

Presenting Proxy with Yowei Shaw: Alex and the Impossible Ask
Sep 11, 2025
Yowei Shaw, an emotional investigative journalist and the host of Proxy, engages with Alex, former Reply All host turned independent podcaster. They delve into the financial hurdles of independent media, confronting the stigma of fundraising. The discussion is lively, grappling with the emotional weight of asking for support while finding humor in the challenges. They explore innovative ways to connect with audiences and reshape the narrative of fundraising as an opportunity for community engagement rather than a burden.
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Independent Podcasting Is A New Reality
- The podcast industry contracted, forcing creators to ask listeners for money to survive.
- Alex and Yowei both feel anxious about fundraising despite making valued shows.
Haley's First Successful BCC Email
- Haley Bash started fundraising by nervously BCCing coworkers and hit her goal overnight.
- That early success turned her fear into confidence and a fundraising career.
Reframe Fundraising As A Gift
- Reframe fundraising as a necessary community skill and a way to offer people a gift.
- Emphasize that giving activates reward systems and improves donors' wellbeing.