How I Built This with Guy Raz Advice Line with Scott Tannen of Boll & Branch and Jamie Siminoff of Ring
23 snips
Dec 11, 2025 
Scott Tannen, CEO of Boll & Branch, and Jamie Siminoff, founder of Ring, offer invaluable entrepreneurial insights to early-stage founders. They discuss the balance between bootstrapping and investment, emphasizing mission protection. Jamie suggests innovative retail strategies, like selling UV apparel in sunscreen aisles. Scott shares the importance of simplifying business focus while ensuring customer satisfaction. Tune in for a mix of practical advice and inspiring stories from these successful entrepreneurs!
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Build Trust With Social Good
- Jamie uses AI-driven neighborhood features like Search Party to build trust, not to monetize immediately.
- Social-good products can drive customer loyalty and long-term product adoption.
Take Only What You Need
- If you take investment, take only as much as you need to protect control and your mission.
- Expect investor pressure for returns and align on non-negotiables before you accept funding.
Respect The First Dollar
- Treat the first dollar of outside capital as a structural change in priorities.
- Multiply the amount mentally by investors' return expectations when deciding whether to raise.