# 389: Sydney Castillo on Losing His Brother, Mother & Facing Death | The HoneyDew with Ryan Sickler #389 Page: https://stenobird.com/podcast/the-honeydew-with-ryan-sickler-414126/389-sydney-castillo-on-losing-his-brother-mother-facing-death-the-honeydew-with-ryan-sickler-389 Text version: https://stenobird.com/podcast/the-honeydew-with-ryan-sickler-414126/389-sydney-castillo-on-losing-his-brother-mother-facing-death-the-honeydew-with-ryan-sickler-389.md Podcast: [The HoneyDew with Ryan Sickler](https://stenobird.com/podcast/the-honeydew-with-ryan-sickler-414126) Published: 2026-06-08T12:00:00+00:00 Episode link: https://s.gum.fm/s-6966bfc7c0f116a645814634/pscrb.fm/rss/p/mgln.ai/e/209/traffic.megaphone.fm/GBLL4949951243.mp3 Audio file: https://s.gum.fm/s-6966bfc7c0f116a645814634/pscrb.fm/rss/p/mgln.ai/e/209/traffic.megaphone.fm/GBLL4949951243.mp3 Processing state: not_requested JSON: https://stenobird.com/v1/public/podcasts/the-honeydew-with-ryan-sickler-414126/episodes/389-sydney-castillo-on-losing-his-brother-mother-facing-death-the-honeydew-with-ryan-sickler-389 Duration seconds: 4019 ## Resource SPONSORS QUO -Make this the season where no opportunity — and no customer — slips away. Try QUO for free PLUS get 20% off your first 6 months when you go to QUO.com/honeydew HIMS -Ready to reach your goals? Visit hims.com/honeydew to get a personalized, affordable plan that gets you. ProtonVPN -Right now, Proton VPN is offering our listeners 70% off a two year plan when you go to ProtonVPN.com/HONEYDEW My HoneyDew this week is comedian Sydney Castillo! Sydney Highlights the Lowlights of losing his brother to a stroke and his mother to cancer just one year later. We discuss growing up with an older father and the perspective it gave him on life. Sydney also opens up about navigating grief, family conflict, and discovering that a cousin had been stealing money from his mother’s account as her memory began to fade. It’s a powerful conversation about loss, family, mortality, and learning how to cope with death. Check out Sydney on the road at a show near you! 🎟️See me live. All tickets at www.ryansickler.com/tour 🎤Check out my new standup special “Live & Alive” streaming on my YouTube now! http://youtu.be/PMGWVyM2NJo?si=SrhXjgzR1pe6CyYE 👉 Subscribe for more standup and new episodes of The HoneyDew, The Wayback, and more! http://youtube.com/@rsickler ✅ Subscribe to my Patreon “The HoneyDew with Y’all”! Get The HoneyDew audio and video a day early, ad-free, for just $5/month! Want more? Upgrade to the $8/month premium tier and get everything above plus The Wayback a day early, ad-free, censor-free, and exclusive bonus content you won’t find anywhere else! http://patreon.com/RyanSickler 📧What’s your story?? Submit at honeydewpodcast@gmail.com 👕Get Your Merch👕 http://www.bonfire.com/store/ryansickler/ 🎧 Listen to my Podcasts 🎧 The HoneyDew - http://podcasts.apple.com/us/podcas… ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/the-honeydew-with-ryan-sickler-414126/episodes/389-sydney-castillo-on-losing-his-brother-mother-facing-death-the-honeydew-with-ryan-sickler-389/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/the-honeydew-with-ryan-sickler-414126/389-sydney-castillo-on-losing-his-brother-mother-facing-death-the-honeydew-with-ryan-sickler-389.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.