The Plain Record

What things really cost, and why.

Fifteen minutes on Friday keeps a shoebox from becoming an April problem

Posted on by Talia Winshawin Financial5 min read

A pickup truck parked at a building supply yard loading dock with lengths of pipe strapped in the bed
A pickup truck parked at a building supply yard loading dock with lengths of pipe strapped in the bed

A return is not difficult because taxes are difficult. It is difficult because it asks questions in February about decisions made in June, and by February nobody remembers whether the supply house run was for the Henderson job or for the shop. Reconstructing that costs a weekend and produces a worse answer than writing it down at the time would have.

The routine below takes about fifteen minutes a week. It is not clever and it is not software specific. What it does is move the work to the moment when you still know the answers.

What the return is actually asking for

Three things, in plain terms. What came in. What went out and in which category. And proof that the second one was for the business.

The last is the one people underserve. A bank statement shows an amount and a merchant name, which establishes that money moved and nothing about why. The receipt, plus a note about what the purchase was for, is what turns a transaction into a deduction. Adequate is not a word you get to define here. If the question is ever asked, it will be asked by an IRS examiner reading your folder cold, years later, with no memory of the job to fill in the gaps.

The Friday routine

  1. Empty the truck, the wallet, and the glove box of receipts. Every one, including the ones you are sure are personal.
  2. Photograph each receipt and write on the photograph or in the file name what it was for. Four words is enough. Fittings, Henderson bathroom.
  3. Open the business account online and read the week's transactions. Anything you cannot identify, identify now, because in March you will not be able to.
  4. Write down the week's mileage from the odometer or the app, split between business and personal.
  5. Send any invoice that is finished. This is not a records task, and putting it in the same fifteen minutes is why it gets done.

Do it at the same time every week. The specific time matters less than the fact that it is fixed, because a routine that floats becomes a routine that stops.

The categories worth splitting at the time

Three of them cause most of the trouble, and all three are trivial to handle on the day and painful to reconstruct later.

Mixed use purchases are first. A trip to the big box store that includes conduit for a job and a bag of mulch for your own yard is one receipt covering two things. Split it on the receipt photograph with a pen while you are still in the parking lot. Nobody can do this in April.

Vehicle use is second, and it is the single most commonly reconstructed and most commonly questioned category. A contemporaneous log, meaning one kept as you go, is worth substantially more than an estimate built at year end, and the difference is not effort. It is credibility.

Large purchases are third. A tool that will last several years is treated differently from a box of consumables, and the decision about how to treat it has consequences across future years. Flag anything above a threshold you set yourself and let the preparer decide, rather than burying it in supplies.

How long any of it has to survive

The list is short. Receipts, bank and card statements, the invoices you sent, the mileage log, and anything that establishes what a purchase was for. Hold them digitally, backed up in a second place, in folders named by year.

Records supporting a return are generally kept for several years after filing, and records relating to property you still own are kept for as long as you own it plus the years afterward, because the purchase price matters when you sell. That second rule is the one people break, throwing out the paperwork on a truck or a building years before it stops being relevant.

Digital is fine and in most respects better, with two conditions. The backup has to be somewhere that is not the same device, because a phone in a toilet or a laptop stolen from a truck takes the only copy with it. And the folder structure has to be something a stranger could follow, since the person who eventually needs to find a receipt from three years ago might be your preparer, your bank, or you on a bad week.

The records that live outside the shoebox

Some of what a return depends on never passes through a receipt at all, and these are the ones that go missing when a business changes hands or an owner changes accountants.

  • The loan documents for anything financed, showing the original amount and the amortization, since only the interest is deductible and you need the split.
  • The formation paperwork and the employer identification number letter, which get asked for at every bank and every insurance renewal.
  • Prior year returns, all of them, in one place. Carryforwards and depreciation schedules chain from one year to the next, and a missing year breaks the chain.
  • Any correspondence you have ever had with a tax authority, and what came of it.

The two records nobody keeps

A mileage log is the first. It needs the date, the destination, the purpose, and the miles. An app does this without being asked and is worth the small subscription for anyone who drives for work.

The second is a measurement of the home office. If part of your house is used regularly and exclusively for the business, the square footage of that space and of the whole house is a number you need, and it takes four minutes with a tape measure once. Write it down, photograph the room, and keep both. People claim this deduction for years without ever having measured anything, which is exactly the position you do not want to be in if asked.

What good records buy beyond the return

They are what a lender asks for. A bank considering a loan on equipment or a line of credit wants two or three years of clean numbers, and a business that cannot produce them either does not get the loan or gets a worse one.

They are also what a buyer asks for. Anyone purchasing a small business is buying documented earnings, and undocumented earnings are worth close to nothing at the table. That is a distant consideration for most owners and it arrives faster than they expect.

Most immediately, they buy you the ability to answer a question about your own business in under a minute. That turns out to be the thing you use every week, long before April.

About Talia Winshaw

Talia explains how things work, on the theory that it makes the rest easier.

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Talia Winshaw

Talia explains how things work, on the theory that it makes the rest easier.

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