
389: Sydney Castillo on Losing His Brother, Mother & Facing Death | The HoneyDew with Ryan Sickler #389
From The HoneyDew with Ryan Sickler by The HoneyDew with Ryan Sickler
June 8, 2026 · 1h 7m
About this episode
Sydney Castillo shares his experiences of losing family members and navigating grief in a heartfelt conversation.
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…
People in this episode
Host: Ryan Sickler
Guest: Sydney Castillo
Topics covered
- grief
- loss
- family
- mortality
- comedy
- death
Keywords
- grief
- loss
- family conflict
- mortality
- comedy
- death
- Sydney Castillo
Sponsors
QUO, HIMS, ProtonVPN
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