One More Round Podcast

The episode covers substantive financial planning topics like tax strategies, cost segregation, bonus depreciation recapture, and 401k leverage - concepts a B2B operator wouldn't necessarily know. However, much of the conversation is padded with relationship-building commentary, motivational tangents (the guests' personal stories), and repetitive refrains about 'calling professionals' and 'doing the right thing.' The actual instructional density is diluted by filler and throat-clearing.

“They're all usually in that business because they like numbers and they're good at what they do. There are levels of CPA though, right? There's ones that are just, I'm going to run your numbers, I'm going to do your taxes. But they're not going to say, hey, maybe think about this.”

“You have to, you really have to have a plan of how long you're going to hold something, if you're going to take that bonus depreciation. Because basically it was, I think it was 27 years, you know, that you would, you could take the depreciation. Right. And then they escalated that. Right. The bonus depreciation, where you could take that big write off, you know, right off the bat, but you sell it, two years later, there's going to be that recapture.”

The core frameworks - coordinating between tax professionals, tax deferral strategies, the 'quarterback' metaphor for financial planning - are familiar in financial services discourse. The bonus depreciation recapture warning is useful but not novel; the 1031 exchange and Roth conversion tactics are well-established. The guest repeats common talking points ('get money before you need it,' 'be honest with professionals') that circle in the industry regularly without counterintuitive takes or first-principles challenges.

“You have all these people, all these functions that you might be working with. Uh, you might have your tax person, you might have an estate plan person, you might have somebody who's doing your wealth management, someone who's looking at your insurance. Well, I will look at all that stuff and say, okay, here's what you, you should talk to them about. Right.”

“It's not that they're not paying taxes. They're just not paying taxes right now. They're kicking the can down the road.”

Josh Norris is a managing partner at Arrive Financial and holds a Chartered Financial Consultant designation - legitimate credentials. However, the transcript provides minimal evidence of him operating at significant scale or having done notably complex, high-stakes deals. The discussion remains advisory/consultative rather than revealing hard operational experience (e.g., managing institutional portfolios, navigating major regulatory changes, scaling a firm). He's competent and relevant but not a marquee operator.

“I'm a managing partner at Arrive Financial. I'm a chartered financial consultant. So my job really is financial planning.”

“I've own a lot of, I don't know, five or six companies at this point. Um, I have a lot of business friends.”

The episode includes some concrete numbers (401k contribution limits: $24,500; catch-up: $7,500; depreciation periods: 27.5 years; tax brackets: 15 - 20% long-term capital gains, 37% ordinary income) and a real-world example (mother-in-law's property sales, Tommy Mello's A1 Garage fleet). However, most tax strategy examples are hypothetical ('let's say they got a million and a half bucks'), and the conversation lacks specific case studies with dollar outcomes, timelines, or measurable results. Named examples are sparse and vague.

“Well, that's a uh, macro. You know, someone who's looking at the macro. And that's why it's just important for everybody to understand where they're at, what their situation is. Does this apply to me? Does it not?”

“something along the lines of 90% of the taxes are paid by the top 10% earners. Oh, like that's, I mean look it up, Google it. We should probably Google it. But it's something astounding like that.”

The hosts ask opening questions and prompt discussion, but follow-ups are shallow and often redirected into motivational tangents. When Josh raises the mother-in-law's estate situation, Danny acknowledges it emotionally but doesn't probe deeper into the mechanics. The bonus depreciation recapture segment is the sharpest exchange - Daniel pushes on consequences, and Josh responds substantively - but most conversation defaults to agreement and affirmation ('Yeah, that's smart,' 'Exactly'). Little pushback or productive disagreement emerges.

“So basically the government is refunding your money. And I'm a little uncomfortable about the way these people seem to be presenting this because it's getting a lot of calls, it's generating a lot of calls to me or people asking how to do that or how to get the government to buy their house for them. Like, it doesn't work like that. You know, you can't just write off depreciation on anything. You can only do it on rental properties.”

“So it's like you really have to have a plan of, of if you're going to buy a building and you're going to do, or a rental property, uh, when and if you should take that, because in some cases you shouldn't. If it's going to be a short term. You're looking to hold for two years and that's it.”