Aug 4, 2026 · 36 min · 13 segments
Is it really possible to pay almost zero in taxes, legally? In this episode of the Measure Success Podcast, I sit down with Bronson Hill, founder and CEO of Bronson Equity and author of Fire…
Bronson HillGuest
Carl J. CoxHost
We have a lot of, especially on the tax side, we have clients in there and they're like, And I'll just say this, and I appreciate it, like, hey, I don't want to pay any taxes ever.

And we had this really funny situation of like, before they're getting ready to sell, I'm like, hey, you go show some profits sometime your tax return, otherwise people aren't going to believe your EBITDA.

You know what I mean? They're going to be like, you need to show something to get a multiple to sell your business.

But then you run into what can we do to help either defer or outright not pay taxes right off of the game? For those who are listening, why don't you dive into that a little bit more, what you're talking about, because there are some really cool strategies, especially in real estate, perhaps in oil and gas, of where you can find ways to, at a minimum, defer that gain for perhaps your business sale or doing other ways to defer sales.

I'm not a CPA, so I'm not giving anybody specific tax advice to give that disclaimer.

So consult your own professional or get a referral to one of our tax strategists that we refer people to.

I was paying about a 25% effective tax rate when I was a medical sales And then I got down to about a 1%, and it would have been zero, but because it's California, they take their pound of flesh.

So how did I do that? It was through something called the real estate professional designation.

But basically, if you or your spouse, so it can be your spouse as well, put in 750 hours a year, and it's got to be 51% of your working time, you can use losses or depreciation from real estate investments against your ordinary income or your spouse's ordinary income.

I just said a lot there, but basically what it is, if I invest a hundred thousand in a real estate deal, often some of these deals produce, you know, 70, 80, $90,000 in passive losses.

We have a lot of, especially on the tax side, we have clients in there and they're like, And I'll just say this, and I appreciate it, like, hey, I don't want to pay any taxes ever.

And we had this really funny situation of like, before they're getting ready to sell, I'm like, hey, you go show some profits sometime your tax return, otherwise people aren't going to believe your EBITDA.

You know what I mean? They're going to be like, you need to show something to get a multiple to sell your business.

But then you run into what can we do to help either defer or outright not pay taxes right off of the game? For those who are listening, why don't you dive into that a little bit more, what you're talking about, because there are some really cool strategies, especially in real estate, perhaps in oil and gas, of where you can find ways to, at a minimum, defer that gain for perhaps your business sale or doing other ways to defer sales.

I'm not a CPA, so I'm not giving anybody specific tax advice to give that disclaimer.

So consult your own professional or get a referral to one of our tax strategists that we refer people to.

I was paying about a 25% effective tax rate when I was a medical sales And then I got down to about a 1%, and it would have been zero, but because it's California, they take their pound of flesh.

So how did I do that? It was through something called the real estate professional designation.

But basically, if you or your spouse, so it can be your spouse as well, put in 750 hours a year, and it's got to be 51% of your working time, you can use losses or depreciation from real estate investments against your ordinary income or your spouse's ordinary income.

I just said a lot there, but basically what it is, if I invest a hundred thousand in a real estate deal, often some of these deals produce, you know, 70, 80, $90,000 in passive losses.
The rest of this transcript — segmented and speaker-labeled, so you land on the exact moment something was said
Search every transcript — by keyword, by phrase, or by meaning, across every show Radar indexes
Trends — what is surging across podcasts, measured against its own baseline
Alerts — when a name you follow appears in a newly indexed episode
No account is needed to search Radar.