Strategic Stewardship ยท Memo
Most self-employed people do this. It's an organization issue and it can be avoided.
Accountants call it co-mingling. It means business money and personal money moving through the same accounts: the client payment that lands in the joint checking account, the software subscription on the personal credit card, the groceries bought on the business card because it was the one in your hand.
If you are reading this because the itemizing routine flagged it, you are in the majority. Almost everyone who starts a business from a kitchen table does this for years. (And sometimes never stops, transparently.)
Every business expense on a personal account is a deduction you have to go looking for. Most people never find them all.
Three costs, in order of how often they bite:
The AI agent sorts by what the purchase was for, not by which card paid. A business charge on a personal card is assigned to its Schedule C line. A personal charge on the business card is marked personal and set aside. Money you paid yourself from the business is marked as an owner draw, which is not an expense and not income. Anything it cannot tell, it asks.
So for this year, you lose nothing by having mixed accounts, as long as every account that business money touched is in the download. That is why the download page says every account, including the cards you think of as personal.
That is the whole system. It takes an hour to set up and about a month to become a habit. From then on, the itemizing routine is faster, the deductions are all in one place, and an audit is a short conversation.
Back to the tax estimate or the download page.