
Are you a procrastinator or a planner? Unless you’re one of those rare humans who loves spreadsheets, tax season probably feels like a never-ending series of notifications you can’t ignore. But here’s the thing: You’re not alone.
We surveyed more than 1,300 small business owners and freelancers who shared their honest thoughts and habits around taxes.
What we found:
- Most people DIY their taxes.
- Nobody is as organized as they’d like to be.
- So far, AI isn’t a big help with tax time.
Plus, more key insights.
Taxes: everyone’s favorite topic (except, maybe not)
From procrastination habits to the truth behind those “crushing tax season” social media posts, we’re revealing how people really feel about the season that comes every year (whether we are ready for it or not).
What small business owners and freelancers are really thinking
Spoiler alert: Barely a quarter of us feel confident about tax time. In fact, the vast majority of business owners throughout all age categories are in the “I hope I did this right” camp.
Is tax time a nightmare or an opportunity?
We’ve all been there, desperately searching for the receipt you put in a “safe spot” 11 months ago. But what if you could use tax time as an opportunity to get ahead financially?
What resources are helping business owners?
From government resources to AI, what resources are SMBs using to make tax time easier?
How do you compare with other small business owners?
Written by Shannon Kelly, Content Marketing Lead, FreshBooks
Posted on March 25, 2025