How to make the coming tax season 11x more exciting

A couple weeks ago, I wrote about attending my first ever pro football game.

I don’t really care about football.

And after the first 20 or so minutes of the game, when the novelty of being in a big stadium and seeing billion of dollars’ worth of talent running around on the pitch, I thought to myself, “This is nice, but I could imagine going home at half time.”

And yet, I didn’t leave, and the rest of the game proved endlessly exciting and fascinating.

After the game, I asked myself what did it.

In part, it was the game itself — an underdog versus an overdog, lots of attacking and good chances, a last-minute goal.

But I’m not sure I would have cared about any of that had my friends and I not decided to also make a 1 euro bet on the outcome of the game. I think the bet, small and stupid though it was, suddenly sucked me into what was happening in a way that simple sports never could.

The fact is, betting makes anything more exciting.

I heard once that a person who bets any amount of money on a game is 11x more likely to watch the game.

I’ve been thinking about how to take advantage of that instinct to make betting a sales mechanism, or useful for sales. While I figure that out, betting is useful to me today for the sake of simple content.

For the past couple days, I’ve been promoting Jeanne Willson and Kirsten Graham’s free “Taxes for solopreneurs” masterclass. I got a reply to my email about that yesterday from a reader who wrote:

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I have to be totally honest: given the state of US politics and the IRS as an institution, not only do I not think that’s true, but I’m also pretty confident that no one is getting audited until another administration comes in. They’re just too understaffed.

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I don’t know if that’s true, but I figure betting on it is a sure way to make the coming tax season 11x more exciting.

Of course, in this context, this will not be any positive kind of excitement. Bet that the IRS is too understaffed to single you out is likely to turn 11x otherwise good moments into moments of worrying, fretting, and taking out mental time that could be used to more productive or profitable uses.

If that’s not the kind of excitement you want or need in your life, I would refer you to Thursday’s training by Jeanne and Kirsten.

Jeanne and Kirsten will share a plan to take care of the looming cloud of a tax audit, without paying the $200-$500 per month that you would pay to your local CPA.

And yes, there will be a done-for-you service for sale at the end of Thursday’s training to make your tax worries disappear.

And yes, I will get paid something as an affiliate if you take Jeanne and Kirsten up on this offer.

But I’m not getting paid anything to plug Jeanne and Kirsten’s training on Thursday, which will be valuable and instructive on its own, whether you choose to buy the offer at the end.

If you would like to sign up for this free training, and reclaim the part of your brain that’s worried about taxes:

https://lessmathmoremoney.com

Others get audited for their travel and entertainment deductions… YOU deduct TWICE as much, yet get no flack from the IRS

This week I’m promoting Jeanne Willson and Kirsten Graham’s free training on how solopreneurs can offload their bookkeeping without paying CPA prices.

Unfortunately, I know very little about the world of taxes or bookkeeping.

Fortunately, I know something about copywriting, and the world of direct marketing. That’s how I know of a sales bullet, written by A-list copywriter Parris Lampropoulos, in a blockbuster sales letter from 1996:

“Others get audited for their travel and entertainment deductions. You deduct TWICE as much, yet get no flack from the IRS. The secret is on page 18.”

In case you’re curious about the secret to not getting audited while others do, it’s this, from page 18 of the book Parris was promoting (I’m summarizing):

Submit documentation and proof along with your tax return. The IRS officially discourages attached proof and evidence. Even so, it’s a proven recipe to reducing your chances of an audit, because while audits are triggered automatically, they are reviewed by a live human, and a human might look at your attached proof and decide your claims are legit.

This info, which supposedly comes from a well-connected IRS insider, is from the 1990s.

Is it still true today?

I cannot say. If you’re really worried about getting audited, I would refer you to Thursday’s training by Jeanne and Kirsten.

Jeanne and Kirsten will share a plan to take care of the looming cloud of a tax audit, without paying the $200-$500 per month that you would pay to your local CPA.

And yes, there will be a done-for-you service for sale at the end of Thursday’s training to make your tax worries disappear.

And yes, I will get paid something as an affiliate if you take Jeanne and Kirsten up on this offer.

But I’m not getting paid anything to plug Jeanne and Kirsten’s training on Thursday, which will be valuable and instructive on its own, whether you choose to buy the offer at the end.

If you would like to sign up for this free training, and reclaim the part of your brain that’s worried about taxes:

https://lessmathmoremoney.com/

You can laugh at tax worries — if you follow this simple plan

Next Thursday, November 6, at 2pm EST/11am PST, Jeanne Willson and Kirsten Graham will put on a free training about the sexy and exciting topic of taxes. The full title:

“How Online Business Owners Can Get Their Books Organized Before April 15, 2026 (Without Paying CPA Prices)”

I met Jeanne and Kirsten earlier this year within a small paid community I’m a member of.

The two of them partner together in several businesses that support solopreneurs, or as they put it, “business owners who need help the most.”

Jeanne and Kirsten’s training will be about how you can offload bookkeeping from your head if you are doing it yourself currently… or finally get it done if you are (gulp) not doing anything about your taxes at the moment, and are simply hoping this problem will somehow fix itself before tax day comes.

Jeanne and Kirsten will share a plan to take care of this looming cloud without paying the $200-$500 per month that you would pay to your local CPA.

And yes, there will be a done-for-you service for sale at the end of Thursday’s training to make your tax worries disappear.

And yes, I will get paid something as an affiliate if you take Jeanne and Kirsten up on this offer.

But I’m not getting paid anything to plug Jeanne and Kirsten’s training on Thursday, which will be valuable and instructive on its own, whether you choose to buy the offer at the end.

If you would like to sign up for this free training, and reclaim the part of your brain that’s worried about taxes:

https://lessmathmoremoney.com/