true { uploadNotice = nil }
@@ -1606,7 +1616,15 @@ final class MobileWorkspace: Identifiable {
                     connection: .context(pendingUpload.context),
                     homeDirectory: pendingUpload.homeDirectory,
                     client: pendingUpload.client,
-                    coordinator: transfers
+                    coordinator: transfers,
+                    uploadedPaths: pendingUpload.insertPaths
+                        ? { [weak self] paths in
+                            guard let self, self.connected,
+                                self.generation == pendingUpload.connectionGeneration
+                            else { return }
+                            let text = paths.map(RemoteShellCommand.escapeArgument).joined(separator: " ") + " "
+                            _ = self.terminal.paste(text: text)
+                        } : nil
                 ) { [weak self] state in
                     guard state == .completed else { return }
                     Task { @MainActor in
diff --git a/TFI/Features/Workspaces/MobileWorkspaceView.swift b/TFI/Features/Workspaces/MobileWorkspaceView.swift
index d1952a64..d50627e5 100644
--- a/TFI/Features/Workspaces/MobileWorkspaceView.swift
+++ b/TFI/Features/Workspaces/MobileWorkspaceView.swift
@@ -32,6 +32,15 @@ struct MobileWorkspaceView: View {
     let closeOtherWorkspaces: (UUID) -> Void
     @State private var terminalSheet: TerminalSheet?
     @State private var importing = false
+    @State private var importingTerminalFiles = false
+    @State private var importingTerminalPhotos = false
+    @State private var terminalUploadTarget: TerminalUploadTarget?
+
+    private struct TerminalUploadTarget {
+        let workspaceID: UUID
+        let generation: UUID
+        let destination: String
+    }
     @State private var directoryName = ""
     @State private var creatingDirectory = false
     @State private var deleting: RemoteFile?
@@ -76,23 +85,31 @@ struct MobileWorkspaceView: View {
                     isTargeted: $uploadDropTargeted,
                     isEnabled: workspaceIsVisible && scenePhase == .active,
                     terminalView: workspace.uploadTerminalView,
-                    receive: receiveUploadProviders
+                    receive: { receiveUploadProviders($0) }
                 )
                 .id(workspace.id)
             }
-            .onAppear { workspaceIsVisible = true }
+            .onAppear {
+                workspaceIsVisible = true
+                bindTerminalUploadMenu()
+            }
             .onDisappear {
                 openWithPresenter.isEnabled = false
                 workspaceIsVisible = false
+                workspace.configureTerminalUpload(files: nil)
+                terminalUploadTarget = nil
                 uploadDropTargeted = false
                 cancelDropLoading()
             }
             .onChange(of: workspace.id) { _, _ in
                 openWithPresenter.invalidate()
+                terminalUploadTarget = nil
+                bindTerminalUploadMenu()
                 uploadDropTargeted = false
                 cancelDropLoading()
             }
             .onChange(of: workspace.uploadDestination) { _, _ in cancelDropLoading() }
+            .onChange(of: workspace.uploadConnectionGeneration) { _, _ in cancelDropLoading() }
             .onChange(of: workspace.pendingExternalPreviewURL, initial: true) { _, url in
                 guard url != nil, let preview = workspace.consumePendingExternalPreviewURL() else { return }
                 presentPreview(preview)
@@ -330,6 +347,26 @@ struct MobileWorkspaceView: View {
                     .mobileSheetPresentation(compact: true)
                 }
             }
+            .sheet(isPresented: $importingTerminalPhotos) {
+                MobileTerminalPhotoPicker { providers in
+                    importingTerminalPhotos = false
+                    receiveTerminalUpload(providers)
+                }
+            }
+            .fileImporter(
+                isPresented: $importingTerminalFiles,
+                allowedContentTypes: [.data, .folder], allowsMultipleSelection: true
+            ) { result in
+                switch result {
+                case .success(let urls):
+                    receiveTerminalUploadFiles(urls)
+                case .failure(let error):
+                    terminalUploadTarget = nil
+                    if (error as NSError).code != NSUserCancelledError {
+                        workspace.reportUploadFailure(error.localizedDescription)
+                    }
+                }
+            }
             .fileImporter(
                 isPresented: $importingEditedCopy, allowedContentTypes: [.data], allowsMultipleSelection: false
             ) { result in
@@ -572,19 +609,52 @@ struct MobileWorkspaceView: View {
         )
     }
 
-    private func receiveUpload(_ urls: [URL]) -> Bool {
-        if workspace.descriptor.kind == .ssh,
-            !pro.require(.terminalFileUpload)
-        {
-            return false
-        }
-        return workspace.prepareUpload(urls)
+    private func bindTerminalUploadMenu() {
+        workspace.configureTerminalUpload(
+            files: { beginTerminalUpload(photos: false) },
+            photos: { beginTerminalUpload(photos: true) })
     }
 
-    private func receiveUploadProviders(_ providers: [NSItemProvider]) -> Bool {
+    private func beginTerminalUpload(photos: Bool) {
+        guard workspaceIsVisible, workspace.uploadTargetProblem == nil,
+            let destination = workspace.uploadDestination
+        else { return }
+        terminalUploadTarget = TerminalUploadTarget(
+            workspaceID: workspace.id, generation: workspace.uploadConnectionGeneration,
+            destination: destination)
+        if photos { importingTerminalPhotos = true } else { importingTerminalFiles = true }
+    }
+
+    private var terminalUploadTargetIsCurrent: Bool {
+        guard let target = terminalUploadTarget, workspaceIsVisible else { return false }
+        return target.workspaceID == workspace.id
+            && target.generation == workspace.uploadConnectionGeneration
+            && target.destination == workspace.uploadDestination
+    }
+
+    private func receiveTerminalUploadFiles(_ urls: [URL]) {
+        defer { terminalUploadTarget = nil }
+        guard terminalUploadTargetIsCurrent else { return }
+        // Keep the original security-scoped URLs, as in the SFTP file importer.
+        _ = workspace.prepareUpload(urls, insertPaths: true)
+    }
+
+    private func receiveTerminalUpload(_ providers: [NSItemProvider]) {
+        defer { terminalUploadTarget = nil }
+        guard terminalUploadTargetIsCurrent else { return }
+        _ = receiveUploadProviders(providers, insertPaths: true)
+    }
+
+    private func receiveUpload(_ urls: [URL]) -> Bool {
+        workspace.prepareUpload(urls)
+    }
+
+    private func receiveUploadProviders(_ providers: [NSItemProvider], insertPaths: Bool = false) -> Bool {
         guard MobileDropPayloadLoader.acceptsUpload(providers) else { return false }
         uploadDropTask?.cancel()
         workspace.cancelPendingUpload()
+        let targetWorkspace = workspace
+        let generation = workspace.uploadConnectionGeneration
         let destination = workspace.uploadDestination
         uploadDropTask = Task {
             let payload = await MobileDropPayloadLoader.load(
@@ -592,18 +662,21 @@ struct MobileWorkspaceView: View {
                 kinds: [.files],
                 fileMode: .staged
             )
-            guard !Task.isCancelled, workspace.uploadDestination == destination else {
+            guard !Task.isCancelled, workspace.id == targetWorkspace.id,
+                targetWorkspace.uploadConnectionGeneration == generation,
+                targetWorkspace.uploadDestination == destination
+            else {
                 if let stagedRoot = payload.stagedRoot { try? FileManager.default.removeItem(at: stagedRoot) }
                 return
             }
             if !payload.fileURLs.isEmpty {
-                let accepted = receiveUpload(payload.fileURLs)
+                let accepted = targetWorkspace.prepareUpload(payload.fileURLs, insertPaths: insertPaths)
                 if !accepted, let stagedRoot = payload.stagedRoot {
                     try? FileManager.default.removeItem(at: stagedRoot)
                 }
             }
             if let error = payload.failures.first {
-                workspace.reportUploadFailure(error)
+                targetWorkspace.reportUploadFailure(error)
             }
         }
         return true
diff --git a/TFI/Platform/MobileTerminalPhotoPicker.swift b/TFI/Platform/MobileTerminalPhotoPicker.swift
new file mode 100644
index 00000000..0443673c
--- /dev/null
+++ b/TFI/Platform/MobileTerminalPhotoPicker.swift
@@ -0,0 +1,29 @@
+import PhotosUI
+import SwiftUI
+
+/// PHPicker exposes file providers without requesting access to the entire library.
+struct MobileTerminalPhotoPicker: UIViewControllerRepresentable {
+    let selected: ([NSItemProvider]) -> Void
+
+    func makeCoordinator() -> Coordinator { Coordinator(selected: selected) }
+
+    func makeUIViewController(context: Context) -> PHPickerViewController {
+        var configuration = PHPickerConfiguration()
+        configuration.selectionLimit = 0
+        configuration.filter = .any(of: [.images, .videos])
+        configuration.preferredAssetRepresentationMode = .current
+        let picker = PHPickerViewController(configuration: configuration)
+        picker.delegate = context.coordinator
+        return picker
+    }
+
+    func updateUIViewController(_: PHPickerViewController, context _: Context) {}
+
+    final class Coordinator: NSObject, PHPickerViewControllerDelegate {
+        let selected: ([NSItemProvider]) -> Void
+        init(selected: @escaping ([NSItemProvider]) -> Void) { self.selected = selected }
+        func picker(_: PHPickerViewController, didFinishPicking results: [PHPickerResult]) {
+            selected(results.map(\.itemProvider))
+        }
+    }
+}
diff --git a/TFI/Platform/MobileTerminalSurface.swift b/TFI/Platform/MobileTerminalSurface.swift
index 97ad874e..eeb27dea 100644
--- a/TFI/Platform/MobileTerminalSurface.swift
+++ b/TFI/Platform/MobileTerminalSurface.swift
@@ -28,6 +28,42 @@ final class MobileTerminalSurface {
 /// input away from Ghostty. Escape is replaced only while Find is presented.
 @MainActor
 final class MobileTerminalView: TerminalView {
+    var uploadFiles: (() -> Void)?
+    var uploadPhotos: (() -> Void)?
+    var canUploadFiles: (() -> Bool)?
+
+    override func touchMenuItems(for context: TerminalTouchMenuContext) -> [UIMenuElement] {
+        super.touchMenuItems(for: context) + uploadMenuItems()
+    }
+
+    override func touchSelectionMenuItems(for context: TerminalTouchSelectionMenuContext) -> [UIMenuElement] {
+        super.touchSelectionMenuItems(for: context) + uploadMenuItems()
+    }
+
+    func uploadMenuItems() -> [UIMenuElement] {
+        guard uploadFiles != nil else { return [] }
+        let attributes: UIMenuElement.Attributes = canUploadFiles?() == true ? [] : .disabled
+        let photos = UIAction(
+            title: String(localized: AppStrings.Assistant.photos),
+            image: UIImage(systemName: "photo.on.rectangle"), attributes: attributes
+        ) { [weak self] _ in
+            guard self?.canUploadFiles?() == true else { return }
+            self?.uploadPhotos?()
+        }
+        let files = UIAction(
+            title: String(localized: AppStrings.Assistant.files),
+            image: UIImage(systemName: "folder"), attributes: attributes
+        ) { [weak self] _ in
+            guard self?.canUploadFiles?() == true else { return }
+            self?.uploadFiles?()
+        }
+        return [
+            UIMenu(
+                title: String(localized: AppStrings.Terminal.uploadFile),
+                image: UIImage(systemName: "paperclip"), children: [photos, files])
+        ]
+    }
+
     weak var findController: TerminalFindController?
 
     override func inputAccessoryAccessibilityLabel(for item: TerminalInputAccessoryItem) -> String? {
diff --git a/TFITests/MobileTerminalUploadMenuTests.swift b/TFITests/MobileTerminalUploadMenuTests.swift
new file mode 100644
index 00000000..2dab71ed
--- /dev/null
+++ b/TFITests/MobileTerminalUploadMenuTests.swift
@@ -0,0 +1,28 @@
+import TermindPresentation
+import Testing
+import UIKit
+
+@testable import TermindIOS
+
+@Suite @MainActor
+struct MobileTerminalUploadMenuTests {
+    @Test func menuUsesNativePhotoAndFileActionsAndTracksAvailability() throws {
+        let view = MobileTerminalView(frame: .zero)
+        #expect(view.uploadMenuItems().isEmpty)
+        var available = false
+        view.uploadFiles = {}
+        view.uploadPhotos = {}
+        view.canUploadFiles = { available }
+        let disabled = try #require(view.uploadMenuItems().first as? UIMenu)
+        #expect(disabled.title == String(localized: AppStrings.Terminal.uploadFile))
+        #expect(disabled.children.compactMap { $0 as? UIAction }.allSatisfy { $0.attributes.contains(.disabled) })
+        available = true
+        let enabled = try #require(view.uploadMenuItems().first as? UIMenu)
+        let actions = enabled.children.compactMap { $0 as? UIAction }
+        #expect(
+            actions.map(\.title) == [
+                String(localized: AppStrings.Assistant.photos), String(localized: AppStrings.Assistant.files),
+            ])
+        #expect(actions.allSatisfy { !$0.attributes.contains(.disabled) })
+    }
+}
diff --git a/TFM/Features/SFTP/SFTPChannelModel.swift b/TFM/Features/SFTP/SFTPChannelModel.swift
index 7c6bf2db..f41341c7 100644
--- a/TFM/Features/SFTP/SFTPChannelModel.swift
+++ b/TFM/Features/SFTP/SFTPChannelModel.swift
@@ -1099,7 +1099,10 @@ final class SFTPChannelModel: Identifiable {
         }
     }
 
-    func enqueuePending(policy: TransferConflictPolicy, coordinator: SFTPTransferCoordinator) async {
+    func enqueuePending(
+        policy: TransferConflictPolicy, coordinator: SFTPTransferCoordinator,
+        uploadedPaths: (([String]) -> Void)? = nil
+    ) async {
         bindTransfers(to: coordinator)
         if let batch = pendingUploadBatch {
             guard let connection = transferConnection, let client else { return }
@@ -1112,7 +1115,8 @@ final class SFTPChannelModel: Identifiable {
                     connection: connection,
                     homeDirectory: homeResolution.resolvedDirectory,
                     client: client,
-                    coordinator: coordinator
+                    coordinator: coordinator,
+                    uploadedPaths: uploadedPaths
                 ) { [weak self] state in
                     if state == .completed { self?.scheduleSilentRefresh() }
                 }
diff --git a/TFM/Features/Terminal/DesktopTerminalSurface.swift b/TFM/Features/Terminal/DesktopTerminalSurface.swift
index 8fd5fec1..a79859b7 100644
--- a/TFM/Features/Terminal/DesktopTerminalSurface.swift
+++ b/TFM/Features/Terminal/DesktopTerminalSurface.swift
@@ -16,6 +16,7 @@ nonisolated final class TerminalInteractiveInputCapture: @unchecked Sendable {
     private static let deferredWriteWindowNanoseconds: UInt64 = 100_000_000
     private let lock = NSLock()
     private var depth = 0
+    private var localPasteDepth = 0
     private var writeGeneration: UInt64 = 0
     private var deferredWriteDeadline: UInt64?
     private var bracketedPaste: (tail: Data, deadline: UInt64)?
@@ -46,6 +47,17 @@ nonisolated final class TerminalInteractiveInputCapture: @unchecked Sendable {
         return try operation()
     }
 
+    /// A completed upload inserts into its original session even during broadcast.
+    func withLocalPaste<T>(_ operation: () throws -> T) rethrows -> T {
+        lock.withLock {
+            localPasteDepth += 1
+            deferredWriteDeadline = nil
+            bracketedPaste = nil
+        }
+        defer { lock.withLock { localPasteDepth -= 1 } }
+        return try operation()
+    }
+
     /// Classifies the backend callback while it still has the input event's
     /// provenance. Ordinarily Ghostty writes synchronously. The short-lived
     /// deferred ticket covers callbacks it schedules just after AppKit returns.
@@ -55,6 +67,7 @@ nonisolated final class TerminalInteractiveInputCapture: @unchecked Sendable {
     func classifyWrite(_ data: Data = Data()) -> Bool {
         lock.withLock {
             writeGeneration &+= 1
+            guard localPasteDepth == 0 else { return false }
             let now = DispatchTime.now().uptimeNanoseconds
             if let paste = bracketedPaste, now > paste.deadline {
                 bracketedPaste = nil
diff --git a/TFM/Features/Terminal/PersistentTerminalSurfaceView.swift b/TFM/Features/Terminal/PersistentTerminalSurfaceView.swift
index 09188a5e..16978a66 100644
--- a/TFM/Features/Terminal/PersistentTerminalSurfaceView.swift
+++ b/TFM/Features/Terminal/PersistentTerminalSurfaceView.swift
@@ -92,6 +92,8 @@
     /// seeing the event. Registered Termind shortcuts fall through; every other
     /// key still uses Ghostty's input path.
     final class TermindTerminalView: TerminalView {
+        var uploadFiles: (() -> Void)?
+        var canUploadFiles: (() -> Bool)?
         var inputCapture: TerminalInteractiveInputCapture?
         var copyOnSelect = false
         var pasteOnRightClick = false
@@ -238,9 +240,23 @@
                 action: #selector(selectAll(_:)), keyEquivalent: "")
             selectAllItem.target = self
             menu.addItem(selectAllItem)
+            if uploadFiles != nil {
+                menu.addItem(.separator())
+                let upload = NSMenuItem(
+                    title: String(localized: AppStrings.Terminal.uploadFile),
+                    action: #selector(uploadFromContextMenu(_:)), keyEquivalent: "")
+                upload.target = self
+                upload.isEnabled = canUploadFiles?() == true
+                menu.addItem(upload)
+            }
             return menu
         }
 
+        @objc private func uploadFromContextMenu(_: Any?) {
+            guard canUploadFiles?() == true else { return }
+            uploadFiles?()
+        }
+
         private var canPasteFromClipboard: Bool {
             let pasteboard = NSPasteboard.general
             return pasteboard.string(forType: .string)?.isEmpty == false
@@ -317,6 +333,31 @@
         private var wantsFocus = false
         private var nextMountOrdinal: UInt64 = 0
 
+        func configureUpload(action: (() -> Void)?, isAvailable: (() -> Bool)? = nil) {
+            terminalView.uploadFiles = action
+            terminalView.canUploadFiles = isAvailable
+        }
+
+        func chooseUploadFiles(completion: @escaping ([URL]) -> Void) {
+            guard isUploadSurfaceVisible, let window = terminalView.window else { return }
+            let panel = NSOpenPanel()
+            panel.canChooseFiles = true
+            panel.canChooseDirectories = true
+            panel.allowsMultipleSelection = true
+            panel.beginSheetModal(for: window) { [weak self] response in
+                guard response == .OK, self?.isUploadSurfaceVisible == true else { return }
+                completion(panel.urls)
+            }
+        }
+
+        var isUploadSurfaceVisible: Bool {
+            appliedVisibility == true && terminalView.window != nil && !terminalView.isHiddenOrHasHiddenAncestor
+        }
+
+        func pasteUploadedText(_ text: String) {
+            terminalView.inputCapture?.withLocalPaste { _ = state.paste(text: text) }
+        }
+
         private var ownerIdentifier: ObjectIdentifier { ObjectIdentifier(self) }
 
         init(
diff --git a/TFM/Features/Terminal/SSHSessionModel.swift b/TFM/Features/Terminal/SSHSessionModel.swift
index 999bb355..c9440672 100644
--- a/TFM/Features/Terminal/SSHSessionModel.swift
+++ b/TFM/Features/Terminal/SSHSessionModel.swift
@@ -331,6 +331,12 @@ final class SSHSessionModel: Identifiable {
     /// Clears the shell's edit buffer through the installed line-editor widget,
     /// then inserts one literal command as a bracketed paste. There is
     /// intentionally no carriage return in this payload.
+    func insertUploadedPaths(_ paths: [String]) {
+        let text = paths.map(RemoteShellCommand.escapeArgument).joined(separator: " ") + " "
+        // Write only to this session: broadcast input must not copy local upload paths.
+        terminalViewOwner.pasteUploadedText(text)
+    }
+
     func replaceCurrentDraft(with command: String) {
         writeInputDirectly(commandDraft.replacementPayload(for: command))
     }
diff --git a/TFM/Features/Terminal/TerminalPlaceholderView.swift b/TFM/Features/Terminal/TerminalPlaceholderView.swift
index f8fabf4e..c20d48d7 100644
--- a/TFM/Features/Terminal/TerminalPlaceholderView.swift
+++ b/TFM/Features/Terminal/TerminalPlaceholderView.swift
@@ -95,6 +95,7 @@ struct TerminalPlaceholderView: View {
     @FocusState private var terminalFocused: Bool
     @State private var pendingUploadChannel: SFTPChannelModel?
     @State private var pendingUploadItemCount = 0
+    @State private var insertUploadedPaths = false
     @State private var uploadConflictPresented = false
     @State private var uploadNotice: WorkspaceUploadNotice?
     @State private var uploadNoticeTask: Task<Void, Never>?
@@ -127,9 +128,17 @@ struct TerminalPlaceholderView: View {
                 sshSession.inputRouter = workspace
                 terminalFocused = requestsFocus
                 TerminalFontCatalog.shared.refresh()
+                sshSession.terminalViewOwner.configureUpload(
+                    action: chooseUploadFiles,
+                    isAvailable: { isVisible && uploadTargetProblem == nil })
                 sshSession.connectIfNeeded(using: app.hostLibrary)
                 if requestsFocus { sshSession.requestTerminalFocus() }
             }
+            .onChange(of: isVisible) {
+                sshSession.terminalViewOwner.configureUpload(
+                    action: chooseUploadFiles,
+                    isAvailable: { isVisible && uploadTargetProblem == nil })
+            }
             .onChange(of: requestsFocus) { _, focused in
                 terminalFocused = focused
                 if focused { sshSession.requestTerminalFocus() }
@@ -145,6 +154,7 @@ struct TerminalPlaceholderView: View {
             .onChange(of: sshSession.connectionAttemptID) { cancelPendingUpload() }
             .onDisappear {
                 terminalFocused = false
+                sshSession.terminalViewOwner.configureUpload(action: nil)
                 cancelPendingUpload()
             }
             .onChange(of: scenePhase) { _, phase in
@@ -228,17 +238,25 @@ struct TerminalPlaceholderView: View {
         return String(localized: AppStrings.SFTP.existingItemsMessage(count: count))
     }
 
+    private func chooseUploadFiles() {
+        guard uploadTargetProblem == nil else { return }
+        let generation = sshSession.connectionAttemptID
+        let destination = sshSession.workingDirectory
+        sshSession.terminalViewOwner.chooseUploadFiles { urls in
+            guard sshSession.connectionAttemptID == generation,
+                sshSession.workingDirectory == destination, uploadTargetProblem == nil
+            else { return }
+            _ = prepareTerminalTransfer(.local(urls), insertPaths: true)
+        }
+    }
+
     private func receiveDroppedURLs(_ urls: [URL]) -> Bool {
-        // Only this terminal convenience is Pro. SFTPBrowserView keeps its own
-        // upload flow and remains free.
-        guard app.proAccess.require(.terminalFileUpload) else { return false }
         let files = urls.filter(\.isFileURL)
         guard !files.isEmpty else { return false }
         return prepareTerminalTransfer(.local(files))
     }
 
     private func receiveRemoteDrop(_ data: Data) -> Bool {
-        guard app.proAccess.require(.terminalFileUpload) else { return false }
         guard let request = TerminalTransferRequest.remote(data: data, coordinator: app.sftpTransfers) else {
             showUploadNotice(.rejected(String(localized: AppStrings.SFTP.theCopiedSftpItemsAreInvalid)))
             return false
@@ -246,8 +264,9 @@ struct TerminalPlaceholderView: View {
         return prepareTerminalTransfer(request)
     }
 
-    private func prepareTerminalTransfer(_ request: TerminalTransferRequest) -> Bool {
+    private func prepareTerminalTransfer(_ request: TerminalTransferRequest, insertPaths: Bool = false) -> Bool {
         cancelPendingUpload()
+        insertUploadedPaths = insertPaths
         guard uploadTargetProblem == nil,
             let snapshot = sshSession.transferSnapshot,
             let workingDirectory = sshSession.workingDirectory
@@ -342,6 +361,7 @@ struct TerminalPlaceholderView: View {
         let itemCount = pendingUploadItemCount
         let destination = uploadChannel.path
         let generation = sshSession.connectionAttemptID
+        let insertPaths = insertUploadedPaths
         uploadConflictPresented = false
         uploadEnqueueTask = Task {
             if uploadChannel.pendingRemoteCopyBatch != nil {
@@ -352,7 +372,14 @@ struct TerminalPlaceholderView: View {
             } else {
                 await uploadChannel.enqueuePending(
                     policy: policy,
-                    coordinator: app.sftpTransfers
+                    coordinator: app.sftpTransfers,
+                    uploadedPaths: insertPaths
+                        ? { [weak session = sshSession] paths in
+                            guard let session, session.status == .connected,
+                                session.connectionAttemptID == generation
+                            else { return }
+                            session.insertUploadedPaths(paths)
+                        } : nil
                 )
             }
             let error = uploadChannel.operationError
diff --git a/TFMTests/BroadcastInputTests.swift b/TFMTests/BroadcastInputTests.swift
index b4adbe2a..8e2e20c6 100644
--- a/TFMTests/BroadcastInputTests.swift
+++ b/TFMTests/BroadcastInputTests.swift
@@ -41,6 +41,18 @@ private final class WorkspaceCommandGeneratorStub: CommandGenerating {
 
 @MainActor
 struct BroadcastInputTests {
+    @Test func uploadPasteDoesNotConsumeAnInteractiveBroadcastTicket() {
+        let capture = TerminalInteractiveInputCapture()
+        capture.withInteraction(allowsDeferredWrite: true) {}
+        capture.withLocalPaste {
+            #expect(!capture.classifyWrite(Data("uploaded-path".utf8)))
+        }
+        #expect(!capture.classifyWrite(Data("deferred-upload".utf8)))
+        capture.withInteraction {
+            #expect(capture.classifyWrite(Data("typed".utf8)))
+        }
+    }
+
     @Test
     func deferredBracketedPasteKeepsEveryChunkInteractiveUntilItsClosingMarker() {
         let capture = TerminalInteractiveInputCapture()
diff --git a/TFMTests/SFTPFeatureTests.swift b/TFMTests/SFTPFeatureTests.swift
index 393990a6..fa0b4bb7 100644
--- a/TFMTests/SFTPFeatureTests.swift
+++ b/TFMTests/SFTPFeatureTests.swift
@@ -1234,7 +1234,15 @@ struct SFTPFeatureTests {
         let coordinator = SFTPTransferCoordinator(store: HostLibraryModel()) { client }
 
         await sftpChannel.prepareUpload([upload])
-        await sftpChannel.enqueuePending(policy: .keepBoth, coordinator: coordinator)
+        var uploadedPaths: [[String]] = []
+        await sftpChannel.enqueuePending(
+            policy: .keepBoth, coordinator: coordinator,
+            uploadedPaths: { uploadedPaths.append($0) })
+        for _ in 0..<200 {
+            if !uploadedPaths.isEmpty { break }
+            try await Task.sleep(for: .milliseconds(10))
+        }
+        #expect(uploadedPaths == [["/incoming/bundle.2"]])
 
         #expect(coordinator.sftpTransfers.map(\.remotePath) == ["/incoming/bundle.2/nested/payload.txt"])
         #expect(
diff --git a/TFMTests/TerminalContextMenuTests.swift b/TFMTests/TerminalContextMenuTests.swift
index d253c2ae..f2ad4154 100644
--- a/TFMTests/TerminalContextMenuTests.swift
+++ b/TFMTests/TerminalContextMenuTests.swift
@@ -6,6 +6,25 @@ import Testing
 
 @Suite @MainActor
 struct TerminalContextMenuTests {
+    @Test func uploadActionAppearsOnlyWhenBoundAndUsesLiveAvailability() throws {
+        let view = TermindTerminalView(frame: .zero)
+        let title = String(localized: AppStrings.Terminal.uploadFile)
+        #expect(view.selectionContextMenu().item(withTitle: title) == nil)
+        var available = false
+        var requests = 0
+        view.uploadFiles = { requests += 1 }
+        view.canUploadFiles = { available }
+        #expect(view.selectionContextMenu().item(withTitle: title)?.isEnabled == false)
+        available = true
+        let item = try #require(view.selectionContextMenu().item(withTitle: title))
+        #expect(item.isEnabled)
+        _ = view.perform(item.action, with: item)
+        #expect(requests == 1)
+        available = false
+        _ = view.perform(item.action, with: item)
+        #expect(requests == 1)
+    }
+
     @Test func defaultMenuValidatesPasteAndOptionBypassesAutomaticPaste() throws {
         let pasteboard = NSPasteboard.general
         let saved = (pasteboard.pasteboardItems ?? []).map { item in
diff --git a/TFMTests/TerminalMouseInteractionTests.swift b/TFMTests/TerminalMouseInteractionTests.swift
index 45a59dc6..7f35779e 100644
--- a/TFMTests/TerminalMouseInteractionTests.swift
+++ b/TFMTests/TerminalMouseInteractionTests.swift
@@ -19,6 +19,29 @@ private nonisolated let terminalMouseHasDisplay: Bool = {
     .requiresVisibleWindow, .serialized, .disabled(if: !terminalMouseHasDisplay, "Ghostty requires an active display"))
 @MainActor
 struct TerminalMouseInteractionTests {
+    @Test func uploadMenuPresentsFilePickerOnThePersistentTerminalWindow() async throws {
+        let fixture = try await TerminalMouseFixture.make()
+        defer { fixture.close() }
+        // The custom mount bypasses Ghostty's SwiftUI representable.
+        #expect(fixture.state.attachedPlatformView == nil)
+        fixture.owner.configureUpload(
+            action: { fixture.owner.chooseUploadFiles { _ in Issue.record("Cancelled picker must not upload") } },
+            isAvailable: { true })
+        defer { fixture.owner.configureUpload(action: nil) }
+        let title = String(localized: AppStrings.Terminal.uploadFile)
+        let item = try #require(fixture.view.selectionContextMenu().item(withTitle: title))
+        #expect(!title.contains("…"))
+        _ = fixture.view.perform(item.action, with: item)
+        for _ in 0..<100 where fixture.window.attachedSheet == nil {
+            try await Task.sleep(for: .milliseconds(10))
+        }
+        let panel = try #require(fixture.window.attachedSheet as? NSOpenPanel)
+        #expect(panel.canChooseFiles)
+        #expect(panel.canChooseDirectories)
+        #expect(panel.allowsMultipleSelection)
+        panel.cancel(nil)
+    }
+
     @Test func statusBarPathReachesTerminalThroughWorkspaceOverlays() async throws {
         let fixture = try await TerminalMouseFixture.make()
         defer { fixture.close() }
diff --git a/Termind.xcodeproj/project.pbxproj b/Termind.xcodeproj/project.pbxproj
index 71027b67..31a21235 100644
--- a/Termind.xcodeproj/project.pbxproj
+++ b/Termind.xcodeproj/project.pbxproj
@@ -2943,7 +2943,7 @@
 			repositoryURL = "https://github.com/AkinoKaede/libghostty-spm.git";
 			requirement = {
 				kind = revision;
-				revision = "020eb7670797926e4513247faceff705a13f2493";
+				revision = 020eb7670797926e4513247faceff705a13f2493;
 			};
 		};
 		TRMD00000000000000100023 /* XCRemoteSwiftPackageReference "openssl-spm" */ = {