diff --git a/peekaboo-cli/Sources/peekaboo/ImageCommand.swift b/peekaboo-cli/Sources/peekaboo/ImageCommand.swift
index 2a6159d..ec35e64 100644
--- a/peekaboo-cli/Sources/peekaboo/ImageCommand.swift
+++ b/peekaboo-cli/Sources/peekaboo/ImageCommand.swift
@@ -322,38 +322,55 @@ struct ImageCommand: ParsableCommand {
             if let error = captureError {
                 throw error
             }
+        } catch let error as CaptureError {
+            // Re-throw CaptureError as-is
+            throw error
         } catch {
+            // Check if this is a permission error from ScreenCaptureKit
+            let errorString = error.localizedDescription.lowercased()
+            if errorString.contains("screen recording") || errorString.contains("permission") {
+                throw CaptureError.screenRecordingPermissionDenied
+            }
             throw CaptureError.captureCreationFailed
         }
     }
 
     private func captureDisplayWithScreenCaptureKit(_ displayID: CGDirectDisplayID, to path: String) async throws {
-        // Get available content
-        let availableContent = try await SCShareableContent.current
+        do {
+            // Get available content
+            let availableContent = try await SCShareableContent.current
 
-        // Find the display by ID
-        guard let scDisplay = availableContent.displays.first(where: { $0.displayID == displayID }) else {
-            throw CaptureError.captureCreationFailed
+            // Find the display by ID
+            guard let scDisplay = availableContent.displays.first(where: { $0.displayID == displayID }) else {
+                throw CaptureError.captureCreationFailed
+            }
+
+            // Create content filter for the entire display
+            let filter = SCContentFilter(display: scDisplay, excludingWindows: [])
+
+            // Configure capture settings
+            let configuration = SCStreamConfiguration()
+            configuration.width = scDisplay.width
+            configuration.height = scDisplay.height
+            configuration.backgroundColor = .black
+            configuration.shouldBeOpaque = true
+            configuration.showsCursor = true
+
+            // Capture the image
+            let image = try await SCScreenshotManager.captureImage(
+                contentFilter: filter,
+                configuration: configuration
+            )
+
+            try saveImage(image, to: path)
+        } catch {
+            // Check if this is a permission error
+            let errorString = error.localizedDescription.lowercased()
+            if errorString.contains("screen recording") || errorString.contains("permission") {
+                throw CaptureError.screenRecordingPermissionDenied
+            }
+            throw error
         }
-
-        // Create content filter for the entire display
-        let filter = SCContentFilter(display: scDisplay, excludingWindows: [])
-
-        // Configure capture settings
-        let configuration = SCStreamConfiguration()
-        configuration.width = scDisplay.width
-        configuration.height = scDisplay.height
-        configuration.backgroundColor = .black
-        configuration.shouldBeOpaque = true
-        configuration.showsCursor = true
-
-        // Capture the image
-        let image = try await SCScreenshotManager.captureImage(
-            contentFilter: filter,
-            configuration: configuration
-        )
-
-        try saveImage(image, to: path)
     }
 
     private func captureWindow(_ window: WindowData, to path: String) throws(CaptureError) {
@@ -375,38 +392,55 @@ struct ImageCommand: ParsableCommand {
             if let error = captureError {
                 throw error
             }
+        } catch let error as CaptureError {
+            // Re-throw CaptureError as-is
+            throw error
         } catch {
+            // Check if this is a permission error from ScreenCaptureKit
+            let errorString = error.localizedDescription.lowercased()
+            if errorString.contains("screen recording") || errorString.contains("permission") {
+                throw CaptureError.screenRecordingPermissionDenied
+            }
             throw CaptureError.windowCaptureFailed
         }
     }
 
     private func captureWindowWithScreenCaptureKit(_ window: WindowData, to path: String) async throws {
-        // Get available content
-        let availableContent = try await SCShareableContent.current
+        do {
+            // Get available content
+            let availableContent = try await SCShareableContent.current
 
-        // Find the window by ID
-        guard let scWindow = availableContent.windows.first(where: { $0.windowID == window.windowId }) else {
-            throw CaptureError.windowNotFound
+            // Find the window by ID
+            guard let scWindow = availableContent.windows.first(where: { $0.windowID == window.windowId }) else {
+                throw CaptureError.windowNotFound
+            }
+
+            // Create content filter for the specific window
+            let filter = SCContentFilter(desktopIndependentWindow: scWindow)
+
+            // Configure capture settings
+            let configuration = SCStreamConfiguration()
+            configuration.width = Int(window.bounds.width)
+            configuration.height = Int(window.bounds.height)
+            configuration.backgroundColor = .clear
+            configuration.shouldBeOpaque = true
+            configuration.showsCursor = false
+
+            // Capture the image
+            let image = try await SCScreenshotManager.captureImage(
+                contentFilter: filter,
+                configuration: configuration
+            )
+
+            try saveImage(image, to: path)
+        } catch {
+            // Check if this is a permission error
+            let errorString = error.localizedDescription.lowercased()
+            if errorString.contains("screen recording") || errorString.contains("permission") {
+                throw CaptureError.screenRecordingPermissionDenied
+            }
+            throw error
         }
-
-        // Create content filter for the specific window
-        let filter = SCContentFilter(desktopIndependentWindow: scWindow)
-
-        // Configure capture settings
-        let configuration = SCStreamConfiguration()
-        configuration.width = Int(window.bounds.width)
-        configuration.height = Int(window.bounds.height)
-        configuration.backgroundColor = .clear
-        configuration.shouldBeOpaque = true
-        configuration.showsCursor = false
-
-        // Capture the image
-        let image = try await SCScreenshotManager.captureImage(
-            contentFilter: filter,
-            configuration: configuration
-        )
-
-        try saveImage(image, to: path)
     }
 
     private func saveImage(_ image: CGImage, to path: String) throws(CaptureError) {
diff --git a/peekaboo-cli/Sources/peekaboo/ListCommand.swift b/peekaboo-cli/Sources/peekaboo/ListCommand.swift
index 0f5ce40..f8e0eaa 100644
--- a/peekaboo-cli/Sources/peekaboo/ListCommand.swift
+++ b/peekaboo-cli/Sources/peekaboo/ListCommand.swift
@@ -6,7 +6,7 @@ struct ListCommand: ParsableCommand {
     static let configuration = CommandConfiguration(
         commandName: "list",
         abstract: "List running applications or windows",
-        subcommands: [AppsSubcommand.self, WindowsSubcommand.self],
+        subcommands: [AppsSubcommand.self, WindowsSubcommand.self, ServerStatusSubcommand.self],
         defaultSubcommand: AppsSubcommand.self
     )
 }
@@ -177,3 +177,44 @@ struct WindowsSubcommand: ParsableCommand {
         }
     }
 }
+
+struct ServerStatusSubcommand: ParsableCommand {
+    static let configuration = CommandConfiguration(
+        commandName: "server_status",
+        abstract: "Check server permissions status"
+    )
+
+    @Flag(name: .long, help: "Output results in JSON format")
+    var jsonOutput = false
+
+    func run() throws {
+        Logger.shared.setJsonOutputMode(jsonOutput)
+
+        let screenRecording = PermissionsChecker.checkScreenRecordingPermission()
+        let accessibility = PermissionsChecker.checkAccessibilityPermission()
+
+        let permissions = ServerPermissions(
+            screen_recording: screenRecording,
+            accessibility: accessibility
+        )
+
+        let data = ServerStatusData(permissions: permissions)
+
+        if jsonOutput {
+            outputSuccess(data: data)
+        } else {
+            print("Server Permissions Status:")
+            print("  Screen Recording: \(screenRecording ? "✅ Granted" : "❌ Not granted")")
+            print("  Accessibility: \(accessibility ? "✅ Granted" : "❌ Not granted")")
+        }
+    }
+}
+
+struct ServerPermissions: Codable {
+    let screen_recording: Bool
+    let accessibility: Bool
+}
+
+struct ServerStatusData: Codable {
+    let permissions: ServerPermissions
+}
diff --git a/peekaboo-cli/Sources/peekaboo/PermissionsChecker.swift b/peekaboo-cli/Sources/peekaboo/PermissionsChecker.swift
index 8493af4..b9736a5 100644
--- a/peekaboo-cli/Sources/peekaboo/PermissionsChecker.swift
+++ b/peekaboo-cli/Sources/peekaboo/PermissionsChecker.swift
@@ -1,24 +1,29 @@
 import AVFoundation
 import CoreGraphics
 import Foundation
+import ScreenCaptureKit
 
 class PermissionsChecker {
     static func checkScreenRecordingPermission() -> Bool {
-        // Check if we can capture screen content by trying to get display bounds
-        var displayCount: UInt32 = 0
-        let result = CGGetActiveDisplayList(0, nil, &displayCount)
-        if result != .success || displayCount == 0 {
-            return false
+        // ScreenCaptureKit requires screen recording permission
+        // We check by attempting to get shareable content
+        let semaphore = DispatchSemaphore(value: 0)
+        var hasPermission = false
+        
+        Task {
+            do {
+                // This will fail if we don't have screen recording permission
+                _ = try await SCShareableContent.current
+                hasPermission = true
+            } catch {
+                // If we get an error, we don't have permission
+                hasPermission = false
+            }
+            semaphore.signal()
         }
-
-        // Try to capture a small image to test permissions
-        guard let mainDisplayID = CGMainDisplayID() as CGDirectDisplayID? else {
-            return false
-        }
-
-        // Test by trying to get display bounds - this requires screen recording permission
-        let bounds = CGDisplayBounds(mainDisplayID)
-        return bounds != CGRect.zero
+        
+        semaphore.wait()
+        return hasPermission
     }
 
     static func checkAccessibilityPermission() -> Bool {