Small Business Tax Savings Podcast
Sep 30, 2026 · 30 min · 13 segments
Documentation 101: How to Prepare for an IRS Audit You claimed the deduction. But if the IRS asks, can you prove it? Mike Jesowshek, CPA, explains which records you need to support your business…
And the thing is, when we talk about a tax deduction, and you'll hear me talk about this all the time, tax strategy is not just about knowing the strategy and then putting it into practice, it's correctly implementing it.
As we get closer to year end and as we get closer to starting to dot our I's, cross our T's, check to make sure that we're implementing everything correctly, it's so important to get this right.
And so as you're kind of leading into the end of the year and as you're starting to implement these tax strategies, I want to go through what's important to get right because these are the things that help you sleep at night.
These are the things that make you not even worried about an IRS audit because if one comes, you don't have to worry about it because you already have that checked.
A lot of people think, and this is something, you know, being in this area for a long time, is that if they swipe their card for a transaction, swipe their business card, that's just a business expense.
So, you know, they go to a meal and who cares who it's with? I'm going to swipe my business card.
It's a business expense because I used my business card on it, right? Well, the problem is that just using your business card on something does not make it a business expense.
There has to be something there that makes it, turns it from a business transaction into a legitimate business expense.
So when we talk about that $20,000 deduction or anything that you run on your business bank account, there's things we need to do.
We need to make sure, is it a legitimate expense? Do we have a business purpose for it? Can we explain the business purpose for it? And that's the context behind the transaction.
So you have a transaction, an actual transaction, and then you have the context.
You can't say, well, I bought this thing, and I spent $20,000 on it, and its business purpose is X, Y, and Z, and you have all this context, but if you never spent $20,000, that's not valid either.
But you also can't have a $20,000 transaction, or whatever the dollar amount is, with no context to it, because that is an invalid deduction.
And the thing is, when we talk about a tax deduction, and you'll hear me talk about this all the time, tax strategy is not just about knowing the strategy and then putting it into practice, it's correctly implementing it.
As we get closer to year end and as we get closer to starting to dot our I's, cross our T's, check to make sure that we're implementing everything correctly, it's so important to get this right.
And so as you're kind of leading into the end of the year and as you're starting to implement these tax strategies, I want to go through what's important to get right because these are the things that help you sleep at night.
These are the things that make you not even worried about an IRS audit because if one comes, you don't have to worry about it because you already have that checked.
A lot of people think, and this is something, you know, being in this area for a long time, is that if they swipe their card for a transaction, swipe their business card, that's just a business expense.
So, you know, they go to a meal and who cares who it's with? I'm going to swipe my business card.
It's a business expense because I used my business card on it, right? Well, the problem is that just using your business card on something does not make it a business expense.
There has to be something there that makes it, turns it from a business transaction into a legitimate business expense.
So when we talk about that $20,000 deduction or anything that you run on your business bank account, there's things we need to do.
We need to make sure, is it a legitimate expense? Do we have a business purpose for it? Can we explain the business purpose for it? And that's the context behind the transaction.
So you have a transaction, an actual transaction, and then you have the context.
You can't say, well, I bought this thing, and I spent $20,000 on it, and its business purpose is X, Y, and Z, and you have all this context, but if you never spent $20,000, that's not valid either.
But you also can't have a $20,000 transaction, or whatever the dollar amount is, with no context to it, because that is an invalid deduction.
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