Alex and the Impossible Ask episode artwork

EPISODE · Sep 9, 2025 · 55 MIN

Alex and the Impossible Ask

from Proxy with Yowei Shaw · host Yowei Shaw

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 causeNew 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 @yoweishawVisit — proxypodcast.comGet in touch — [email protected]

Episode metadata supplied by the publisher feed · Published Sep 9, 2025

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