Episode
Alex and the Impossible Ask
- Podcast
- Proxy with Yowei Shaw
- Published
- Sep 9, 2025
- Duration seconds
- 3359
- Processing state
not_requested
Actions
POST https://stenobird.com/v1/public/podcasts/proxy-with-yowei-shaw-6910758/episodes/alex-and-the-impossible-ask/transcription-requests
Idempotently request low-priority transcript generation for this episode.GET https://stenobird.com/podcast/proxy-with-yowei-shaw-6910758/alex-and-the-impossible-ask.md
Read the agent-friendly Markdown representation of this episode resource.
Summary
The case of two podcasters who hated asking for money. Alex Goldman used to host Reply All . Yowei used to host Invisibilia . Now they both make independent podcasts — Alex with Hyperfixed , Yowei with Proxy — which means they now have to ask listeners for money all the time. The problem, is they hate doing this. In this episode, Yowei and Alex investigate the the great emotional conundrum of independent media: can you ask people to support your work without feeling sleazy, annoying, pathetic, egotistical, or like a scared telemarketer? With help from fundraising expert Haley Bash and one very honest listener, they investigate transparency, shame, listener backlash, gooey brownies, and why telling people what you need might be less embarrassing than letting the thing you love disappear. From the episode: — Alex Goldman — host of the podcast Hyperfixed: www.hyperfixedpod.com — Haley Bash — founder of Donor Organizer Hub, a support network for people fundraising for under-resource causes: www.donororganizerhub.org — The Accidental Fundraiser — Haley's step-by-step guide to raising money for your cause New to Proxy? Try Bisexual Wife Guy for a classic case, or Caitlin Lost the Voice In Her Head for another story about trying to keep making art when the old way stops working. For episode liner notes, show gossip, and dispatches from the emotions beat, get our free newsletter File Under Feelings at proxyhq.org . Proxy is an independent show, supported mostly by listeners. Paid members get bonus episodes, ad-free listening, live Proxy hangs, and the satisfaction of keeping emotional investigative journalism alive 🍏 Follow us on Instagram — @proxypodcast @yoweishaw Visit — proxypodcast.com Get in touch — [email protected]