diff --git a/CHANGELOG.md b/CHANGELOG.md
index 4604a2a18..5cdaecb2f 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -10,6 +10,7 @@
 - iMessage: fix reasoning persistence across DMs; avoid partial/duplicate replies when reasoning is enabled. (#655) — thanks @antons.
 - Models/Auth: allow MiniMax API configs without `models.providers.minimax.apiKey` (auth profiles / `MINIMAX_API_KEY`). (#656) — thanks @mneves75.
 - Agents: avoid duplicate replies when the message tool sends. (#659) — thanks @mickahouan.
+- Docs: showcase entries for ParentPay, R2 Upload, iOS TestFlight, and Oura Health. (#650) — thanks @henrino3.
 
 ## 2026.1.9
 
diff --git a/docs/assets/showcase/ios-testflight.jpg b/docs/assets/showcase/ios-testflight.jpg
new file mode 100644
index 000000000..4e19768f9
Binary files /dev/null and b/docs/assets/showcase/ios-testflight.jpg differ
diff --git a/docs/assets/showcase/oura-health.png b/docs/assets/showcase/oura-health.png
new file mode 100644
index 000000000..b1e9f7072
Binary files /dev/null and b/docs/assets/showcase/oura-health.png differ
diff --git a/docs/start/showcase.md b/docs/start/showcase.md
index 671c1a99f..3e462b811 100644
--- a/docs/start/showcase.md
+++ b/docs/start/showcase.md
@@ -98,12 +98,38 @@ Full setup walkthrough (28m) by VelvetShark.
   <img src="/assets/showcase/wienerlinien.png" alt="Wiener Linien skill on ClawdHub" />
 </Card>
 
+<Card title="ParentPay School Meals" icon="utensils" href="#">
+  **@George5562** • `automation` `browser` `parenting`
+
+  Automated UK school meal booking via ParentPay. Uses mouse coordinates for reliable table cell clicking.
+</Card>
+
+<Card title="R2 Upload (Send Me My Files)" icon="cloud-arrow-up" href="https://clawdhub.com/skills/r2-upload">
+  **@julianengel** • `files` `r2` `presigned-urls`
+
+  Upload to Cloudflare R2/S3 and generate secure presigned download links. Perfect for remote Clawdbot instances.
+</Card>
+
+<Card title="iOS App via Telegram" icon="mobile" href="#">
+  **@coard** • `ios` `xcode` `testflight`
+
+  Built a complete iOS app with maps and voice recording, deployed to TestFlight entirely via Telegram chat.
+
+  <img src="/assets/showcase/ios-testflight.jpg" alt="iOS app on TestFlight" />
+</Card>
+
+<Card title="Oura Ring Health Assistant" icon="heart-pulse" href="#">
+  **@AS** • `health` `oura` `calendar`
+
+  Personal AI health assistant integrating Oura ring data with calendar, appointments, and gym schedule.
+
+  <img src="/assets/showcase/oura-health.png" alt="Oura ring health assistant" />
+</Card>
 <Card title="Multi-Agent Swarm (14+ Agents)" icon="robot" href="https://github.com/adam91holt/clawdspace">
   **@adam91holt** • `multi-agent` `slack` `orchestration` `swarm`
 
   14+ Clawdbot agents under one gateway. Opus 4.5 orchestrator delegates to Codex workers. Self-maintaining agents that continuously improve. Open-sourced clawdspace for agent sandboxing.
 </Card>
-
 </CardGroup>
 
 ## 🤖 Automation & Workflows