Dinah Chapman: Turning a Maternity Leave Side Project into a $10M Brand
Wed Jan 28 2026
Dinah Chapman is the founder of Little Trouble, an 8-figure kids clothing brand that has a fun and punk-inspired aesthetic.
Expect to hear about:
– Starting on Maternity Leave: Why Dinah launched Little Trouble in 2022 while pregnant and still working full-time in corporate marketing.
– Scaling to $10M: How product expansion, retention, and paid media drove rapid growth.
– Building Abroad: How traveling with her family to New Zealand, Bali, and Japan helped her leave her old routine in the U.S. and unlock bigger picture thinking for Little Trouble.
– Building a Great Team: How Dinah resisted the “cheap labor” playbook and ensured she could offer strong pay/benefits and invest in A-players.
– What’s Next: Inventory constraints, operational pressure, and the collabs and bets planned for 2026.
Find Dinah on:LinkedIn – https://www.linkedin.com/in/dinah-chapman/
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Dinah Chapman is the founder of Little Trouble, an 8-figure kids clothing brand that has a fun and punk-inspired aesthetic. Expect to hear about: – Starting on Maternity Leave: Why Dinah launched Little Trouble in 2022 while pregnant and still working full-time in corporate marketing. – Scaling to $10M: How product expansion, retention, and paid media drove rapid growth. – Building Abroad: How traveling with her family to New Zealand, Bali, and Japan helped her leave her old routine in the U.S. and unlock bigger picture thinking for Little Trouble. – Building a Great Team: How Dinah resisted the “cheap labor” playbook and ensured she could offer strong pay/benefits and invest in A-players. – What’s Next: Inventory constraints, operational pressure, and the collabs and bets planned for 2026. Find Dinah on:LinkedIn – https://www.linkedin.com/in/dinah-chapman/