In this episode of The Retail Pilot, we’re joined by Scott Friend, a longtime leader in the retail and venture capital world. A partner at Bain Capital Ventures and the co-founder of ProfitLogic, Scott shares his journey from operator to investor, his unique lens on early-stage startups, and what separates great founders from the rest. We unpack the evolution of BCV over the past 20 years, the power of founder-market fit, and why customer success is non-negotiable in today’s startup landscape.

Scott offers candid insights on investing in companies like Rent the Runway, Jet.com, Attentive, Miracle, and Archive, plus his take on AI's growing influence in commerce. From the one that got away (Peloton) to his thoughts on grit, momentum, and the founder’s mindset, this conversation is packed with value for entrepreneurs, investors, and anyone passionate about the future of commerce.

Key Topics Covered:

• Scott’s journey from building ProfitLogic to investing at Bain Capital Ventures

• What makes a founder stand out (and why most are first-timers)

• How BCV approaches early-stage vs. growth-stage investing

• Common characteristics of breakout founders like Jen Hyman and Marc Lore

• The importance of customer success and analytic rigor

• AI’s disruptive role in commerce platforms

• Why focus and momentum matter more than perfection

• Personal stories behind high-stakes risk and reward (including Jet.com)

• The investment that got away and the companies he’d double down on

• Rapid fire: Favorite show, CEO admiration, and meeting the Dalai Lama
  

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