Hillary Crawford

Hillary Crawford is a small-business writer at NerdWallet, with a special focus on business software products. Her previous roles include news writer and associate West Coast editor at Bustle Digital Group, where she helped shape news and tech coverage. Her work has appeared in The Associated Press, The Washington Post, Yahoo Finance and Entrepreneur, in addition to other publications. She is based in Traverse City, Michigan.

starting a business

11 things this entrepreneur wishes he'd known before launching

Jun 15, 2026

•

6 min read

11 things this entrepreneur wishes he'd known before launching

Save some cash, review your lease agreement and protect your work-life balance. Plus, a $1,000 microgrant.

Hillary Crawford

starting a business

How to track, report and deduct your tips

Oct 16, 2025

•

4 min read

How to track, report and deduct your tips

Plus: Apply for this $10,000 grant and find free local mentoring.

Hillary Crawford

starting a business

Need to choose a POS system? Here’s how a Nerd did it

Aug 14, 2025

•

3 min read

Need to choose a POS system? Here’s how a Nerd did it

Square checked all of my boxes for a new brewery, but no POS system is perfect. Plus, how to audit your software costs and find the best credit card processing deal.

Hillary Crawford