Subscribe
Sign in
Home
Archive
About
Latest
Top
Discussions
The $1M "Tax Deduction” That Keeps Getting Doctors in Trouble
It works on paper. It fails in court.
May 19
•
Kenny Kim, MD, MS (Tax), EA
The Short-Term Rental “Loophole”: What Hours Actually Count?
Doctors: Buying an STR in Q3 and Planning to Log 100 Hours Before Year-End? The Tax Rules Are Stricter Than You Think.
May 11
•
Kenny Kim, MD, MS (Tax), EA
The S-Corp Vasectomy
Easy going in. Painful (and expensive) to reverse when it’s time to get your building out
May 7
•
Kenny Kim, MD, MS (Tax), EA
1
The $150,000 “Write-Off” That Turned Into $0 Overnight
How One Missing Mileage Log Can Destroy Your Entire Deduction
May 5
•
Kenny Kim, MD, MS (Tax), EA
1
April 2026
Can You Go to Hawaii, Watch CME, and Deduct the Trip?
Why the tax code usually says: nice try.
Apr 30
•
Kenny Kim, MD, MS (Tax), EA
3
DIY Doctors: Your S Corp Can Disappear Overnight
One mistake in your PLLC operating agreement - and the fix could cost five figures
Apr 27
•
Kenny Kim, MD, MS (Tax), EA
The $500,000 Ferrari Your Patient “Gifted” You
Why the IRS might call it income - not generosity
Apr 23
•
Kenny Kim, MD, MS (Tax), EA
“Doc, You Can ‘Step-Up’ Your House and Depreciate It?” — The $300,000 Tax Trap
Why a “smart” S corporation strategy can quietly turn your home sale into a six-figure tax mistake
Apr 20
•
Kenny Kim, MD, MS (Tax), EA
1
“Doc, Don’t Worry… It’s Deductible” — Until It Isn’t
Why most $20,000 real estate coaching programs fail the tax deduction test
Apr 16
•
Kenny Kim, MD, MS (Tax), EA
Doctors: Your CPA Isn’t Dodging You—You’re Asking the Wrong Question
Why “Can I write off my Ferrari?” turns into a 10-step tax analysis
Apr 14
•
Kenny Kim, MD, MS (Tax), EA
The $60,000 “Pay Cut” That Could Actually Be Worth $1 Million
The little-known tax rule in IRC §117(d) that can turn an academic job into a massive tax-free benefit.
Apr 10
•
Kenny Kim, MD, MS (Tax), EA
2
2
The Simplest Way to Extend Your Tax Return
An extension gives you time to file—not time to pay. Here’s how to avoid penalties in minutes.
Apr 8
•
Kenny Kim, MD, MS (Tax), EA
This site requires JavaScript to run correctly. Please
turn on JavaScript
or unblock scripts
