diff --git a/Core/Engine.cs b/Core/Engine.cs
index 74faa13..50c7f8e 100644
--- a/Core/Engine.cs
+++ b/Core/Engine.cs
@@ -1,4 +1,5 @@
 using System.Text.Json;
+using System.Net.Http.Headers;
 
 namespace AgentWikiUi.Core;
 
@@ -24,6 +25,8 @@ abstract class Engine
     /// <param name="structured">true = GUI (output catturato e da interpretare); false = CLI (output ereditato).</param>
     public abstract List<string> BuildArgs(string prompt, string? sessionId, bool resume, string model, string effort, bool structured);
     public abstract EngineReply Parse(int code, string stdout, string stderr);
+    /// <summary>Testo che annuncia l'ultima versione pubblicata (sola lettura, vedi ADR-0004). Eccezioni di rete/formato: le gestisce il chiamante.</summary>
+    public abstract Task<string?> FetchLatestVersionAsync(HttpClient http, CancellationToken ct);
 
     public bool IsInstalled() => PathSearch.Find(Executable) is not null;
 
@@ -60,6 +63,10 @@ sealed class ClaudeEngine : Engine
 
     public override EngineReply Parse(int code, string stdout, string stderr) =>
         code == 0 ? new(stdout.Trim(), null, null) : new("", null, Failed(code, stderr.Trim()));
+
+    // Stessa sorgente dell'installer nativo: un file di testo con la versione.
+    public override async Task<string?> FetchLatestVersionAsync(HttpClient http, CancellationToken ct) =>
+        (await http.GetStringAsync("https://downloads.claude.ai/claude-code-releases/latest", ct)).Trim();
 }
 
 sealed class CodexEngine : Engine
@@ -123,6 +130,17 @@ sealed class CodexEngine : Engine
         return new(lastMessage.Trim(), threadId, null);
     }
 
+    // Ultima release su GitHub: tag_name tipo "rust-v0.162.1". L'API richiede lo User-Agent (impostato dal chiamante).
+    public override async Task<string?> FetchLatestVersionAsync(HttpClient http, CancellationToken ct)
+    {
+        using var req = new HttpRequestMessage(HttpMethod.Get, "https://api.github.com/repos/openai/codex/releases/latest");
+        req.Headers.Accept.Add(new MediaTypeWithQualityHeaderValue("application/vnd.github+json"));
+        using var resp = await http.SendAsync(req, ct);
+        resp.EnsureSuccessStatusCode();
+        using var doc = JsonDocument.Parse(await resp.Content.ReadAsStringAsync(ct));
+        return doc.RootElement.GetProperty("tag_name").GetString();
+    }
+
     // L'errore arriva come stringa che contiene un JSON {"error":{"message":…}}: si mostra il messaggio interno.
     static string? InnerMessage(string? raw)
     {
diff --git a/Core/EngineRunner.cs b/Core/EngineRunner.cs
index da9bb8c..7bd393f 100644
--- a/Core/EngineRunner.cs
+++ b/Core/EngineRunner.cs
@@ -5,7 +5,10 @@ namespace AgentWikiUi.Core;
 // Unico punto di avvio dei motori, condiviso da CLI e GUI.
 static class EngineRunner
 {
-    public static ProcessStartInfo CreateStart(Engine engine, string prompt, bool captured, string? sessionId = null, bool resume = false, string model = "", string effort = "")
+    public static ProcessStartInfo CreateStart(Engine engine, string prompt, bool captured, string? sessionId = null, bool resume = false, string model = "", string effort = "") =>
+        CreateStart(engine, engine.BuildArgs(prompt, sessionId, resume, model, effort, structured: captured), captured);
+
+    public static ProcessStartInfo CreateStart(Engine engine, IEnumerable<string> args, bool captured)
     {
         var psi = new ProcessStartInfo(engine.Executable)
         {
@@ -16,7 +19,7 @@ static class EngineRunner
             RedirectStandardError = captured,
             CreateNoWindow = true,
         };
-        foreach (var a in engine.BuildArgs(prompt, sessionId, resume, model, effort, structured: captured)) psi.ArgumentList.Add(a);
+        foreach (var a in args) psi.ArgumentList.Add(a);
         return psi;
     }
 
@@ -47,4 +50,23 @@ static class EngineRunner
         await p.WaitForExitAsync();
         return engine.Parse(p.ExitCode, await o, await e);
     }
+
+    // Comandi di servizio del motore (--version, update): output catturato, tempo massimo, nessuna chat.
+    // Win32Exception se l'eseguibile non è nel PATH; allo scadere il processo e i suoi figli sono terminati.
+    public static async Task<(int Code, string Out, string Err, bool TimedOut)> RunToolAsync(Engine engine, IEnumerable<string> args, TimeSpan timeout)
+    {
+        using var p = Process.Start(CreateStart(engine, args, captured: true))!;
+        p.StandardInput.Close();
+        var o = p.StandardOutput.ReadToEndAsync();
+        var e = p.StandardError.ReadToEndAsync();
+        using var cts = new CancellationTokenSource(timeout);
+        try { await p.WaitForExitAsync(cts.Token); }
+        catch (OperationCanceledException)
+        {
+            try { p.Kill(entireProcessTree: true); } catch (InvalidOperationException) { }
+            await p.WaitForExitAsync();
+            return (-1, await o, await e, true);
+        }
+        return (p.ExitCode, await o, await e, false);
+    }
 }
diff --git a/Core/EngineUpdater.cs b/Core/EngineUpdater.cs
new file mode 100644
index 0000000..d4fb21e
--- /dev/null
+++ b/Core/EngineUpdater.cs
@@ -0,0 +1,131 @@
+using System.Net.Http.Headers;
+using System.Text.Json;
+using System.Text.RegularExpressions;
+
+namespace AgentWikiUi.Core;
+
+enum InstallMethod { Native, Npm, Homebrew, WinGet }
+
+/// <summary>Esito del controllo (sola lettura): versione installata (riga di `--version`), ultima pubblicata e se è più nuova. Available null = sconosciuto.</summary>
+record UpdateCheck(string? InstalledText, string? Latest, bool? Available);
+
+/// <summary>Esito di un aggiornamento: messaggio da mostrare e, se riuscito, le versioni prima e dopo.</summary>
+record UpdateOutcome(bool Ok, string Message, string? Before, string? After);
+
+// Aggiornamento di un CLI con il suo comando ufficiale (`<cli> update`). Vedi ADR-0004.
+static class EngineUpdater
+{
+    public static readonly TimeSpan UpdateTimeout = TimeSpan.FromMinutes(10);
+    static readonly TimeSpan VersionTimeout = TimeSpan.FromSeconds(30);
+
+    static readonly TimeSpan CheckTimeout = TimeSpan.FromSeconds(10);
+    static readonly HttpClient SharedHttp = NewHttp();
+
+    static HttpClient NewHttp()
+    {
+        var http = new HttpClient { Timeout = CheckTimeout };
+        http.DefaultRequestHeaders.UserAgent.Add(new ProductInfoHeaderValue(AppInfo.Name, "1.0")); // GitHub lo richiede
+        return http;
+    }
+
+    /// <summary>Primo numero N.N.N del testo ("2.1.300 (Claude Code)", "codex-cli 0.162.1", "rust-v0.162.1").</summary>
+    public static Version? ParseVersion(string? text)
+    {
+        var m = text is null ? null : Regex.Match(text, @"\d+\.\d+\.\d+");
+        return m is { Success: true } && Version.TryParse(m.Value, out var v) ? v : null;
+    }
+
+    /// <summary>true se <paramref name="latest"/> è più nuova di <paramref name="installed"/>; null se una delle due non si legge.</summary>
+    public static bool? IsNewer(string? latest, string? installed) =>
+        ParseVersion(latest) is { } l && ParseVersion(installed) is { } i ? l > i : null;
+
+    /// <summary>Controlla se c'è una versione più nuova senza installare nulla. Mai eccezioni: rete o formato inattesi ⇒ sconosciuto.</summary>
+    public static async Task<UpdateCheck> CheckAsync(Engine engine, HttpClient? http = null)
+    {
+        var installed = await GetVersionAsync(engine);
+        string? latest = null;
+        try
+        {
+            using var cts = new CancellationTokenSource(CheckTimeout);
+            latest = await engine.FetchLatestVersionAsync(http ?? SharedHttp, cts.Token);
+        }
+        catch (Exception ex) when (ex is HttpRequestException or TaskCanceledException or OperationCanceledException or JsonException or KeyNotFoundException or InvalidOperationException) { }
+        return new(installed, latest, IsNewer(latest, installed));
+    }
+
+    /// <summary>Prima riga di `--version` ripulita; null se l'eseguibile manca o fallisce.</summary>
+    public static async Task<string?> GetVersionAsync(Engine engine, TimeSpan? timeout = null)
+    {
+        try
+        {
+            var r = await EngineRunner.RunToolAsync(engine, ["--version"], timeout ?? VersionTimeout);
+            if (r.TimedOut || r.Code != 0) return null;
+            return r.Out.Split('\n', StringSplitOptions.RemoveEmptyEntries | StringSplitOptions.TrimEntries).FirstOrDefault();
+        }
+        catch (System.ComponentModel.Win32Exception) { return null; }
+    }
+
+    public static async Task<UpdateOutcome> UpdateAsync(Engine engine, TimeSpan? timeout = null)
+    {
+        var before = await GetVersionAsync(engine);
+        (int Code, string Out, string Err, bool TimedOut) r;
+        try { r = await EngineRunner.RunToolAsync(engine, ["update"], timeout ?? UpdateTimeout); }
+        catch (System.ComponentModel.Win32Exception)
+        {
+            return new(false, $"'{engine.Executable}' non trovato nel PATH.", before, null);
+        }
+
+        var manual = ManualCommand(engine, DetectMethod(PathSearch.Find(engine.Executable)));
+        if (r.TimedOut) return new(false, $"Aggiornamento interrotto: più di {Elapsed(timeout ?? UpdateTimeout)}.\nComando manuale: {manual}", before, null);
+        if (r.Code != 0) return new(false, $"Aggiornamento non riuscito (codice {r.Code}).\n{Tail(r.Err, r.Out)}\nComando manuale: {manual}".Replace("\n\n", "\n"), before, null);
+
+        var after = await GetVersionAsync(engine);
+        if (before is not null && after is not null && before != after) return new(true, $"Aggiornato da {before} a {after}.", before, after);
+        return new(true, $"Già aggiornato ({after ?? before ?? "versione sconosciuta"}).", before, after);
+    }
+
+    static string Elapsed(TimeSpan t) => t.TotalMinutes >= 1 ? $"{t.TotalMinutes:0} minuti" : $"{t.TotalSeconds:0} secondi";
+
+    // Ultime righe utili dell'output (stderr se c'è, altrimenti stdout).
+    static string Tail(string err, string output)
+    {
+        var text = string.IsNullOrWhiteSpace(err) ? output : err;
+        return string.Join('\n', text.Split('\n', StringSplitOptions.RemoveEmptyEntries | StringSplitOptions.TrimEntries).TakeLast(4));
+    }
+
+    /// <summary>Metodo di installazione dedotto dal percorso dell'eseguibile, anche dopo aver risolto i collegamenti simbolici.</summary>
+    public static InstallMethod DetectMethod(string? path)
+    {
+        if (path is null) return InstallMethod.Native;
+        foreach (var p in new[] { path, RealPath(path) })
+        {
+            if (Has(p, "node_modules") || Has(p, ".npm")) return InstallMethod.Npm;
+            if (Has(p, "Cellar") || Has(p, "homebrew") || Has(p, "linuxbrew")) return InstallMethod.Homebrew;
+            if (Has(p, "WinGet") || Has(p, "WindowsApps")) return InstallMethod.WinGet;
+        }
+        return InstallMethod.Native;
+    }
+
+    static bool Has(string path, string part) => path.Contains(part, StringComparison.OrdinalIgnoreCase);
+
+    static string RealPath(string path)
+    {
+        try { return new FileInfo(path).ResolveLinkTarget(returnFinalTarget: true)?.FullName ?? path; }
+        catch (IOException) { return path; }
+    }
+
+    /// <summary>Comando da eseguire a mano quando l'aggiornamento automatico non basta (tabella dell'ADR-0004).</summary>
+    public static string ManualCommand(Engine engine, InstallMethod method) => (engine.Id, method) switch
+    {
+        ("claude", InstallMethod.Npm) => "npm install -g @anthropic-ai/claude-code@latest",
+        ("claude", InstallMethod.Homebrew) => "brew upgrade claude-code",
+        ("claude", InstallMethod.WinGet) => "winget upgrade Anthropic.ClaudeCode",
+        ("claude", _) => "claude update",
+        ("codex", InstallMethod.Npm) => "npm install -g @openai/codex@latest",
+        ("codex", InstallMethod.Homebrew) => "brew upgrade --cask codex",
+        ("codex", _) => OperatingSystem.IsWindows()
+            ? "powershell -ExecutionPolicy ByPass -c \"irm https://chatgpt.com/codex/install.ps1 | iex\""
+            : "curl -fsSL https://chatgpt.com/codex/install.sh | sh",
+        _ => $"{engine.Executable} update",
+    };
+}
diff --git a/Gui/App.axaml b/Gui/App.axaml
index b40b891..9694d89 100644
--- a/Gui/App.axaml
+++ b/Gui/App.axaml
@@ -57,6 +57,24 @@
       <Setter Property="Background" Value="{DynamicResource Bg}" />
       <Setter Property="BorderBrush" Value="{DynamicResource Accent}" />
     </Style>
+    <Style Selector="Button.ghost.primary">
+      <Setter Property="Background" Value="{DynamicResource Accent}" />
+      <Setter Property="Foreground" Value="{DynamicResource OnAccent}" />
+      <Setter Property="BorderBrush" Value="{DynamicResource Accent}" />
+    </Style>
+    <Style Selector="Button.ghost.primary:pointerover /template/ ContentPresenter">
+      <Setter Property="Background" Value="{DynamicResource Accent}" />
+      <Setter Property="Foreground" Value="{DynamicResource OnAccent}" />
+      <Setter Property="BorderBrush" Value="{DynamicResource Accent}" />
+      <Setter Property="Opacity" Value="0.88" />
+    </Style>
+    <Style Selector="TextBlock.check">
+      <Setter Property="Foreground" Value="{DynamicResource FgMuted}" />
+    </Style>
+    <Style Selector="TextBlock.check.avail">
+      <Setter Property="Foreground" Value="{DynamicResource Accent}" />
+      <Setter Property="FontWeight" Value="SemiBold" />
+    </Style>
     <Style Selector="Button.mini">
       <Setter Property="FontSize" Value="12" />
       <Setter Property="Padding" Value="8,2" />
@@ -93,6 +111,13 @@
       <Setter Property="BorderBrush" Value="{DynamicResource Accent}" />
     </Style>
 
+    <Style Selector="SelectableTextBlock.status">
+      <Setter Property="Foreground" Value="{DynamicResource FgMuted}" />
+    </Style>
+    <Style Selector="SelectableTextBlock.status.err">
+      <Setter Property="Foreground" Value="{DynamicResource Err}" />
+    </Style>
+
     <Style Selector="Border.item">
       <Setter Property="CornerRadius" Value="10" />
       <Setter Property="Margin" Value="8,1" />
diff --git a/Gui/MainViewModel.cs b/Gui/MainViewModel.cs
index d938040..747f612 100644
--- a/Gui/MainViewModel.cs
+++ b/Gui/MainViewModel.cs
@@ -22,12 +22,41 @@ class ChatItem(string id, string title, DateTime updated, bool active, string en
     public bool IsActive { get; } = active;
 }
 
-/// <summary>Voce dell'interruttore CLI: un motore non installato è mostrato ma non selezionabile.</summary>
-class EngineChoice(Engine engine)
+/// <summary>Voce dell'interruttore CLI: un motore non installato è mostrato ma non selezionabile. Porta anche versione ed esito dell'ultimo aggiornamento.</summary>
+class EngineChoice(Engine engine) : ObservableObject
 {
+    string version = "";
+    string status = "";
+    bool statusIsError;
+    bool? available;
+    string? latest;
+
     public Engine Engine { get; } = engine;
     public bool Installed { get; } = engine.IsInstalled();
+    public string Name => Engine.Name;
     public string Label => Installed ? Engine.Name : $"{Engine.Name} (non installato)";
+    public string Version { get => version; set => Set(ref version, value); }
+    public string Status { get => status; set { if (Set(ref status, value)) Raise(nameof(HasStatus)); } }
+    public bool HasStatus => status != "";
+    public bool StatusIsError { get => statusIsError; set => Set(ref statusIsError, value); }
+
+    /// <summary>Esito del controllo: true = c'è una versione nuova, false = aggiornato, null = non controllato o sconosciuto.</summary>
+    public bool? Available { get => available; private set { if (Set(ref available, value)) { Raise(nameof(UpdateAvailable)); Raise(nameof(CheckText)); } } }
+    public bool UpdateAvailable => available == true;
+    public string CheckText => available switch
+    {
+        true => $"Aggiornamento disponibile: {latest}",
+        false => "Aggiornato",
+        null => checkedOnce ? "Controllo non riuscito" : "",
+    };
+    bool checkedOnce;
+
+    public void SetCheck(bool? isAvailable, string? latestVersion)
+    {
+        latest = latestVersion; checkedOnce = true;
+        Raise(nameof(CheckText));
+        Available = isAvailable;
+    }
 }
 
 class MainViewModel : ObservableObject
@@ -39,6 +68,10 @@ class MainViewModel : ObservableObject
     public ObservableCollection<MessageVm> Messages { get; } = [];
     public ObservableCollection<ChatItem> Chats { get; } = [];
     public EngineChoice[] EngineChoices { get; } = Engines.All.Select(e => new EngineChoice(e)).ToArray();
+    /// <summary>Righe della sezione Aggiornamenti: solo i CLI installati.</summary>
+    public EngineChoice[] InstalledEngines => EngineChoices.Where(c => c.Installed).ToArray();
+    /// <summary>Puntino sul pulsante Impostazioni quando almeno un CLI ha una versione nuova.</summary>
+    public bool AnyUpdateAvailable => EngineChoices.Any(c => c.UpdateAvailable);
 
     public ICommand NewChatCommand => newChat;
     public ICommand CopyCommand { get; }
@@ -46,6 +79,7 @@ class MainViewModel : ObservableObject
     public ICommand OpenCommand { get; }
     public ICommand DeleteCommand { get; }
     public ICommand ToggleSidebarCommand { get; }
+    public ICommand UpdateCommand { get; }
 
     /// <summary>Conferma di eliminazione, fornita dalla finestra.</summary>
     public Func<Task<bool>> ConfirmDelete { get; set; } = () => Task.FromResult(true);
@@ -65,7 +99,7 @@ class MainViewModel : ObservableObject
     ModelOption[] modelChoices = [];
     string[] effortChoices = [];
     string input = "";
-    bool busy, sidebarOpen = true;
+    bool busy, updating, sidebarOpen = true;
     ModelOption selectedModel = Default;
     string customModel = "";
     string selectedEffort = DefaultEffort;
@@ -77,14 +111,17 @@ class MainViewModel : ObservableObject
         ApplyEngine(selectedEngine);
         send = new(_ => _ = SendAsync(), () => CanSend);
         SendCommand = send;
-        newChat = new(_ => NewChat(), () => !busy);
+        newChat = new(_ => NewChat(), () => !busy && !updating);
         CopyCommand = new RelayCommand<string>(t => { if (t is not null) _ = CopyText(t); });
         OpenCommand = new RelayCommand<ChatItem>(c => { if (c is not null) OpenChat(c.Id); });
         DeleteCommand = new RelayCommand<ChatItem>(c => { if (c is not null) _ = DeleteAsync(c); });
         ToggleSidebarCommand = new RelayCommand<object>(_ => SidebarOpen = !SidebarOpen);
+        UpdateCommand = new RelayCommand<EngineChoice>(c => { if (c is not null) _ = UpdateEngineAsync(c); });
         Messages.CollectionChanged += (_, _) => { Raise(nameof(HasMessages)); Raise(nameof(ShowEmpty)); };
         ResetSession();
 
+        _ = CheckUpdatesAsync();
+
         // all'avvio riapre la chat più recente
         if (ChatStore.List().FirstOrDefault() is { } last) OpenChat(last.Id); else RefreshChats();
     }
@@ -93,7 +130,9 @@ class MainViewModel : ObservableObject
 
     public bool HasMessages => Messages.Count > 0;
     public bool ShowEmpty => Messages.Count == 0;
-    public bool CanSend => !busy && !string.IsNullOrWhiteSpace(input);
+    public bool CanSend => !busy && !updating && !string.IsNullOrWhiteSpace(input);
+    /// <summary>I pulsanti Aggiorna sono attivi solo se non c'è una risposta né un altro aggiornamento in corso.</summary>
+    public bool CanUpdate => !busy && !updating;
     public string Author => Engine.Author;
     public string InputPlaceholder => $"Scrivi un messaggio a {Engine.Author}…";
     public string BusyText => $"{Engine.Author} sta scrivendo…";
@@ -107,12 +146,18 @@ class MainViewModel : ObservableObject
     public bool IsBusy
     {
         get => busy;
-        private set { if (Set(ref busy, value)) { Raise(nameof(CanSend)); Raise(nameof(CanSwitchEngine)); send.Refresh(); newChat.Refresh(); } }
+        private set { if (Set(ref busy, value)) { Raise(nameof(CanSend)); Raise(nameof(CanSwitchEngine)); Raise(nameof(CanUpdate)); send.Refresh(); newChat.Refresh(); } }
     }
 
     public bool SidebarOpen { get => sidebarOpen; set => Set(ref sidebarOpen, value); }
 
-    public bool CanSwitchEngine => !busy;
+    bool IsUpdating
+    {
+        get => updating;
+        set { if (Set(ref updating, value)) { Raise(nameof(CanSend)); Raise(nameof(CanSwitchEngine)); Raise(nameof(CanUpdate)); send.Refresh(); newChat.Refresh(); } }
+    }
+
+    public bool CanSwitchEngine => !busy && !updating;
 
     /// <summary>Interruttore CLI: cambiare motore apre una nuova chat (il contesto non passa da un motore all'altro).</summary>
     public EngineChoice SelectedEngine
@@ -120,7 +165,7 @@ class MainViewModel : ObservableObject
         get => selectedEngine;
         set
         {
-            if (value is null || value == selectedEngine || busy || !value.Installed) return;
+            if (value is null || value == selectedEngine || busy || updating || !value.Installed) return;
             ApplyEngine(value);
             NewChat();
         }
@@ -225,6 +270,47 @@ class MainViewModel : ObservableObject
         }
     }
 
+    static readonly TimeSpan CheckEvery = TimeSpan.FromMinutes(5);
+    DateTime lastCheck = DateTime.MinValue;
+    bool checking;
+
+    /// <summary>Controlla (sola lettura) se i CLI hanno una versione nuova. All'avvio, all'apertura del riquadro (al massimo ogni 5 minuti) e dopo un aggiornamento.</summary>
+    public async Task CheckUpdatesAsync(bool force = false)
+    {
+        if (checking || (!force && DateTime.UtcNow - lastCheck < CheckEvery)) return;
+        checking = true;
+        try
+        {
+            foreach (var c in InstalledEngines)
+            {
+                var r = await EngineUpdater.CheckAsync(c.Engine);
+                if (r.InstalledText is not null) c.Version = r.InstalledText;
+                c.SetCheck(r.Available, r.Latest);
+                Raise(nameof(AnyUpdateAvailable));
+            }
+            lastCheck = DateTime.UtcNow;
+        }
+        finally { checking = false; }
+    }
+
+    // Aggiorna un solo CLI con il suo comando ufficiale e mostra l'esito sulla sua riga (ADR-0004).
+    async Task UpdateEngineAsync(EngineChoice c)
+    {
+        if (!CanUpdate || !c.Installed) return;
+        IsUpdating = true;
+        c.StatusIsError = false; c.Status = "Aggiornamento in corso…";
+        try
+        {
+            var r = await EngineUpdater.UpdateAsync(c.Engine);
+            c.StatusIsError = !r.Ok;
+            c.Status = r.Message;
+            if (r.Ok) c.Version = r.After ?? r.Before ?? c.Version;
+        }
+        catch (Exception ex) { c.StatusIsError = true; c.Status = ex.Message; }
+        finally { IsUpdating = false; }
+        await CheckUpdatesAsync(force: true); // dopo l'aggiornamento: ripete il controllo, il pulsante non resta evidenziato
+    }
+
     void Add(string role, string text) { history.Add(new(role, text)); Messages.Add(new(role, text, Author)); }
 
     void Persist()
diff --git a/Gui/MainWindow.axaml b/Gui/MainWindow.axaml
index f96dfc0..478ab93 100644
--- a/Gui/MainWindow.axaml
+++ b/Gui/MainWindow.axaml
@@ -122,8 +122,8 @@
       <Button Grid.Row="0" Classes="ghost" HorizontalAlignment="Right" VerticalAlignment="Top" Margin="12" Padding="0" Width="36"
               HorizontalContentAlignment="Center" AutomationProperties.Name="Impostazioni" ToolTip.Tip="Impostazioni">
         <Button.Flyout>
-          <Flyout Placement="BottomEdgeAlignedRight">
-            <StackPanel Width="300" Spacing="6" Margin="4">
+          <Flyout Placement="BottomEdgeAlignedRight" Opening="OnSettingsOpening">
+            <StackPanel Width="340" Spacing="6" Margin="4">
               <TextBlock Text="Impostazioni" FontWeight="SemiBold" Margin="0,0,0,6" />
               <TextBlock Text="CLI" FontSize="13" Foreground="{DynamicResource FgMuted}" />
               <ComboBox ItemsSource="{Binding EngineChoices}" SelectedItem="{Binding SelectedEngine}" IsEnabled="{Binding CanSwitchEngine}"
@@ -149,13 +149,40 @@
               <TextBlock Text="Effort" FontSize="13" Foreground="{DynamicResource FgMuted}" Margin="0,8,0,0" />
               <ComboBox ItemsSource="{Binding EffortChoices}" SelectedItem="{Binding SelectedEffort}" HorizontalAlignment="Stretch"
                         AutomationProperties.Name="Effort di ragionamento" />
+              <Border Height="1" Background="{DynamicResource Border}" Margin="0,12,0,4" />
+              <TextBlock Text="Aggiornamenti" FontSize="13" Foreground="{DynamicResource FgMuted}" />
+              <ItemsControl ItemsSource="{Binding InstalledEngines}">
+                <ItemsControl.ItemTemplate>
+                  <DataTemplate x:DataType="gui:EngineChoice">
+                    <StackPanel Spacing="4" Margin="0,8,0,0">
+                      <Grid ColumnDefinitions="*,Auto">
+                        <StackPanel VerticalAlignment="Center">
+                          <TextBlock Text="{Binding Name}" />
+                          <TextBlock Text="{Binding Version}" FontSize="12" Foreground="{DynamicResource FgMuted}" TextTrimming="CharacterEllipsis" />
+                          <TextBlock Classes="check" Classes.avail="{Binding UpdateAvailable}" Text="{Binding CheckText}" FontSize="12" />
+                        </StackPanel>
+                        <Button Grid.Column="1" Classes="ghost" Classes.primary="{Binding UpdateAvailable}" MinHeight="30" Padding="12,0" FontSize="13" Content="Aggiorna"
+                                IsEnabled="{Binding $parent[ItemsControl].((gui:MainViewModel)DataContext).CanUpdate}"
+                                Command="{Binding $parent[ItemsControl].((gui:MainViewModel)DataContext).UpdateCommand}" CommandParameter="{Binding}"
+                                AutomationProperties.Name="{Binding Name, StringFormat='Aggiorna {0}'}" />
+                      </Grid>
+                      <SelectableTextBlock Classes="status" Classes.err="{Binding StatusIsError}" Text="{Binding Status}" IsVisible="{Binding HasStatus}"
+                                           TextWrapping="Wrap" FontSize="12.5" />
+                    </StackPanel>
+                  </DataTemplate>
+                </ItemsControl.ItemTemplate>
+              </ItemsControl>
             </StackPanel>
           </Flyout>
         </Button.Flyout>
-        <Viewbox Width="16" Height="16">
-          <Path Data="M4 7H11M17 7H20M4 17H7M13 17H20 M11 7A3 3 0 1 0 17 7A3 3 0 1 0 11 7Z M7 17A3 3 0 1 0 13 17A3 3 0 1 0 7 17Z"
-                Stroke="{DynamicResource Fg}" StrokeThickness="2" StrokeLineCap="Round" />
-        </Viewbox>
+        <Panel>
+          <Viewbox Width="16" Height="16">
+            <Path Data="M4 7H11M17 7H20M4 17H7M13 17H20 M11 7A3 3 0 1 0 17 7A3 3 0 1 0 11 7Z M7 17A3 3 0 1 0 13 17A3 3 0 1 0 7 17Z"
+                  Stroke="{DynamicResource Fg}" StrokeThickness="2" StrokeLineCap="Round" />
+          </Viewbox>
+          <Ellipse Width="9" Height="9" Fill="{DynamicResource Accent}" HorizontalAlignment="Right" VerticalAlignment="Top" Margin="0,-5,-6,0"
+                   IsVisible="{Binding AnyUpdateAvailable}" />
+        </Panel>
       </Button>
 
       <!-- Composer -->
diff --git a/Gui/MainWindow.axaml.cs b/Gui/MainWindow.axaml.cs
index ae0f0b6..bfc4db7 100644
--- a/Gui/MainWindow.axaml.cs
+++ b/Gui/MainWindow.axaml.cs
@@ -45,4 +45,7 @@ partial class MainWindow : Window
 
         Opened += (_, _) => InputBox.Focus();
     }
+
+    // All'apertura del riquadro si ricontrolla se ci sono aggiornamenti (al massimo ogni 5 minuti).
+    void OnSettingsOpening(object? sender, EventArgs e) => _ = (DataContext as MainViewModel)?.CheckUpdatesAsync();
 }