GenZ Tech & VC Producer/Researcher Rachel Braun: Memorable Times Working with Jason Calacanis | Ep61

9 May 2023 · 40 min
40:27

In this episode of Seed to Harvest, host Paige Finn Doherty interviews producer‑researcher Rachel Braun, who shares her journey from studying Information Systems at Penn State to becoming a producer on This Week in Startups with Jason Calacanis and Molly Wood. Rachel recounts how the pandemic pushed her to build online friendships via Twitter, describing her first semi‑viral tweet about superficial connections and the challenges of turning digital contacts into genuine friendships. She reflects on memorable moments from the All‑In Summit, including the high‑touch “Aman‑level” event production, the Godfather‑themed poker night in a converted bank, and logistical lessons like bathroom ratios and music control. Rachel discusses working under Jason and Molly, the mentorship they provided, and the evolution of her own podcast segments such as “Okay Boomer” and “Angels.” A large portion of the conversation focuses on Rachel’s disciplined cold‑outreach strategy—reaching out to a new person every day for 100 days—which landed her interviews with notable figures like the founder of Houzz, Kat Cole, and others. She explains why relentless outreach is essential for remote workers and non‑hub‑based professionals. The dialogue then shifts to AI‑generated music and copyright, using recent YouTube takedowns of AI songs featuring The Weeknd and Grimes’ stance on AI likenesses, and Rachel speculates on the future value of AI‑created art. The episode also dives into creator tooling: Rachel’s pragmatic podcast stack (e.g., Samsung Q2U mic, headset mics for remote guests), the blurring line between audio‑only podcasts and video‑enhanced content, and the importance of adaptable formats (shorts, ASMR, TikTok trends). They discuss content strategy, the tension between growth hacks and authentic storytelling, and reference creators like Tiffany Ferg, Mona Lee, and the Reduced Shakespeare Company as examples of concise, engaging storytelling. Finally, they share reading recommendations ranging from "Shoe Dog" to "Tomorrow, Tomorrow, and Tomorrow," and close with contact information for Rachel. Overall, the conversation offers practical insights into remote networking, event production, cold outreach, AI‑music ethics, and modern creator workflows, framed by Rachel’s personal anecdotes and industry observations.

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