diff --git a/KfChatDotNetBot/Commands/XeetEmbedCommand.cs b/KfChatDotNetBot/Commands/XeetEmbedCommand.cs
index e47c9c7..28a92a7 100644
--- a/KfChatDotNetBot/Commands/XeetEmbedCommand.cs
+++ b/KfChatDotNetBot/Commands/XeetEmbedCommand.cs
@@ -1,6 +1,8 @@
+using System.Diagnostics;
 using System.Net;
 using System.Net.Http.Headers;
 using System.Net.Http.Json;
+using System.Text;
 using System.Text.RegularExpressions;
 using Humanizer;
 using KfChatDotNetBot.Extensions;
@@ -16,6 +18,7 @@ namespace KfChatDotNetBot.Commands;
 [NoPrefixRequired]
 public class XeetEmbedCommand : ICommand
 {
+    private static string LoadingGif = "[img]https://i.ddos.lgbt/u/3sKyHs.webp[/img]";
     private static readonly Logger Logger = LogManager.GetCurrentClassLogger();
     public List<Regex> Patterns { get; set; } =
     [
@@ -47,8 +50,70 @@ public class XeetEmbedCommand : ICommand
         }
         var xeetEnabled = await SettingsProvider.GetValueAsync(BuiltIn.Keys.XeetEnabled);
         if (!xeetEnabled.ToBoolean()) return;
-        
-        var xeetId = arguments["xeetId"].Value;
+
+        var loadingMessage = await botInstance.SendChatMessageAsync($"{LoadingGif} Fetching tweet...", true);
+
+        await botInstance.WaitForChatMessageAsync(loadingMessage, TimeSpan.FromSeconds(5), ctx);
+
+        try
+        {
+            var xeetId = arguments["xeetId"].Value;
+            var tweetData = await FetchTweetDataAsync(xeetId, ctx);
+
+            if (tweetData == null)
+            {
+                throw new InvalidOperationException("tweetData was null");
+            }
+
+            var tweet = tweetData.Tweet;
+
+            var mediaUrls = new List<string>();
+            if (tweet.HasAnyMedia())
+            {
+                mediaUrls = await ProcessMediaAsync(tweet, ctx);
+            }
+
+            var messages = await BuildTweetMessagesAsync(tweet, xeetId, mediaUrls, ctx);
+
+            if (loadingMessage.ChatMessageId.HasValue)
+            {
+                await botInstance.KfClient.DeleteMessageAsync(loadingMessage.ChatMessageId.Value);
+            }
+
+            if (messages.Count == 0)
+            {
+                return;
+            }
+
+            if (messages.Count > 4)
+            {
+                // bail, we don't want to spam the chat with giant threads of messages if something goes wrong with the splitting logic
+                Logger.Warn($"Aborting sending Xeet embed - message count {messages.Count} exceeds threshold");
+                return;
+            }
+
+            foreach (var msg in messages)
+            {
+                await botInstance.SendChatMessageAsync(msg, true);
+            }
+            // send archive link message
+            var url = $"https://nitter.net/{tweet.Author.ScreenName}/status/{xeetId}";
+            await botInstance.SendChatMessageAsync(
+                $"[url=https://archive.is/submit/?url={url}]Archive Xeet on archive.is[/url]", true);
+        }
+        catch
+        {
+            // Delete loading message on error
+            if (loadingMessage.ChatMessageId.HasValue)
+            {
+                await botInstance.KfClient.DeleteMessageAsync(loadingMessage.ChatMessageId.Value);
+            }
+            throw;
+        }
+    }
+
+    private async Task<FxTwitterResponse?> FetchTweetDataAsync(string xeetId, CancellationToken ctx)
+    {
         var api = $"https://api.fxtwitter.com/status/{xeetId}";
 
         var proxy = await SettingsProvider.GetValueAsync(BuiltIn.Keys.Proxy);
@@ -65,38 +130,377 @@ public class XeetEmbedCommand : ICommand
         }
         // Yes, very ghetto but we do need a "real" UA for FxTwitter from my experience
         var ua = await SettingsProvider.GetValueAsync(BuiltIn.Keys.CaptureYtDlpUserAgent);
-        
+
         using var client = new HttpClient(handler);
         client.DefaultRequestHeaders.UserAgent.ParseAdd(ua.Value);
         client.DefaultRequestHeaders.Accept.Add(new MediaTypeWithQualityHeaderValue("application/json"));
 
-        var tweetData = await client.GetFromJsonAsync<FxTwitterResponse>(api, cancellationToken: ctx);
+        return await client.GetFromJsonAsync<FxTwitterResponse>(api, cancellationToken: ctx);
+    }
 
-        if (tweetData == null)
+    private async Task<List<string>> ProcessMediaAsync(FxTweet tweet, CancellationToken ctx)
+    {
+        var uploadedUrls = new List<string>();
+
+        if (!await Zipline.IsZiplineEnabled())
         {
-            throw new InvalidOperationException("tweetData was null");
+            Logger.Warn("Zipline is not enabled, skipping media upload");
+            return uploadedUrls;
         }
 
-        if (tweetData.Tweet.HasAnyMedia())
+        try
         {
-            // todo: gamba sesh still handles media tweets for now
-            return;
+            if (tweet.Media?.Photos != null)
+            {
+                foreach (var photo in tweet.Media.Photos)
+                {
+                    try
+                    {
+                        var url = await DownloadAndUploadImageAsync(photo.Url, ctx);
+                        if (!string.IsNullOrEmpty(url))
+                        {
+                            uploadedUrls.Add(url);
+                        }
+                    }
+                    catch (Exception ex)
+                    {
+                        Logger.Error(ex, $"Failed to process photo: {photo.Url}");
+                    }
+                }
+            }
+
+            if (tweet.Media?.Videos != null)
+            {
+                foreach (var video in tweet.Media.Videos)
+                {
+                    try
+                    {
+                        var url = await DownloadAndConvertVideoAsync(video, ctx);
+                        if (!string.IsNullOrEmpty(url))
+                        {
+                            uploadedUrls.Add(url);
+                        }
+                    }
+                    catch (Exception ex)
+                    {
+                        Logger.Error(ex, $"Failed to process video: {video.Url}");
+                    }
+                }
+            }
+        }
+        catch (Exception ex)
+        {
+            Logger.Error(ex, "Error processing media");
         }
 
-        var tweet = tweetData.Tweet;
-        var mainText = tweet.Text;
-        // Sneedchat works off of bytes hence you can't count characters reliably :(
-        const int xeetLimit = 900;
-        if (mainText.Utf8LengthBytes() > xeetLimit)
+        return uploadedUrls;
+    }
+
+    private async Task<string?> DownloadAndUploadImageAsync(string imageUrl, CancellationToken ctx)
+    {
+        using var httpClient = new HttpClient();
+        var imageBytes = await httpClient.GetByteArrayAsync(imageUrl, ctx);
+
+        using var imageStream = new MemoryStream(imageBytes);
+        var url = await Zipline.Upload(imageStream, new MediaTypeHeaderValue("image/jpeg"), "9h", ctx);
+
+        Logger.Info($"Uploaded image to Zipline: {url}");
+        return url;
+    }
+
+    private async Task<string?> DownloadAndConvertVideoAsync(FxVideo video, CancellationToken ctx)
+    {
+        var maxDurationSetting = await SettingsProvider.GetValueAsync(BuiltIn.Keys.XeetMaxVideoDurationSeconds);
+        var maxDuration = maxDurationSetting.ToType<int>();
+
+        if (video.Duration > maxDuration)
         {
-            // Copied behavior from SendChatMessageAsync
-            mainText = mainText.TruncateBytes(xeetLimit).TrimEnd() + "…";
+            Logger.Info($"Skipping video conversion: duration {video.Duration}s exceeds max {maxDuration}s");
+            return null;
         }
+
+        // Get the best quality variant
+        var bestVariant = video.Variants
+            .Where(v => v.Bitrate.HasValue)
+            .OrderByDescending(v => v.Bitrate)
+            .FirstOrDefault() ?? video.Variants.FirstOrDefault();
+
+        if (bestVariant == null)
+        {
+            Logger.Warn("No video variant found");
+            return null;
+        }
+
+        var videoUrl = bestVariant.Url;
+        Logger.Info($"Downloading video from {videoUrl} (duration: {video.Duration}s)");
+
+        using var httpClient = new HttpClient();
+        var videoBytes = await httpClient.GetByteArrayAsync(videoUrl, ctx);
+
+        var tempVideoPath = Path.Combine(Path.GetTempPath(), $"tweet_video_{Guid.NewGuid()}.mp4");
+        var tempWebpPath = Path.Combine(Path.GetTempPath(), $"tweet_video_{Guid.NewGuid()}.webp");
+
+        try
+        {
+            await File.WriteAllBytesAsync(tempVideoPath, videoBytes, ctx);
+
+            var ffmpegPath = await SettingsProvider.GetValueAsync(BuiltIn.Keys.FFmpegBinaryPath);
+
+            var ffmpegArgs = $"-i \"{tempVideoPath}\" -vf \"fps=10,scale='min(640,iw)':'min(480,ih)':force_original_aspect_ratio=decrease\" -c:v libwebp -lossless 0 -quality 75 -loop 0 -an \"{tempWebpPath}\"";
+
+            var processInfo = new ProcessStartInfo
+            {
+                FileName = ffmpegPath.Value ?? "ffmpeg",
+                Arguments = ffmpegArgs,
+                RedirectStandardOutput = true,
+                RedirectStandardError = true,
+                UseShellExecute = false,
+                CreateNoWindow = true
+            };
+
+            using var process = Process.Start(processInfo);
+            if (process == null)
+            {
+                Logger.Error("Failed to start FFmpeg process");
+                return null;
+            }
+
+            await process.WaitForExitAsync(ctx);
+
+            if (process.ExitCode != 0)
+            {
+                var error = await process.StandardError.ReadToEndAsync(ctx);
+                Logger.Error($"FFmpeg conversion failed: {error}");
+                return null;
+            }
+
+            await using var webpStream = File.OpenRead(tempWebpPath);
+            var url = await Zipline.Upload(webpStream, new MediaTypeHeaderValue("image/webp"), "9h", ctx);
+
+            Logger.Info($"Uploaded video as WebP to Zipline: {url}");
+            return url;
+        }
+        finally
+        {
+            try
+            {
+                if (File.Exists(tempVideoPath)) File.Delete(tempVideoPath);
+                if (File.Exists(tempWebpPath)) File.Delete(tempWebpPath);
+            }
+            catch (Exception ex)
+            {
+                Logger.Warn(ex, "Failed to cleanup temp files");
+            }
+        }
+    }
+
+    private async Task<List<string>> BuildTweetMessagesAsync(FxTweet tweet, string xeetId, List<string> mediaUrls, CancellationToken ctx)
+    {
+        var headerBuilder = new StringBuilder();
+        var bodyBuilder = new StringBuilder();
+        var footerBuilder = new StringBuilder();
+
+        // Build header - main tweet author and timestamp (always goes first)
         var created = DateTimeOffset.FromUnixTimeSeconds(tweet.CreatedTimestamp);
-        var response = $"[b][plain]{tweet.Author.Name}[/plain][/b] [plain](@{tweet.Author.ScreenName})[/plain] - {created.Humanize(DateTimeOffset.UtcNow)}[br]" +
-                       $"[plain]{mainText}[/plain][br]" +
-                       $"💬 {tweet.Replies:N0} 🔁 {tweet.Retweets:N0} ❤️ {tweet.Likes:N0} 👁️ {tweet.Views:N0}[br]" +
-                       $"[url={tweet.Url}]X.com[/url] | [url=https://xcancel.com/{tweet.Author.ScreenName}/status/{xeetId}]Xcancel[/url]";
-        await botInstance.SendChatMessageAsync(response, true);
+        headerBuilder.Append($"[b]{tweet.Author.Name}[/b] (@{tweet.Author.ScreenName}) - {created.Humanize(DateTimeOffset.UtcNow)}[br]");
+
+        // Handle reply chain (if this tweet is a reply)
+        if (!string.IsNullOrEmpty(tweet.ReplyingToStatus))
+        {
+            try
+            {
+                var replyData = await FetchTweetDataAsync(tweet.ReplyingToStatus, ctx);
+                if (replyData?.Tweet != null)
+                {
+                    var replyTweet = replyData.Tweet;
+                    var replyCreated = DateTimeOffset.FromUnixTimeSeconds(replyTweet.CreatedTimestamp);
+                    bodyBuilder.Append($"[i]↩️  Replying to:[/i][br]");
+                    bodyBuilder.Append($"[b]{replyTweet.Author.Name}[/b] (@{replyTweet.Author.ScreenName}) - {replyCreated.Humanize(DateTimeOffset.UtcNow)}[br]");
+
+                    var replyText = replyTweet.Text;
+                    const int replyTextLimit = 250;
+                    if (replyText.Utf8LengthBytes() > replyTextLimit)
+                    {
+                        replyText = replyText.TruncateBytes(replyTextLimit).TrimEnd() + "…";
+                    }
+                    bodyBuilder.Append($"{replyText}[br][br]");
+                }
+            }
+            catch (Exception ex)
+            {
+                Logger.Error(ex, $"Failed to fetch reply tweet: {tweet.ReplyingToStatus}");
+            }
+        }
+
+        // Main tweet text
+        var mainText = tweet.Text;
+        bodyBuilder.Append($"{mainText}[br]");
+
+        if (mediaUrls.Count > 0)
+        {
+            foreach (var mediaUrl in mediaUrls)
+            {
+                bodyBuilder.Append($"[img]{mediaUrl}[/img][br]");
+            }
+        }
+
+        // Handle quote tweet (if this tweet quotes another)
+        if (tweet.Quote != null)
+        {
+            bodyBuilder.Append("[br]");
+            var quoteTweet = tweet.Quote;
+            var quoteCreated = DateTimeOffset.FromUnixTimeSeconds(quoteTweet.CreatedTimestamp);
+            bodyBuilder.Append($"[i]💬 Quoting:[/i][br]");
+            bodyBuilder.Append($"[b]{quoteTweet.Author.Name}[/b] (@{quoteTweet.Author.ScreenName}) - {quoteCreated.Humanize(DateTimeOffset.UtcNow)}[br]");
+
+            var quoteText = quoteTweet.Text;
+            const int quoteTextLimit = 250;
+            if (quoteText.Utf8LengthBytes() > quoteTextLimit)
+            {
+                quoteText = quoteText.TruncateBytes(quoteTextLimit).TrimEnd() + "…";
+            }
+            bodyBuilder.Append($"{quoteText}[br]");
+        }
+
+        // Build footer (stats + links) - this will always be on the last message
+        footerBuilder.Append($"💬 {tweet.Replies:N0} 🔁 {tweet.Retweets:N0} ❤️ {tweet.Likes:N0} 👁️ {tweet.Views:N0}[br]");
+        footerBuilder.Append($"[url={tweet.Url}]X.com[/url] | [url=https://xcancel.com/{tweet.Author.ScreenName}/status/{xeetId}]Xcancel[/url]");
+
+        // Split message if needed, with header always first and footer always last
+        var messages = SplitMessageByBytes(headerBuilder.ToString(), bodyBuilder.ToString(), footerBuilder.ToString(), 1024);
+
+        return messages;
+    }
+
+    private List<string> SplitMessageByBytes(string header, string bodyContent, string footer, int maxBytes)
+    {
+        var messages = new List<string>();
+        var headerBytes = Encoding.UTF8.GetByteCount(header);
+        var footerBytes = Encoding.UTF8.GetByteCount(footer);
+
+        // Check if entire message (header + body + footer) fits in one message
+        var fullMessage = header + bodyContent + footer;
+        if (Encoding.UTF8.GetByteCount(fullMessage) <= maxBytes)
+        {
+            messages.Add(fullMessage);
+            return messages;
+        }
+
+        // Need to split - calculate available space for body content
+        // First message needs room for header, last message needs room for footer
+        var availableForFirstMessage = maxBytes - headerBytes - 5; // 5 bytes safety margin
+        var availableForLastMessage = maxBytes - footerBytes - 5;
+        var availableForMiddleMessages = maxBytes - 10; // safety margin
+
+        // Split body by [br] tags
+        var parts = bodyContent.Split(new[] { "[br]" }, StringSplitOptions.None);
+        var bodyMessages = new List<string>();
+        var currentMessage = new StringBuilder();
+        var currentBytes = 0;
+        var isFirstBodyMessage = true;
+
+        for (int i = 0; i < parts.Length; i++)
+        {
+            var part = parts[i];
+            var isLastPart = i == parts.Length - 1;
+            var partWithBreak = isLastPart ? part : part + "[br]";
+            var partBytes = Encoding.UTF8.GetByteCount(partWithBreak);
+
+            // Determine available space based on whether this is first or middle message
+            var availableSpace = isFirstBodyMessage ? availableForFirstMessage : availableForMiddleMessages;
+
+            // If this single part is too large, split it by words
+            if (partBytes > availableSpace)
+            {
+                // Flush current message if it has content
+                if (currentBytes > 0)
+                {
+                    bodyMessages.Add(currentMessage.ToString());
+                    currentMessage.Clear();
+                    currentBytes = 0;
+                    isFirstBodyMessage = false;
+                }
+
+                // Split the large part by words
+                var words = part.Split(' ');
+                var lineSb = new StringBuilder();
+                var lineBytes = 0;
+
+                foreach (var word in words)
+                {
+                    var wordWithSpace = word + " ";
+                    var wordBytes = Encoding.UTF8.GetByteCount(wordWithSpace);
+
+                    availableSpace = isFirstBodyMessage ? availableForFirstMessage : availableForMiddleMessages;
+
+                    if (lineBytes + wordBytes > availableSpace)
+                    {
+                        if (lineSb.Length > 0)
+                        {
+                            bodyMessages.Add(lineSb.ToString().TrimEnd());
+                            lineSb.Clear();
+                            lineBytes = 0;
+                            isFirstBodyMessage = false;
+                        }
+                    }
+
+                    lineSb.Append(wordWithSpace);
+                    lineBytes += wordBytes;
+                }
+
+                if (lineSb.Length > 0)
+                {
+                    currentMessage.Append(lineSb.ToString().TrimEnd());
+                    if (!isLastPart)
+                    {
+                        currentMessage.Append("[br]");
+                    }
+                    currentBytes = Encoding.UTF8.GetByteCount(currentMessage.ToString());
+                }
+                continue;
+            }
+
+            // Check if adding this part would exceed the limit
+            if (currentBytes + partBytes > availableSpace && currentBytes > 0)
+            {
+                // Save current message and start new one
+                bodyMessages.Add(currentMessage.ToString());
+                currentMessage.Clear();
+                currentBytes = 0;
+                isFirstBodyMessage = false;
+            }
+
+            currentMessage.Append(partWithBreak);
+            currentBytes += partBytes;
+        }
+
+        // Add remaining body content
+        if (currentMessage.Length > 0)
+        {
+            bodyMessages.Add(currentMessage.ToString());
+        }
+
+        // Assemble final messages with header first and footer last
+        if (bodyMessages.Count > 0)
+        {
+            // First message: header + first body part
+            messages.Add(header + bodyMessages[0]);
+
+            // Middle messages (if any)
+            for (int i = 1; i < bodyMessages.Count; i++)
+            {
+                messages.Add(bodyMessages[i]);
+            }
+
+            // Add footer to the last message
+            messages[messages.Count - 1] = messages[messages.Count - 1] + footer;
+        }
+        else
+        {
+            // Only header and footer
+            messages.Add(header + footer);
+        }
+
+        return messages;
     }
 }
\ No newline at end of file
diff --git a/KfChatDotNetBot/Settings/BuiltIn.cs b/KfChatDotNetBot/Settings/BuiltIn.cs
index 36a7c0f..ab87615 100644
--- a/KfChatDotNetBot/Settings/BuiltIn.cs
+++ b/KfChatDotNetBot/Settings/BuiltIn.cs
@@ -316,6 +316,8 @@ public static class BuiltIn
         public static string CaptureYtDlpWorkingDirectory = "Capture.YtDlp.WorkingDirectory";
         [BuiltInSetting("Path of the yt-dlp binary", SettingValueType.Text, "/usr/local/bin/yt-dlp")]
         public static string CaptureYtDlpBinaryPath = "Capture.YtDlp.BinaryPath";
+        [BuiltInSetting("Path of the FFmpeg binary", SettingValueType.Text, "ffmpeg")]
+        public static string FFmpegBinaryPath = "FFmpeg.BinaryPath";
         [BuiltInSetting("User-Agent that gets passed to yt-dlp --user-agent", SettingValueType.Text, 
             "Mozilla/5.0 (X11; Linux x86_64; rv:128.0) Gecko/20100101 Firefox/128.0")]
         public static string CaptureYtDlpUserAgent = "Capture.YtDlp.UserAgent";
@@ -540,6 +542,8 @@ public static class BuiltIn
         public static string KasinoRouletteCountdownDuration = "Kasino.Roulette.CountdownDuration";
         [BuiltInSetting("Whether Xeet posting is enabled", SettingValueType.Boolean, "true", BooleanRegex)]
         public static string XeetEnabled = "Xeet.Enabled";
+        [BuiltInSetting("Maximum video duration in seconds for Xeet embeds", SettingValueType.Text, "120", WholeNumberRegex)]
+        public static string XeetMaxVideoDurationSeconds = "Xeet.MaxVideoDurationSeconds";
         [BuiltInSetting("Connection string for bot's Redis", SettingValueType.Text)]
         public static string BotRedisConnectionString = "Bot.RedisConnectionString";
         [BuiltInSetting("Whether to automatically rehost images when they're added", SettingValueType.Boolean, "true",
@@ -596,4 +600,4 @@ public class BuiltInSetting(
             ValueType = ValueType
         };
     }
-}
+}
\ No newline at end of file