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Insights
Memos answering questions I actually get asked.
Written in plain language, because that's the whole point.
These are general information, not legal advice for your situation.

Tax
Entity classification, elections, restructuring, and business sales. Your CPA works on the year you already had. This is the year you haven't had yet.
You split your time between two states. Which one taxes you?
You can split your time between two states, but not your residency. Here's how states decide who taxes you, and what the other state can still reach.
19 hours ago
Who taxes what you earn?
Your home state taxes everything, other states tax what's earned there, and a credit covers the overlap. Mostly. Here's how it works.
3 days ago
Adding your spouse to your LLC
Adding a spouse changes how your LLC is taxed, what happens in a divorce, and sometimes what your estate plan does. Here's what changes and why.
4 days ago
Borrowing against what your LLC owns
Pledging LLC assets for a loan, including crypto, and paying the proceeds out to members raises authority, tax, and liability questions. What to sort out first.
4 days ago
Can your HSA or Roth IRA own an LLC?
A self-directed HSA or Roth IRA can invest through an LLC. The prohibited transaction rules still apply, and so does tax on some business income.
4 days ago
Selling a home your LLC owns: does the exclusion survive?
Moving your home into an LLC can keep or lose the home-sale exclusion, depending on how the LLC is taxed. What changes, and what to check before you sell.
4 days ago
Do you owe sales tax in states you've never been to?
Economic nexus means sales volume alone can create a sales tax obligation. Here's what to check.
Jul 15
What happens to your business if a partner dies?
Without a buy-sell provision, you may find yourself in business with your partner's heirs. Here's how to avoid it.
Mar 1
Distributions, guaranteed payments, and salary: what's the difference?
How you take money out of your business changes what you owe. Here's how the three main routes differ.
Dec 1, 2025
Is the money you put into your business a contribution or a loan?
Owner funding is either capital or debt, and the difference affects your basis, your taxes, and what happens on a sale.
Nov 1, 2025
Selling or transferring your business to a family member
Intra-family transfers get scrutinized more than arm's-length ones. Here's what to document.
Jul 15, 2025
Selling your business: asset sale or equity sale?
The structure of a sale changes your tax bill significantly, and it's largely decided before you have a buyer.
Jul 1, 2025
If you're not a US person and you own a US company
Foreign ownership of a US entity brings reporting obligations that are unforgiving and rarely explained up front.
Jun 1, 2025
What "reasonable compensation" actually means for an S-corp owner
There's no formula. Here's what the standard actually is and how owners get it wrong.
May 15, 2025
When your accountant and your lawyer disagree
Advisors disagree because they're solving different problems. Here's how to get an answer.
Mar 15, 2025
Using a self-directed retirement account to invest in a business
Self-directed IRAs and solo 401(k)s can hold alternative assets, but prohibited transaction rules are unforgiving.
Feb 15, 2025
Holding crypto or digital assets in a business entity
Entity ownership of digital assets raises custody, reporting, and banking questions that don't come up with other assets.
Jan 15, 2025
Before you sign a letter of intent to buy a business
LOIs are called non-binding and rarely are entirely. Here's what to settle before signing one.
Dec 15, 2024
What does an S-corp election actually commit you to?
An S-election isn't a checkbox. It brings payroll obligations, ownership restrictions, and a real cost to reverse.
Oct 1, 2024
Plain-English answers, no invoice attached. Every Tuesday and Wednesday on LinkedIn.
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