Interested in starting your own entrepreneurial journey in clothing but unsure what to expect? Then read up on our interview with Dinah Chapman, Founder of Little Trouble, located in Vista, CA, USA.

What's your business, and who are your customers?

Cool clothes for rad kids. We're celebrating kids for being kids. For being carefree and wide-eyed. For running into the freezing cold ocean (and loving it). For fearlessly riding their mini dirt bikes. For falling off their skateboards and rocking a purple band-aid. For being authentically themselves. For being kind. For being world changers.

Tell us about yourself

During my pregnancy, I spent countless hours scouring the internet for something cool and maybe matching that my husband would actually want to wear once our son was born. Despite the increased screen time (like, so much screen time) and extensive google search history, I couldn't find anything other than a t-shirt that said "rad dad," - so I decided to make something myself.

I'm motivated by my passion for creating something truly unique with a special place in the market. If something I design and sell can put a smile on your face, then I'm doing something right.

What's your biggest accomplishment as a business owner?

Adaptive fast-paced growth. I launched my brand in May of 2022 while also working full time with a newborn and have sold out twice and seen an increase in demand. I love what I do, and to know that others love it, too, is the most satisfying feeling.

What's one of the hardest things that come with being a business owner?

Time and balance. It's nearly impossible to dedicate as much time and energy as Id like to all the important things in my life right now. Fortunately for me, being a mom is my number one job, and that means I have a pretty cute model at my disposal at all times.

What are the top tips you'd give to anyone looking to start, run and grow a business today?

  1. JUST START - buy the domain, trademark your brand name, and sample your product. Believing in yourself enough to put yourself out there and take risks is the hardest part.
  2. Leave room to react quickly to feedback, industry changes, and/or trends. Know your lead times, survey your customers, and have a backup vendor for your backup.
  3. Use social media and content creators to your advantage!

Where can people find you and your business?


If you like what you've read here and have your own story as a solo or small business entrepreneur that you'd like to share, then please answer these interview questions. We'd love to feature your journey on these pages.

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