Jun 12, 2025 · 46m · how-i-built-this
Advice Line with Perry Chen of Kickstarter
gold bands on the timeline = statements, start to end. Hover to read, click to jump. CC turns on captions
Guy Raz and Kickstarter co-founder Perry Chen mentor three entrepreneurs facing critical scaling dilemmas, retail bottlenecks, and capital expansion challenges while sharing strategic frameworks to overcome founder burnout.
How this conversation actually went
Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Guy holds 36.7% of the talking time here. How this is scored →
speaking balance: gold is Guy, purple is the guest (3 minute bins)
Perry challenges Guy's premise about AI threatening artist livelihoods by pointing out that creative careers have historically never possessed financial stability.
Hardest push from Guy ▶ 23:25 Guy's reality check on CPG investmentGuy gives blunt pushback to Katherine's plans of raising institutional capital, explaining that institutional investors will not look at brands under current revenue thresholds.
Biggest teaching moment ▶ 43:03 Perry explaining why hindsight advice is uselessWhen asked what advice he would give his younger self, Perry flips the question by explaining that realistic advice would have destroyed the irrational delusion required to build Kickstarter.
Guy holds their own ▶ 38:57 Guy laying out five strategic financing alternativesGuy demonstrates deep business acumen by mapping out five actionable capital structures for Joe Fontana, including sale-leasebacks, specialized restaurant lenders, and minority equity.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Guy as informed peer | Guest teaching | Guest disagreement | Guy pushing back | Why |
|---|---|---|---|---|---|---|
| Catching Up with Kickstarter Co-Founder Perry Chen | 5 | 3 | 2 | 1 | Guy opens by proposing a theory on how AI will disrupt creative professions. Perry gently reframes Guy's premise, noting that earning a living in creative arts has never been economically stable regardless of technological shifts. | |
| Advising Jesse Hodge on ModTub Scaling Dilemmas | 7 | 1 | 0 | 2 | Guy showcases broad business knowledge by comparing ModTub's single-SKU dilemma to case studies from Therabody, Solo Stove, and Dollar Shave Club. Guy and Perry guide Jesse through imposter syndrome and explore options for hiring an operator or seeking acquisition. | |
| Mid-Episode Break and Program Reintroduction | 7 | 1 | 0 | 2 | Guy gives a direct reality check on CPG fundraising, explaining that the brand is too small for professional PE/VC and needs $20M+ in revenue to be an acquisition target. He and Perry emphasize aggressive in-store demoing and setting a strict timeline. | |
| Intermission Break Before the Final Caller | 8 | 1 | 1 | 2 | Guy outlines five distinct financing pathways for scaling Fry the Coop, referencing Dave's Hot Chicken, In-N-Out, and sale-leaseback property strategies. He also explains the macro shift in private equity from unprofitable growth to EBITDA discipline. | |
| Reflecting on Entrepreneurial Delusion and Founder Burnout | 4 | 3 | 1 | 1 | Perry reflects on founder psychology, explaining that entrepreneurial delusion is necessary to start companies and that inability to find an off-ramp leads to widespread founder burnout. Guy engages collegially with Perry's insights. |