09/23/2026
I let myself actually enjoy summer this year, and told myself I'd circle back to a few business things once fall came around. If that sounds familiar, you're not behind — that's just how the season usually goes.
Here's the reset I run on my own business every September:
Audit your subscriptions. Pull your YTD P&L, look at everything in Subscriptions or Software & Apps, and decide for each one: keep, pause, or cancel. There's almost always something on there you forgot about.
Do a September tax check-in. If you extended your taxes, partnerships and S-corps are due September 15th, individuals and corporations October 15th. Either way, September 15th is also your Q3 estimated tax deadline. This is a good window to schedule tax planning while there's still time to act on it.
Get your books Q4-ready. Enter and categorize everything through August, reconcile every account, and reclassify anything personal that landed on a business card. If you're more than a few months behind, that's not a personal failing — it's just a sign this quarter is a good time for a clean-up.