diff --git a/osu.Game.Rulesets.RurusettoAddon/RulesetDownloadManager.cs b/osu.Game.Rulesets.RurusettoAddon/RulesetDownloadManager.cs
index c6127fc..bb7d96d 100644
--- a/osu.Game.Rulesets.RurusettoAddon/RulesetDownloadManager.cs
+++ b/osu.Game.Rulesets.RurusettoAddon/RulesetDownloadManager.cs
@@ -61,12 +61,34 @@ public void CheckAvailability ( RulesetIdentity ruleset ) {
 
 			if ( ruleset.Source == Source.Web ) {
 				ruleset.RequestDetail().ContinueWith( t => {
-					if ( !t.IsFaulted && t.Result.CanDownload ) {
+					if ( t.IsFaulted ) {
+						availability.Value |= Availability.NotAvailableOnline;
+						return; // TODO report this
+					}
+
+					if ( t.Result.CanDownload ) {
 						availability.Value |= Availability.AvailableOnline;
 					}
 					else {
 						availability.Value |= Availability.NotAvailableOnline;
 					}
+
+					if ( ruleset.ListingEntry?.Status is Status s ) {
+						if ( File.Exists( ruleset.LocalPath ) ) {
+							var info = new FileInfo( ruleset.LocalPath );
+							info.Refresh();
+
+							if ( s.LatestUpdate.HasValue && info.CreationTimeUtc < s.LatestUpdate.Value ) {
+								availability.Value |= Availability.Outdated;
+							}
+							else if ( info.Length != s.FileSize ) {
+								availability.Value |= Availability.Outdated;
+							}
+						}
+						else {
+							availability.Value |= Availability.Outdated;
+						}
+					}
 				} );
 			}
 			else {
diff --git a/osu.Game.Rulesets.RurusettoAddon/UI/RulesetDownloadButton.cs b/osu.Game.Rulesets.RurusettoAddon/UI/RulesetDownloadButton.cs
index df2f14b..135efb4 100644
--- a/osu.Game.Rulesets.RurusettoAddon/UI/RulesetDownloadButton.cs
+++ b/osu.Game.Rulesets.RurusettoAddon/UI/RulesetDownloadButton.cs
@@ -86,9 +86,18 @@ private void updateVisuals () {
 				Icon.Alpha = 1;
 				this.FadeTo( 1f, 200 );
 				Background.FadeColour( Colour4.FromHex( "#6CB946" ), 200, Easing.InOutExpo );
-				Icon.Scale = new osuTK.Vector2( 1.7f );
-				Icon.Icon = FontAwesome.Regular.CheckCircle;
-				TooltipText = Avail.Value.HasFlagFast( Availability.NotAvailableOnline ) ? "Installed, not available online" : "Installed";
+				if ( Avail.Value.HasFlagFast( Availability.Outdated ) && Avail.Value.HasFlagFast( Availability.AvailableOnline ) && State.Value == DownloadState.NotDownloading ) {
+					Icon.Scale = new osuTK.Vector2( 1.5f );
+					Icon.Icon = FontAwesome.Solid.Download;
+
+					TooltipText = "Update";
+				}
+				else {
+					Icon.Scale = new osuTK.Vector2( 1.7f );
+					Icon.Icon = FontAwesome.Regular.CheckCircle;
+
+					TooltipText = Avail.Value.HasFlagFast( Availability.NotAvailableOnline ) ? "Installed, not available online" : "Installed";
+				}
 
 				if ( State.Value == DownloadState.ToBeImported ) {
 					warning.FadeIn( 200 );
@@ -156,16 +165,14 @@ private void updateVisuals () {
 		}
 		
 		void onClick () {
-			if ( Avail.Value.HasFlagFast( Availability.AvailableLocally ) && currentRuleset is Bindable<RulesetInfo> current && ruleset.LocalRulesetInfo is RulesetInfo info ) {
-				current.Value = info;
+			if ( Avail.Value.HasFlagFast( Availability.AvailableOnline ) && State.Value == DownloadState.NotDownloading && Avail.Value.HasFlagFast( Availability.Outdated ) ) {
+				DownloadManager.UpdateRuleset( ruleset );
 			}
-			else if ( Avail.Value.HasFlagFast( Availability.AvailableOnline ) && State.Value == DownloadState.NotDownloading ) {
-				if ( Avail.Value.HasFlagFast( Availability.Outdated ) ) {
-					DownloadManager.UpdateRuleset( ruleset );
-				}
-				else if ( Avail.Value.HasFlagFast( Availability.NotAvailableLocally ) ) {
-					DownloadManager.DownloadRuleset( ruleset );
-				}
+			else if ( Avail.Value.HasFlagFast( Availability.AvailableOnline ) && State.Value == DownloadState.NotDownloading && Avail.Value.HasFlagFast( Availability.NotAvailableLocally ) ) {
+				DownloadManager.DownloadRuleset( ruleset );
+			}
+			else if ( Avail.Value.HasFlagFast( Availability.AvailableLocally ) && currentRuleset is Bindable<RulesetInfo> current && ruleset.LocalRulesetInfo is RulesetInfo info ) {
+				current.Value = info;
 			}
 		}