Taxes Posts
Oct. 20, 2026
Estimated Tax Safe Harbor: Why Paying On Time Can Still Leave You With a Big April Bill
The owner who paid every estimate and still owed $15,000 Here is an owner who did everything right. He made all four estimated tax payments on time, and he still owed $15,000 in April, plus a penalty. The estimated tax safe harbor rule he followe…
May 12, 2026
Decoding the S Corporation: When is the right time for content creators?
If there's one thing I've learned in 30 years as an accountant working with creators, it's that the S corporation is one of the most misunderstood concepts in creator finance. I'm Ralph Estep Jr., and I want to talk about why so many creators make c…