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Today, my guest is Rhett Fruitman. Rhett is a co-founder and CEO of Inherited Property Match, a nationwide service that connects heirs, executors, and trustees with real estate brokers who specialize in selling inherited properties. And in just a minute. We're going to speak with Rhett about inherited property issues and solutions.    https://inheritedpropertymatch.com/ https://www.linkedin.com/in/rhettfruitman/

J Darrin Gross I'd like to ask you, Rhett Fruitman, what is the BIGGEST RISK?   Rhett Fruitman I would say the biggest risk in the context of inheriting property is not having everyone aligned, as I was saying with the siblings, where that's like it's not the problem is it's not even a black. Swan risk-it's just like a general 30 or 40% of the time risk. In terms of like life black swan risks, as we were talking earlier, you know, humanoid robots taking over the world or something. But in general, in inherited property, the the big risk that you can try to prevent is sibling disagreement.   https://inheritedpropertymatch.com/ https://www.linkedin.com/in/rhettfruitman/

Today, my guest is Dan Keane. Dan is a second-time mobility founder who co-founded PushMe and scaled it to 5,000 battery swap sites across 40 cities before Tier acquired it in 2020, a Forbes 30 Under 30 honoree. He led Deliveroo across 20 markets after a merge an M&A at Green Hill.    https://www.linkedin.com/in/dancbkeene/

J Darrin Gross I'd like to ask you, Dan Keane, what is the BIGGEST RISK?   Dan Keene Great question. I will. I'll pull it back to robo taxis, just because we've been looking at this risk quite a bit today. Robo taxis are inspected by human eyes, and we think eyes generally tend to miss things. And what I mean by that, every time a vehicle comes back to a centralized depot one to three times per day, a human will do a full inspection. Now, I'm not talking about the cleanliness of the vehicle here. I'm talking about the tire tread. I'm talking about safety features of the vehicle, maybe an indicator is out, etc. etc. So there's a lot of risk there, and very difficult to underwrite that risk when when it's a human checking. What we can do with what we're building with ASEAN, we use cameras, we use machine learning, we can check all these things, we can record it, and we can pass it along to to insurers or under underwriters, whoever it might be. So yeah, I was a bit boring there. I brought it back to robo taxis, but it's it's obviously a it's an extension of of automobiles, right? And and the the insurance industry around that is is massive. So there's a lot of opportunities there.   https://www.linkedin.com/in/dancbkeene/

Today, my guest is David Dean. David is an author, speaker, and business AI realist who explores how artificial intelligence reshapes work, judgment, and accountability in organizations. And in just a minute, we're going to talk with David Dean about artificial tel intelligence, adapt and or how to adapt and future-proof your business.    https://www.davidchristopherdean.com/

J Darrin Gross I'd like to ask you, David Dean, what is the BIGGEST RISK?   David Dean Biggest risk, in my opinion, is an organization that ultimately doesn't understand itself with it, and and and and that's kind of the biggest theme thing around my book is to help create awareness around risk. So, as a leader, you only have you have accumulated information on how you're behaving in an organization. Things are presented, you know, put together in ways, and you're presented information in a certain manner with that. You don't understand everything that's going on, and and rightfully, that's very difficult to do, you know, almost nearly impossible with this. But you also have to recognize there's a lot of things you don't understand on how your business works and how it's occurring, and so that that undocumented behavior that you do as an organization tells a lot of reveals a lot of things that are gaps, issues, problems, and that introduces a lot of risk around it. So when you're a lot of times when leaders make decisions around things, they only have a portion of the picture with it, and so you are accepting risk by only having a portion of that picture with it, and and so that's the other thing is like, if you recognize that and you move forward with that, you know what are the consequences, you know, down the line relating to some of those decisions on it, and and it's kind of like that example. I'll use AI's really great example. Here are companies that have laid off people with AI replacement, and then six months go by, and they're like, "Oh no, everything's falling apart. You know, with it, we can't do the things that we do. We need to hire all these people back. That's a really good, solid example of not understanding what everyone does and why we hire people to begin with on it, and you kind of accepted that risk. So the better you can understand your organization and use AI to help you do that, the better you are going to be in the long run to avoid any kind of downstream risks in your organization. https://www.davidchristopherdean.com/

Today, my guest is Ali Nasr. Ali is the managing partner of Rise 360 Ventures and a multi-generational expert in manufactured housing communities, raised in the business, Ali brings decades of lived experience in operations, valuations, and community transformation. And in just a minute, we're going to speak with Ali Nassar about why I stopped chasing hot markets and started printing checks instead.    https://rise360ventures.com/

J Darrin Gross I'd like to ask you, Ali Nasir, what is the BIGGEST RISK?   Ali Nasir Thank you for asking, Darrin. I think the biggest risk in investing in in manufactured housing humanities is, and I'm going to use, I'm going to coin a a term here, a phrase that it will will that will imply that it's insurance related, and but it isn't. And let me explain. So I I'm going to I I want to reduce this to one word, and I'll call it overwriting, and not overriding in the typical definition and insurance definition, and but rather in a in a in a in a in a context where this word isn't I don't think it's grammatically or or proper. It's not a proper use of the word. I'm just I'm just using it anyway. So by overwriting I mean the opposite of underwriting, and so if you're and by overwriting I mean essentially you know are you are you are you paying too much have you not have you have you not because then if if you've overwritten that means you haven't you haven't you're you're paying. You may not be paying the right price. You may not be raising enough capital. So you're underfunded, you know. And all of these things are are as a result of overwriting, right? Because now you you you haven't really you've overpaid. You're underfunded, and then you're under the gun in terms of being able to get this stabilized, and then and you pay for that for for for you know for years, if not even much longer than you anticipate on the deal. And I and I bring that up because I think it's important to to have the community, you know, have folks understand that it's all. About buying right, as I've heard you say many times in in your other podcasts. So that would be the biggest risk: is is is you know not performing the due diligence correctly, which essentially leads to this. I had if I had to give you one word, like I said, overwriting. https://rise360ventures.com/

Today, my guest is Jason Leeds. Jason is the chief growth officer at Dartcor Enterprises. He grew up in the family business, spent time in both technology and finance, opened his own restaurant, and ultimately returned to hospitality to help lead Dartcore's next chapter.    https://www.dartcorenterprises.com/

J Darrin Gross I'd like to ask you, Jason Leeds, what is the BIGGEST RISK?   Jason Leeds I don't know if I have a specific thing off the top of my head, but one of the quotes I really like when I when I think about risk is that it's not the things that you don't know that get you in trouble. It's the things that you think you know for sure that just aren't true, right? I think that was Mark Mark Twain, and so I think what that means for us and and in our business is really around just always always turning over rocks and trying to figure out what's next. I mean, we're we're an engagement business, right? And we're there. There's a lot of things competing for people's attention and their time and their presence now. And what our goal is is to you know help make spaces that whether they're in offices or restaurants that people want to return to again and again and again. And the only way to do that is to continue evolve, continuing to evolve, and so you know the biggest, I guess, the big biggest risk. What that means for us at the end of the day is just staying static.   https://www.dartcorenterprises.com/

Today, my guest is Alan Fruitman. Alan Fruitman has helped more than 1000 investors purchase several billion dollars of triple net properties. Tenants include Chase Bank, Chick Fil A, Chipotle, McDonald's, and many others. He also wrote the triple net property book,   https://1031tax.com/

J Darrin Gross I'd like to ask you, Alan Friedman, what is the BIGGEST RISK?   Alan Fruitman The biggest risk is what comes next. I'll call it the unknown. So we live in a world of the internet, Amazon, artificial intelligence, and I think the biggest risk is trying to really understand and make value judgments of what's coming next? What tenants will be here? Blockbuster Video disappeared. It's no longer needed. The world evolved, and it's no longer needed. So I mentioned a lot of tenants through this podcast. Which ones will be here in 10 years, 20 years, 30 years? What will AI replace? What will Amazon replace? Well, let's go back to McDonald's. When you're driving down the street in this year 2046, 20 years from now, are you still going to be hungry and not be able to order it online and now? Delivered on your lap when you're between appointments and need to catch a quick meal, I think so. If you're if you're Firestone Tire, Amazon can deliver tires to you in your garage, but who's going to put them on? So I think there's certain industries that will pass the test of time. Will Walgreens be here in 20 years? I don't know. Amazon delivers pharmaceuticals, and and other companies deliver. Mark Cuban as a delivery company for pharmaceuticals, and others will do more and more of that. So I think understanding what comes next and making value judgments in my world-that's the risk we need to be prepared for.   https://1031tax.com/

Today, my guest is Dan Wardrope. Dan Wardrope is the founder of Flexible and the author of *The Instant AI Agency* an Amazon best-selling book that reveals a radically different way to make money with AI in 2026, and in just a minute we're going to speak with Dan Wardrope about How AI Can Help Your Business.   https://www.skool.com/ai-automation-agency/about?utm_source=skooldotcom&utm_medium=website&utm_campaign=discovery_search_group_link

J Darrin Gross I'd like to ask you, Dan Wardrope, What is the BIGGEST RISK?   Dan Wardrope Yeah, so I explained at the start of the call by Journey, which has took me all the way from being a basketball player. To starting a job, to typing that into Google, make money online, to running an SEO agency, to selling other people's products via affiliate marketing, to running a paper lead agency, to getting involved with AI. At every stage of that process, there was a massive obstacle, or a massive. There was something in that in my journey at that point in time that said, "It's all going to hell. It's all over. You might as well give up now and and go get a job somewhere. But from my experience, and I've been doing this a little while now, is that every time there's an obstacle or a point where I'm holding my hands up and going, I can't do this anymore. That's when a breakthrough is made, and that's when you're able to innovate and go to the next level. So the biggest risk for me personally is to not look forward to that moment in time, to when the next thing's going to happen, and not and not tackle that as an opportunity, and turn the turn my back on it, and give up because it's hard. It's hard to do, especially as you get a little older and you've got less energy than you used to have. So for me, adversity, looking at adversity and not facing it, is is the biggest risk for me personally, if that makes sense,   https://www.skool.com/ai-automation-agency/about?utm_source=skooldotcom&utm_medium=website&utm_campaign=discovery_search_group_link

Today, my guest is Nick Khamsopa. Nick Khamsopa is the CEO of Hudson Housing Lifestyle, building workforce communities across the Hudson Valley, where working families truly belong. And in just a minute, we're going to speak with Nick Khamsopa about the affordable housing crisis. https://hudsonlifestyle.com/