Field notes
from the tax code.
Strategy, warnings, and the occasional rant — written by people who actually file returns for a living.
Starting a Medical Practice? Let's Talk Entity Structure and Taxes.
Sole prop, S Corp, LLC... picking a business structure for your new medical practice isn't just paperwork. It's a critical tax decision. Here’s what you need to know.
Sep 4, 2026 · 8 min read
Own a Restaurant? Let's Talk About the FICA Tip Credit.
If your staff earns tips, you might be leaving money on the table. The FICA tip credit is a valuable tax break for restaurant owners. Here’s what you need to know.
Sep 2, 2026 · 6 min read
Cash Flow Forecasting for Your Seasonal Business
Your seasonal business lives and dies by cash flow. Learn how to create a cash flow forecast to survive the offseason and manage taxes without the stress.
Aug 23, 2026 · 8 min read
Quarterly Estimated Taxes for NY & NJ Freelancers (2026)
A plain-English guide for NY and NJ freelancers on paying quarterly estimated taxes. Learn who pays, when, and how to avoid costly IRS and state penalties.
Aug 23, 2026 · 7 min read
Got an IRS CP2000 Notice? Here's What to Do Next
Received an IRS CP2000 notice? Don't panic. It's not a bill or an audit, but you must respond. Learn what a CP2000 is and what your next steps are.
Aug 19, 2026 · 7 min read
Lowering Next Year's Tax Bill Now
Use your 2025 return as a diagnostic tool: calibrate withholding, max out new 2026 retirement limits, and spring-clean your tax strategy before year-end.
Aug 18, 2026 · 14 min read
Tax Changes When You Become Your Own Boss
Going from W-2 to self-employed means you pay both halves of Social Security and Medicare, make quarterly estimates, and unlock new deductions. Here's the full roadmap.
Aug 18, 2026 · 12 min read
Should You Adjust Your Withholding After Tax Season?
A big refund is an interest-free loan to the IRS; a big bill can trigger penalties. Here's how to tune your Form W-4 in 2026 to keep your money in your pocket.
Aug 18, 2026 · 13 min read
Do You Have to Pay Taxes on Sports Betting?
The IRS treats every sports betting payout as ordinary income — even if you never received a tax form. Here's how the new 2026 loss-deduction rule changes the math.
Aug 18, 2026 · 11 min read
Do I Pay Taxes on My World Cup Airbnb?
Hosting fans for the 2026 World Cup can be profitable — but the IRS treats your Airbnb or VRBO income as taxable once you cross 14 rental days. Here's how to keep more of what you earn.
Aug 18, 2026 · 12 min read
Will Marriage Lower My Tax Bill?
For most couples, saying "I do" unlocks better tax breaks, wider brackets, and doubled deductions. But high earners and some low-income families can face a marriage penalty.
Aug 18, 2026 · 10 min read
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