The DTC Insider

From Corporate Burnout to 8 Figures: The Story Behind Little Trouble


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In this episode of The DTC Insider podcast, Brian Roisentul chats with Dinah Chapman, founder of Little Trouble, a fast-growing kidswear brand that’s on track to hit 8 figures. Dinah shares how she built the company from her garage while juggling motherhood and a demanding corporate job, why she resisted shortcuts in customer service, and how she turned customer feedback into a growth engine.


Here's a glimpse of what you'll learn:

  • Moving abroad while running a U.S.-based business

  • Starting Little Trouble as a side hustle during corporate burnout

  • Knowing when a side hustle becomes a full-time business

  • Standing out in a crowded kids apparel market

  • Challenges across growth stages: 0–1M, 1–5M, and beyond

  • Operating with a tiny team while scaling big

  • The critical role of customer service and human connection

  • The pitfalls of over-obsessing about attribution vs. focusing on fundamentals

  • Leveraging customer insights and zero-party data for growth

  • What’s next: brand collaborations, wholesale, and product diversification


Find more episodes on ⁠⁠⁠⁠our website⁠⁠⁠⁠.


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This episode is brought to you by ⁠⁠⁠⁠BSR Digital⁠⁠⁠⁠.


⁠⁠⁠⁠BSR Digital⁠⁠⁠⁠ helps e-commerce brands that want to scale their business to the next level through paid ads & email marketing.


To learn more about BSR Digital, ⁠⁠⁠⁠visit their website⁠⁠⁠⁠ or book a call ⁠⁠⁠⁠here⁠⁠⁠⁠.

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The DTC InsiderBy Brian Roisentul

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