High Stakes Growth

Dinah Chapman: Turning a Maternity Leave Side Project into a $10M Brand


Listen Later

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/ 

...more
View all episodesView all episodes
Download on the App Store

High Stakes GrowthBy Jetset