From b73a7e07d2abce951829d28ec5a2f2e589d7589a Mon Sep 17 00:00:00 2001
From: Peter Steinberger <steipete@gmail.com>
Date: Tue, 9 Dec 2025 23:45:50 +0000
Subject: [PATCH] mac: open latest log file

---
 .../Sources/Clawdis/GeneralSettings.swift     | 28 ++++++++++++++++---
 1 file changed, 24 insertions(+), 4 deletions(-)

diff --git a/apps/macos/Sources/Clawdis/GeneralSettings.swift b/apps/macos/Sources/Clawdis/GeneralSettings.swift
index e1963e691..c36cec652 100644
--- a/apps/macos/Sources/Clawdis/GeneralSettings.swift
+++ b/apps/macos/Sources/Clawdis/GeneralSettings.swift
@@ -522,15 +522,35 @@ extension GeneralSettings {
     }
 
     private func revealLogs() {
-        let path = URL(fileURLWithPath: "/tmp/clawdis/clawdis.log")
-        if FileManager.default.fileExists(atPath: path.path) {
-            NSWorkspace.shared.selectFile(path.path, inFileViewerRootedAtPath: path.deletingLastPathComponent().path)
+        let fm = FileManager.default
+        let legacy = URL(fileURLWithPath: "/tmp/clawdis/clawdis.log")
+        let rollingDir = URL(fileURLWithPath: "/tmp/clawdis")
+
+        // Prefer the newest rolling log (clawdis-YYYY-MM-DD.log), fall back to legacy path.
+        let dirContents = (try? fm.contentsOfDirectory(
+            at: rollingDir,
+            includingPropertiesForKeys: [.contentModificationDateKey],
+            options: [.skipsHiddenFiles])) ?? []
+
+        let rollingLog = dirContents
+            .filter { $0.lastPathComponent.hasPrefix("clawdis-") && $0.pathExtension == "log" }
+            .sorted { lhs, rhs in
+                let lDate = (try? lhs.resourceValues(forKeys: [.contentModificationDateKey]).contentModificationDate) ?? .distantPast
+                let rDate = (try? rhs.resourceValues(forKeys: [.contentModificationDateKey]).contentModificationDate) ?? .distantPast
+                return lDate > rDate
+            }
+            .first
+
+        let target = rollingLog ?? (fm.fileExists(atPath: legacy.path) ? legacy : nil)
+
+        if let target {
+            NSWorkspace.shared.selectFile(target.path, inFileViewerRootedAtPath: target.deletingLastPathComponent().path)
             return
         }
 
         let alert = NSAlert()
         alert.messageText = "Log file not found"
-        alert.informativeText = "Expected log at \(path.path). Run a health check or generate activity first."
+        alert.informativeText = "Looked for clawdis logs in /tmp/clawdis/. Run a health check or send a message to generate activity, then try again."
         alert.alertStyle = .informational
         alert.addButton(withTitle: "OK")
         alert.runModal()