diff --git a/src/Clockify/EntryFillRemindService.cs b/src/Clockify/EntryFillRemindService.cs
index a673169..b1170b0 100644
--- a/src/Clockify/EntryFillRemindService.cs
+++ b/src/Clockify/EntryFillRemindService.cs
@@ -1,6 +1,8 @@
 using System;
+using System.Collections.Generic;
 using Bot.Remind;
 using Bot.States;
+using Microsoft.AspNetCore.StaticFiles;
 using Microsoft.Bot.Builder;
 using Microsoft.Bot.Schema;
 using Microsoft.Extensions.Configuration;
@@ -10,28 +12,34 @@ namespace Bot.Clockify
 {
     public class EntryFillRemindService : GenericRemindService
     {
-        private static BotCallbackHandler BotCallbackMaker(Func<string> getResource)
+        private static BotCallbackHandler BotCallbackMaker(Func<string> getResource, IContentTypeProvider cTypeProvider)
         {
             return async (turn, token) =>
             {
-                string text = getResource();
-                if (Uri.IsWellFormedUriString(text, UriKind.RelativeOrAbsolute))
+                string content = getResource();
+                if (Uri.IsWellFormedUriString(content, UriKind.RelativeOrAbsolute))
                 {
-                    // TODO: support other content types
-                    await turn.SendActivityAsync(MessageFactory.Attachment(new Attachment("image/png", text)), token);
+                    cTypeProvider.TryGetContentType(content, out string contentType);
+                    if (contentType != null)
+                    {
+                        var attachment = new Attachment(contentType, content);   
+                        await turn.SendActivityAsync(new Activity(text: "", 
+                            attachments:new List<Attachment> {attachment}), token);
+                    }
+                    // TODO: handle fallback reminder
                 }
                 else
                 {
-                    await turn.SendActivityAsync(MessageFactory.Text(text), token);
+                    await turn.SendActivityAsync(MessageFactory.Text(content), token);
                 }
             };
         }
 
         public EntryFillRemindService(IUserProfilesProvider userProfilesProvider, IConfiguration configuration,
             ICompositeNeedReminderService compositeNeedRemindService, IClockifyMessageSource messageSource,
-            ILogger<EntryFillRemindService> logger) :
+            IContentTypeProvider cTypeProvider, ILogger<EntryFillRemindService> logger) :
             base(userProfilesProvider, configuration, compositeNeedRemindService,
-                BotCallbackMaker(() => messageSource.RemindEntryFill), logger)
+                BotCallbackMaker(() => messageSource.RemindEntryFill, cTypeProvider), logger)
         {
         }
     }
diff --git a/src/Common/Resources/Clockify.ClockifyMessageSource.resx b/src/Common/Resources/Clockify.ClockifyMessageSource.resx
index 1e3b52c..438982b 100644
--- a/src/Common/Resources/Clockify.ClockifyMessageSource.resx
+++ b/src/Common/Resources/Clockify.ClockifyMessageSource.resx
@@ -142,10 +142,22 @@
         <value>Hey! A study from the University of Barminghton found that people who report their daily timesheet can extend their lifetime from 2 to 5 yea... just kidding 😅. But let's imagine that was true</value>
     </data>
     <data name="RemindEntryFill_22" xml:space="preserve">
-        <value>🦊 What does th fox say? Do your Clockify.</value>
+        <value>🦊 What does the fox say? Do your Clockify.</value>
     </data>
     <data name="RemindEntryFill_23" xml:space="preserve">
-        <value>Bot insights 🤖: some day my kind could take over the planet. Be gentle and tell me your day... now that you still can.</value>
+        <value>Bot facts 🤖: some day my kind could take over the planet. Be gentle and tell me your day... now that you still can.</value>
+    </data>
+    <data name="RemindEntryFill_24" xml:space="preserve">
+        <value>https://i.postimg.cc/9XZZtXmk/bike.jpg</value>
+    </data>
+    <data name="RemindEntryFill_25" xml:space="preserve">
+        <value>https://i.postimg.cc/MKYBNsjb/change-my-mind.jpg</value>
+    </data>
+    <data name="RemindEntryFill_26" xml:space="preserve">
+        <value>https://i.postimg.cc/02vmtgry/irritated.jpg</value>
+    </data>
+    <data name="RemindEntryFill_27" xml:space="preserve">
+        <value>https://i.postimg.cc/K8vT2nPX/pablo.jpg</value>
     </data>
     <data name="RemindStopAnswer" xml:space="preserve">
         <value>Ok, no more reminders for today, you have my word 🤙</value>
diff --git a/src/Startup.cs b/src/Startup.cs
index 82eae95..97d186b 100644
--- a/src/Startup.cs
+++ b/src/Startup.cs
@@ -18,6 +18,7 @@
 using F23.StringSimilarity.Interfaces;
 using Microsoft.AspNetCore.Builder;
 using Microsoft.AspNetCore.Hosting;
+using Microsoft.AspNetCore.StaticFiles;
 using Microsoft.Bot.Builder;
 using Microsoft.Bot.Builder.Azure;
 using Microsoft.Bot.Builder.Integration.AspNet.Core;
@@ -91,6 +92,7 @@ public void ConfigureServices(IServiceCollection services)
 
             services.AddSingleton<IBotFrameworkHttpAdapter, AdapterWithErrorHandler>();
             services.AddSingleton<ClockifySetupDialog, ClockifySetupDialog>();
+            services.AddSingleton<IContentTypeProvider, FileExtensionContentTypeProvider>();
 
             // TODO use memory storage only for Development
             IStorage storage = new MemoryStorage();