The Hard Pivot
The Hard Pivot
Podcast Description
The Hard Pivot is a podcast where founders share their pivot stories—the tough decisions, challenges, and turning points that reshaped their companies.
Inspired by the responses Zach got after publicly sharing Draftboard’s pivot journey, this podcast dives into the critical moments of change: when founders realized something was wrong, how they communicated with investors and teams, and how they charted a new course forward.
Each episode offers honest insights and lessons from those who’ve faced the uncertainty of a pivot and emerged with a new path.
Podcast Insights
Content Themes
The podcast covers themes such as entrepreneurial decision-making, crisis management, and strategic redirection, featuring episodes that delve into personal narratives of company pivots. For example, episodes include Oren Charnoff discussing the implications of a competing product launch at Shopify and Yaakov Zar detailing his experience with significant layoffs after a funding round.
The Hard Pivot is a podcast where founders share their pivot stories—the tough decisions, challenges, and turning points that reshaped their companies.
Inspired by the responses Zach got after publicly sharing Draftboard’s pivot journey, this podcast dives into the critical moments of change: when founders realized something was wrong, how they communicated with investors and teams, and how they charted a new course forward.
Each episode offers honest insights and lessons from those who’ve faced the uncertainty of a pivot and emerged with a new path.
David Siegel is the former CEO of Meetup and Investopedia, where he led major transformations, scaled operations, and navigated multiple exits. With deep experience in strategy, M&A, and turnarounds, he’s built and grown businesses across e-commerce, digital media, and SaaS.
In this episode of The Hard Pivot, David shares what it really takes to lead through change—whether it’s pivoting a business model, executing a high-stakes turnaround, or making bold moves to stand out (including one that involved a very unconventional interview tactic).
A must-listen for anyone thinking about what it really means to adapt and win.
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