diff --git a/Pearcleaner/Logic/PermissionChecker.swift b/Pearcleaner/Logic/PermissionChecker.swift
index abc17c6..dde0c6a 100644
--- a/Pearcleaner/Logic/PermissionChecker.swift
+++ b/Pearcleaner/Logic/PermissionChecker.swift
@@ -133,7 +133,12 @@ struct PermissionsNotificationView: View {
             .help("Check all permissions")
         } else {
             Button(action: {
-                NSApp.sendAction(Selector(("showPreferencesWindow:")), to: nil, from: nil)
+                if #available(macOS 13.0, *) {
+                    NSApp.sendAction(Selector(("showSettingsWindow:")), to: nil, from: nil)
+                }
+                else {
+                    NSApp.sendAction(Selector(("showPreferencesWindow:")), to: nil, from: nil)
+                }
             }) {
                 labelContent
             }
diff --git a/Pearcleaner/Logic/ThemeManager.swift b/Pearcleaner/Logic/ThemeManager.swift
index 2dec8dd..e0ab8bc 100644
--- a/Pearcleaner/Logic/ThemeManager.swift
+++ b/Pearcleaner/Logic/ThemeManager.swift
@@ -25,14 +25,24 @@ class ThemeSettings: ObservableObject {
     // pearcleaner - Color(.sRGB, red: 0.188143, green: 0.208556, blue: 0.262679, opacity: 1)
 
     init() {
-        // Initialize color from UserDefaults or use a default value
-        if let components = UserDefaults.standard.object(forKey: colorKey) as? [CGFloat], components.count >= 4 {
-            themeColor = Color(.sRGB, red: components[0], green: components[1], blue: components[2], opacity: components[3])
-        } else {
-            themeColor = Color(.sRGB, red: 0.188143, green: 0.208556, blue: 0.262679, opacity: 1)
+        themeColor = userDefaults.color(forKey: colorKey) ?? .clear
+    }
+
+    func setupInitialColor() {
+        if userDefaults.color(forKey: colorKey) == nil {
+            // Only set the initial color if it has not been set by the user.
+            let darkMode = isDarkMode()  // Safe to call here after the application is fully set up.
+            themeColor = darkMode ? Color(.sRGB, red: 0.188143, green: 0.208556, blue: 0.262679, opacity: 1) :
+            Color(.sRGB, red: 1.0, green: 1.0, blue: 1.0, opacity: 1)
+            saveThemeColor()
         }
     }
 
+    private func loadThemeColor() {
+        if let components = UserDefaults.standard.array(forKey: colorKey) as? [CGFloat], components.count == 4 {
+            themeColor = Color(.sRGB, red: components[0], green: components[1], blue: components[2], opacity: components[3])
+        }
+    }
 
     func saveThemeColor() {
         let nsColor = NSColor(themeColor)
@@ -90,6 +100,18 @@ extension Color {
     }
 }
 
+extension Color {
+    /// Checks if the current themeColor is of a light or dark variant to set the appropriate displayMode on launch
+    func isLight() -> Bool? {
+        guard let components = NSColor(self).cgColor.components, components.count >= 3 else {
+            return nil
+        }
+        // Formula to calculate perceived luminance
+        let brightness = 0.299 * components[0] + 0.587 * components[1] + 0.114 * components[2]
+        return brightness > 0.5
+    }
+}
+
 extension UserDefaults {
     func color(forKey key: String) -> Color? {
         guard let components = array(forKey: key) as? [CGFloat], components.count == 4 else {
diff --git a/Pearcleaner/Logic/Utilities.swift b/Pearcleaner/Logic/Utilities.swift
index df39717..9f1a34a 100644
--- a/Pearcleaner/Logic/Utilities.swift
+++ b/Pearcleaner/Logic/Utilities.swift
@@ -468,6 +468,15 @@ func isNested(path: URL) -> Bool {
     return parentDirectory != applicationsPath && parentDirectory != homeApplicationsPath
 }
 
+// Check if macOS is 14.0 or higher
+func isMacOS14OrHigher() -> Bool {
+    if #available(macOS 14, *) {
+        return true
+    } else {
+        return false
+    }
+}
+
 
 
 // --- Extend Int to convert hours to seconds ---
diff --git a/Pearcleaner/PearcleanerApp.swift b/Pearcleaner/PearcleanerApp.swift
index d9b4334..dbdc635 100644
--- a/Pearcleaner/PearcleanerApp.swift
+++ b/Pearcleaner/PearcleanerApp.swift
@@ -202,19 +202,26 @@ class AppDelegate: NSObject, NSApplicationDelegate, NSWindowDelegate {
 
 
     func appearanceCheck(reset: Bool = false) {
-        let dm = UserDefaults.standard.integer(forKey: "displayMode")
-        var displayMode = DisplayMode(rawValue: dm)
-        let dark = isDarkMode()
-        if dark {
-            displayMode?.colorScheme = .dark
-        } else {
-            displayMode?.colorScheme = .light
-        }
 
-        UserDefaults.standard.set(displayMode?.rawValue, forKey: "displayMode")
+        // Setup initial color
+        ThemeSettings.shared.setupInitialColor()
+
+        // Get the current theme color
+        let themeColor = ThemeSettings.shared.themeColor
+
+        // Determine if the color is light or dark
+        if let isLightColor = themeColor.isLight() {
+            let shouldUseDarkMode = !isLightColor // Use dark mode if color is dark
+            UserDefaults.standard.set(shouldUseDarkMode ? DisplayMode.dark.rawValue : DisplayMode.light.rawValue, forKey: "displayMode")
+        } else {
+            // Default to system preference if unable to determine color brightness
+            let dark = isDarkMode()
+            UserDefaults.standard.set(dark ? DisplayMode.dark.rawValue : DisplayMode.light.rawValue, forKey: "displayMode")
+        }
 
         // Reset theme when OS changes appearance
         if reset {
+            let dark = isDarkMode()
             ThemeSettings.shared.resetToDefault(dark: dark)
         }
 
diff --git a/Pearcleaner/Settings/General.swift b/Pearcleaner/Settings/General.swift
index 01e8949..a24611a 100644
--- a/Pearcleaner/Settings/General.swift
+++ b/Pearcleaner/Settings/General.swift
@@ -217,7 +217,7 @@ struct GeneralSettingsTab: View {
 
 
                 HStack(spacing: 0) {
-                    Image(systemName: "accessibility")
+                    Image(systemName: isMacOS14OrHigher() ? "accessibility" : "figure.arms.open")
                         .resizable()
                         .scaledToFit()
                         .frame(width: 20, height: 20)
diff --git a/Pearcleaner/Settings/Interface.swift b/Pearcleaner/Settings/Interface.swift
index 18fbf3a..298a84f 100644
--- a/Pearcleaner/Settings/Interface.swift
+++ b/Pearcleaner/Settings/Interface.swift
@@ -33,13 +33,6 @@ struct InterfaceSettingsTab: View {
     @Binding var search: String
     let icons = ["externaldrive", "trash", "folder", "pear-1", "pear-1.5", "pear-2", "pear-3", "pear-4"]
 
-    var isMacOS14OrHigher: Bool {
-        if #available(macOS 14, *) {
-            return true
-        } else {
-            return false
-        }
-    }
 
     var body: some View {
 
@@ -191,7 +184,7 @@ struct InterfaceSettingsTab: View {
                             .font(.callout)
                             .foregroundStyle(Color("mode").opacity(0.5))
                     }
-                    InfoButton(text: "Changing the color mode will reset the base color to defaults")
+                    InfoButton(text: "This changes the text color to match the OS. It will also reset the base color to defaults when swapping between these.")
                     Spacer()
                     Picker("", selection: $selectedTheme) {
                         Text("Auto")
@@ -260,7 +253,7 @@ struct InterfaceSettingsTab: View {
                 .padding(.leading)
 
                 HStack(spacing: 0) {
-                    Image(systemName: mini ? "square.resize.up" : "square.resize.down")
+                    Image(systemName: isMacOS14OrHigher() ? "square.resize.up" : "macwindow.on.rectangle")
                         .resizable()
                         .scaledToFit()
                         .frame(width: 20, height: 20)
@@ -448,7 +441,7 @@ struct InterfaceSettingsTab: View {
 
 
                 HStack(spacing: 0) {
-                    Image(systemName: isLaunchAtLoginEnabled ? "person" : "person.slash")
+                    Image(systemName: isLaunchAtLoginEnabled ? "person.fill" : "person")
                         .resizable()
                         .scaledToFit()
                         .frame(width: 20, height: 20)
diff --git a/Pearcleaner/Views/AppSearchView.swift b/Pearcleaner/Views/AppSearchView.swift
index 6a7630d..4135ea8 100644
--- a/Pearcleaner/Views/AppSearchView.swift
+++ b/Pearcleaner/Views/AppSearchView.swift
@@ -117,7 +117,12 @@ struct AppSearchView: View {
                                     .buttonStyle(SimpleButtonStyle(icon: "circle.fill", label: "Settings", help: "Settings", size: 5))
                             } else {
                                 Button("Settings") {
-                                    NSApp.sendAction(Selector(("showPreferencesWindow:")), to: NSApp.delegate, from: nil)
+                                    if #available(macOS 13.0, *) {
+                                        NSApp.sendAction(Selector(("showSettingsWindow:")), to: nil, from: nil)
+                                    }
+                                    else {
+                                        NSApp.sendAction(Selector(("showPreferencesWindow:")), to: nil, from: nil)
+                                    }
                                     showMenu = false
                                 }
                                 .buttonStyle(SimpleButtonStyle(icon: "circle.fill", label: "Settings", help: "Settings", size: 5))
diff --git a/Pearcleaner/Windows/PermView.swift b/Pearcleaner/Windows/PermView.swift
index 415c526..5823a4b 100644
--- a/Pearcleaner/Windows/PermView.swift
+++ b/Pearcleaner/Windows/PermView.swift
@@ -100,7 +100,12 @@ struct PermView: View {
                         .buttonStyle(SimpleButtonBrightStyle(icon: "gear", label: "Settings", help: "Check permissions in Settings", color: Color("mode")))
                 } else {
                     Button("Settings") {
-                        NSApp.sendAction(Selector(("showPreferencesWindow:")), to: NSApp.delegate, from: nil)
+                        if #available(macOS 13.0, *) {
+                            NSApp.sendAction(Selector(("showSettingsWindow:")), to: nil, from: nil)
+                        }
+                        else {
+                            NSApp.sendAction(Selector(("showPreferencesWindow:")), to: nil, from: nil)
+                        }
                     }
                     .buttonStyle(SimpleButtonBrightStyle(icon: "gear", label: "Settings", help: "Check permissions in Settings", color: .red))
                 }