diff --git a/Outpost/Support/AvatarBadge.swift b/Outpost/Support/AvatarBadge.swift
index bf35d89..a5920a7 100644
--- a/Outpost/Support/AvatarBadge.swift
+++ b/Outpost/Support/AvatarBadge.swift
@@ -41,11 +41,35 @@ struct AvatarBadge: View {
         .task(id: avatarURL) {
             loadedImage = nil
             guard let avatarURL else { return }
-            guard let (data, _) = try? await URLSession.shared.data(from: avatarURL) else { return }
-            loadedImage = PlatformImage(data: data)
+            loadedImage = await Self.loadImage(from: avatarURL)
         }
     }
 
+    /// A freshly-uploaded attachment's redirect URL can 404/fail on the very
+    /// first request right after upload (self-hosted reverse-proxied
+    /// storage, not necessarily instantly consistent) — since `.task(id:)`
+    /// only ever runs once per URL and never retries on its own, a single
+    /// transient failure right after uploading a new avatar would leave the
+    /// placeholder showing forever, even though the exact same URL works
+    /// fine moments later. Two short-delayed retries before giving up.
+    private static func loadImage(from url: URL) async -> PlatformImage? {
+        var request = URLRequest(url: url)
+        request.cachePolicy = .reloadIgnoringLocalCacheData
+
+        for attempt in 0..<3 {
+            if attempt > 0 {
+                try? await Task.sleep(for: .milliseconds(400))
+            }
+            if let (data, response) = try? await URLSession.shared.data(for: request),
+               let httpResponse = response as? HTTPURLResponse,
+               (200...299).contains(httpResponse.statusCode),
+               let image = PlatformImage(data: data) {
+                return image
+            }
+        }
+        return nil
+    }
+
     private func platformImage(_ image: PlatformImage) -> Image {
         #if os(macOS)
         Image(nsImage: image)