Round Two
Round Two
Podcast Description
Join Jaclyn Siu, 3x founder and advocate for embracing entrepreneurship’s toughest moments, for honest conversations about failing forward. Each episode pulls back the curtain on startup life—the good, the gut-wrenching, and the unspoken—to help founders everywhere reclaim their stories, reinvent their identities, and rediscover their power.
Podcast Insights
Content Themes
The podcast centers around themes of startup setbacks, resilience, and personal reinvention. Episodes feature in-depth discussions on topics like redefining failure, emotional well-being in entrepreneurship, and actionable frameworks for recovery. For instance, the episode with Daniel Ahmadizadeh discusses his experiences applying to Y Combinator multiple times and how he reframed entrepreneurship as a problem-solving venture.
Join Jaclyn Siu, 3x founder and advocate for embracing entrepreneurship’s toughest moments, for honest conversations about failing forward. Each episode pulls back the curtain on startup life—the good, the gut-wrenching, and the unspoken—to help founders everywhere reclaim their stories, reinvent their identities, and rediscover their power.
In this podcast episode, three-time founder and startup advocate Jaclyn Siu discusses resilience, risk, and reframing failure with Rockman Ha, Head of Network & Ecosystem at The General Partnership.
About Our Guest:
Rockman Ha is a multi-time founder who’s helped scale companies from seed to acquisition. After early roles at MongoDB and Meta, he co-founded the viral social app Peach, later built Clear Talent (acquired by Patreon), and now supports other founders through venture and talent advising at The General Partnership.
In this episode, we cover:
- Why failure is a powerful teacher—and how to extract its value
- The “regret minimization” framework for making tough decisions
- What it means to lead with radical ownership
- Why early hires should be “general athletes,” not just domain experts
- The importance of transparency with investors and boards
- How to stay steady through volatility and learn from each round
Listen now to explore the realities of entrepreneurship—where setbacks become stepping stones, and honest stories lead to powerful comebacks.
About Round Two
Round Two, hosted by Jaclyn Siu, rewrites the narrative around startup setbacks, resilience, and reinvention. Subscribe wherever you get your podcasts and join the conversation.
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