"Inspired to Invest" Podcast
The "Inspired To Invest" Podcast shares stories from inspirational business owners, entrepreneurs and real estate investors, how/why they got started, challenges/obstacles faced, successes achieved, lessons learned and much more.
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The host of "Inspired To Invest", Serena Holmes, ran her own multi-award winning brand experience agency for 18 years and has been investing in real estate for over ten years. Throughout the course of her career, she has had the chance to get to know some super amazing people who have taken charge of their lives to start a business and/or invest in real estate to completely change the trajectory of their finances, their future, and the legacy they will leave behind for their family.
With this said, the concept for “Inspired To Invest” was born.
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"When you invest in yourself, the sky's the limit!"
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"Inspired to Invest" Podcast
How To Buy A Property WAY Below Market Value
How To Buy A Property WAY Below Market Value
Ready to unlock the secrets of real estate investing success?
Welcome back to the 56th episode of "Inspired To Invest". To watch rather than listen, click here.
Join us as we chat with Isaiah Henry, a Wilfrid Laurier graduate and former law enforcement officer who pivoted to a thriving real estate career in 2017. Isaiah kicks things off by sharing his journey from purchasing a Toronto condo to managing a diversified portfolio across cities like Oshawa, Windsor, Sudbury, and Timmins.
We dive into the unique benefits and hurdles of managing properties remotely, which even inspired Isaiah to create his own property management company. Get ready for an in-depth look at why smaller markets like Timmins can be gold mines for astute investors.
In the next segment, we dig into the financial strategies that have fueled Isaiah's ability to scale his portfolio, especially with turnkey properties. Learn how he strategically frees up capital for new investments and why patience is key when waiting for the right deals.
Isaiah also breaks down the world of wholesaling, emphasizing the importance of solving problems over simply acquiring properties. Hear some jaw-dropping stories, like how he snagged a property for just a dollar, and discover methods for finding distressed properties that can set you apart in the competitive real estate landscape.
Finally, Isaiah discusses his remarkable shift from law enforcement to real estate, sharing vital lessons about acquiring distressed properties and adding value. With the current housing market's challenges and high-interest rates, Isaiah stresses the necessity of education, multiple contingency plans, and a deep understanding of your market.
He also highlights the value of having an active business to generate cash flow during uncertain economic times and his ultimate goal of achieving financial freedom through a well-managed portfolio. Tune in to hear Isaiah’s favorite motivational quotes and future plans, including his ventures in fitness and other active businesses.
Don't miss out on these actionable insights and inspiring stories!
To connect with Isaiah, go to @itsmrhenry on social.
Thank you to Honeytree REIT for bringing us this month’s episodes of “Inspired To Invest”. To learn more about them, go to honeytreegrow.ca online & to make your investment, go to: https://invest.atlasone.ca/offers/HNYTRE/about
“Inspired to Invest” is proud to support the Beyond Success Program, a not-for-profit financial literacy program for students, launched by More To Give & MAK Investments. Find out more at @more2give.ca.
Join us again on Jul. 24 to learn about infinite banking and why this strategy is so powerful for real estate investors.
“Inspired to Invest” is proud to support the Beyond Success Program, a not-for-profit financial literacy program for students, launched by More To Give & MAK Investments. Find out more at https://instagram.com/more2give.ca & https://more2give.ca/beyond.
Thank you for tuning into “Inspired To Invest”, hosted by @serenaholmesrealtor & remember, "when you invest in yourself, the sky's the limit!"
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Welcome to the Inspired to Invest podcast, where we're sharing stories from real estate investors and how investing has changed their lives. This episode of the Inspire to Invest podcast has been brought to you by Honeytree REIT and PropertyCastio. Hey everybody, welcome to Inspire to Invest. I have Isaiah Henry joining me today and he's actually from my neck of the woods here in Pickering. Not too many real estate investors I know that are local to me, so welcome.
Speaker 1:Isaiah is a Wilfrid Laurier graduate and he also has a background in law enforcement. But back in 2017, he discovered real estate investing and he got his start with a Toronto condo and then he segued and grew his portfolio into Oshawa, windsor, sudbury and Timmins. But since he is managing his portfolio remotely, he actually created his own property managed company, earning him the title of mayor of T-Town in Timmins, and right now he's looking to collaborate with more joint venture partners, expand into other small multifamily properties in Timmins and he's also looking to continue growing his flipping business. So I thought that was really cool, but thank you for joining us today. How are you?
Speaker 2:I'm great, I'm great. Thank you so much for having me Appreciate it.
Speaker 1:So I thought it was kind of interesting that you started out in law enforcement and then you obviously shifted things over. Can you take us back to what life looked like before real estate investing, and what was the catalyst to really get started down this new path?
Speaker 2:Yeah, so I. So I finished at Laurier and I was all about law enforcement. I had to put that police across my chest, got on my hip kind of thing. So I got, I was on Metro as a special constable, I got on with Toronto Police and I thought I made it and I thought like that was it. So whatever, finished the college and everything goes through and I'm just looking around and this isn't disrespectful to all police officers, but I was seeing the lives of people 10, 15 years ahead of me and it just wasn't it, man. I saw some guys. They were, like you know, beaten up, Like they look like they just went to war. I'm like how old are you?
Speaker 1:no-transcript. I think for a lot of people like you know. There's one company that I've taken some education with and they talk about how multifamily is ideal because you know there's less leaks if that makes sense. You know, if you have like four tenants, it's less of a pain if they leave than if you have just one tenant in a condo. Right, but that was your start. So then how did that go from this condo into all these other markets and all these other things?
Speaker 2:Yeah, 100%. So the condo for me was just easy. Like I bought that one on payment, no idea what I was doing, very little education. I just knew this is how much I make, this is the deposit structure. I can make it happen, yeah. And then looking at like some random, like I think I can rent it for this, like really didn't even know how to do rental comps or whatever, and it was a new build. So I knew like if anything didn't work out, I would just be able to sell or assign it. And that's actually what I did out of that. So I bought that one. I said, hey, this went pretty well. I just saw the equity go up like crazy. Like I bought it under three and less than a year it was the.
Speaker 2:The next phase was trading at five. I was like holy crap, that's some serious equity right now. I was able to do take that, buy another property in Oshawa. Yeah, I felt very tapped out for cash. And then I started um, getting into long distance investing, which is right up my alley. Right up my alley because very tech savvy and I don't like traveling um. So that kind of worked for my skill sets and what I wanted to get done. So moved out to Windsor, picked up one, did some work up in Sudbury, timmins, sault Ste Marie and then now I would say about 85 to 90% of my portfolio is in Timmins and then I'm growing and scaling in there.
Speaker 1:Yeah, I find that interesting. There was actually someone that I interviewed that her podcast aired just recently and she talked about how her and her husband started in some of those smaller markets like you know, Timmins or someone else in Windsor and I think they had very strong opinions about why they're glad they're not there anymore. So it's interesting that you're obviously enjoying that market. So maybe you can talk a little bit more about what attracted you to an area like that and what some of those benefits are.
Speaker 2:Yeah, 100%. So, first thing, price point like the first one I got there is like, well, like under a buck 50, easy, three bed, two bath, like single family home. Rented that one out for you know almost at the 2% rule and I was like, wow, this is super easy. So one thing you did say that I wanted to bring up. That is almost contradictory. In Timmons Everyone's like, oh, go for multifamily, it's less leaks and everything. Yes, that's okay. When you're in a very strong market with a very strong tenant pool, that makes sense. In a tertiary market, where your tenant pool might not be as strong, you're actually just complicating. You're actually putting way more stress on yourself. Some of the properties that I've helped investors manage up there are five, six, seven units. The management expense is crazy because so many tenants are fighting with each other. These are older towns, right, so the construction isn't as good as the GTA, so you're getting these older buildings. It's actually a lot more issues.
Speaker 2:I found much more success with the single family duplex. Like I got single families up in Timmins. I don't even hear I got a nice family in there. You pay top market rent. They don't do anything. I guarantee my rent's up there. It's hands off. It's when I started getting into the three, four units. That's when stuff gets a little bit more management intensive. But again I insourced all my management to start my own little property management firm. So it's easier for me. But I definitely see where other investors coming in. They don't necessarily get the same economies of scale that they hope for.
Speaker 1:Yeah, no, understood. Now. You're obviously talked about some of those challenges that you've seen, but when you look back at now scaling your portfolio, what would you say are some of the obstacles that you faced?
Speaker 2:Some of the obstacles definitely capital and like lack of knowledge, and I think those go hand in hand, because everyone's like, oh, I don't have the money, and some people are like, oh, I don't have the knowledge. It's just like a synergy between the both. So one of the things that I did when I was scaling is I got lazy. I'll be honest. I really understood the burn method and that's what I did on my first couple of deals. It's a lot of work. It's hard to find the deal, do the construction, do the rental refile correctly, make sure you have all your income documents there. It is a lot of work and maybe I just got lazy.
Speaker 2:So the next property I did was a turnkey, which isn't bad, but it's only bad if you're trying to scale. So I did the turnkey and I saw myself get stuck. I was like, ooh, doing this actually kind of locked up my money and I had to do all kinds of financial and real estate gymnastics to pull money out to continue to scale. So that was my biggest hurdle. But once you understand, it's about constantly churning over that money to continue to scale. That's the way you got to go and once you figure that out, I think things are okay. You just got to be a little bit more patient waiting for the deals.
Speaker 1:Yeah, so how long would you say that that took you? So obviously you got started in 2017. It's been about seven years. So what was the pace that you're working at in terms of, you know, acquiring these different properties and scaling across the different markets?
Speaker 2:Yeah, so very slow. So I bought it in 2017. I didn't do anything for like three years and then 2020, I did one in Oshawa, then the next year did one in Windsor yeah, I think the same year I did maybe I won a Windsor one in Timmins. Yeah, the only things I didn't separate was wholesale. I think I wholesaled for and separate that's when the market was hot, like everybody, and their mom was gonna be a separate investor, so that was really nice to capitalize there. Yeah, and then every, I think just from then on, about maybe one one a year up in Timmins and just slowly adding to the portfolio up there.
Speaker 1:Now can you talk a little bit more about wholesaling, because I have had some people reach out to me in the last little while to talk about it and I think it is something that a lot of people are intrigued by but nobody really understands how to do it, like how you find the properties, how you flip the papers. Maybe you can talk about your experiences doing that.
Speaker 2:Yeah, it's been, it's been a great. So I thought a funny story. Um, so I actually wholesale the property Like I bought it for a dollar. Um, I like not like it wasn't given to me, like still purchase and sale agreement, but even for a dollar. My lawyer even looked at it and she's like, are you sure this is right? Like you wrote the wrong price. I'm like no, no, no, I bought it for a dollar.
Speaker 2:So the thing with wholesaling is like you're not necessarily going after properties and again, you can do that, that's fine, but you got to go after problems. You find problems, you find profits and that's how the good wholesale deals are done. If you're chasing properties no disrespect, I would say, go the realtor route, because they have a property, what they want, the highest price on the market, and that's, I think, more a realtor issue. But if you want to solve problems, then I think wholesaling is great. So, whether you're doing off market deals, whatever your marketing strategy is to find those problems, not properties. That's going to be your best avenue to actually be an effective wholesaler.
Speaker 2:And there's guys doing it at way bigger scale than I am. But you know, I find my little niches, my little lists, and I'm able to market to them effectively.
Speaker 1:Yeah, yeah, I met a wholesaler actually that's really big in Southwest Florida and you know, down there you actually don't have to have home insurance. So weird, obviously, because there's a lot of hurricanes and things like that, but you don't actually have to have it. So when storms come through and you know someone might have had their home partially destroyed but they're not insured, so they actually can't afford to do anything. So they'll send out mail outs to all of these areas, especially when there's storm surges and things that are happening and stuff like that. And he looked at it like you know we're solving that problem for them because we might give them 70% of market value but they actually can't afford to fix it. So they're kind of stuck. They can't sell it as is and you know he's making multi seven figures doing that.
Speaker 1:When I met him he's like well, I made like mid seven figures, so I just took the rest of the year off in July. So it was just a way that they kind of sent out those mailers. He's got about 20 people that call the people that go into their click funnels and stuff like that and just kind of stay on top of them and if they're in that situation where they are distressed, it leads to these opportunities. And then he flips the paper to hedge funds. So that's kind of the system that he has set up. But for the problems that you've been looking for here, like how are you finding those Right? Like I understand what you're saying, but like how are you actually finding them?
Speaker 2:Yeah, so you can. So this, I'm not gonna lie, wholesaling in the States is way easier In Canada. Like you can pull your like in the States, like you can like just get lists, like so much information is public. So what I've done is I've just looked at all the public information that the States go after and then just work my tail off to find how I can access that information or close to that information in Canada. So I've found direct mail has been pretty good.
Speaker 2:But honestly, for me and again I would say I'm on a small to medium scale my wholesaling is just being that guy in your market, like the property that I bought for $1, I was literally just sitting in the office. The guy called me out of nowhere, unknown number called me, said hey, isaiah, you're the Timmons guy, right? I'm like, yeah, he's like yo, you're gonna buy this house. Timid guy, right, I'm like, yeah, he's like yo, you're gonna buy this house. I said first of all I'm not gonna do anything. Um, and it literally was like that and a lot of my best deals have come from zero work, just you know, continuing to be out there and in the market. Again, don't get me wrong like I'm still trying to market it and you know, get my stuff out there. But if you can, this is my personal uh advice or experience be that guy in your market and eventually stuff will just start hitting yeah, yeah, no, that makes perfect sense now, when you um, I would say actually it's outside of the real estate business.
Speaker 2:Uh, it's actually my co-op and scholarship program, um, so I have a co-op program with a local high school that kind of segues into the um scholarship program. I work with one to two high school kids um a semester and we kind of just dive into the real estate business. We do a little bit of social, a little bit of deal underwriting, um, a little bit on the mindset, the financial analysis of it, and they just have specific tasks and they do it in like a hybrid model. So they do a lot of it online because that's where I feel work is going anyway. So to teach kids to come in and do this for me, I'm like that's not it, like I need to teach you how to work hybrid on your phone, on your computer, and be effective.
Speaker 2:And one of my first students I won't say her name just to protect her amazing like this girl will will be the CEO of some company one day and she gave me a 10K wholesale rip, 100% her. She did the marketing, she did the follow-up, got the lead, pushed it over to me. All I had to do is sit there and close. So, yeah, it was really nice to see how productive you can get these high school kids to be. And then, obviously, you segue to a scholarship to make sure you're giving back to the community as well.
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Speaker 1:Inspired to Invest is proud to support the Beyond Success program. In today's complex world, it's absolutely crucial for our youth to learn how to take charge of their financial future. We believe that every young person deserves access to accurate, practical financial information. Designed to bridge the gap, the Beyond Success program leverages a comprehensive educational boot camp to equip young minds with essential financial literacy skills. At Beyond Success, it's not just about teaching financial literacy, it's also about fostering a foundation for a prosperous and empowered future. Join us Together, we can build a brighter financial future for the next generations. Join us Together, we can build a brighter financial future for the next generations. Hey everybody, welcome back to Insp to invest. I've got aca henry here with us today and he's talking about how he transitioned from law enforcement over to real estate investing and he's done a little bit of everything some pre-construction condos, he's done multi-family, single family and also flipping and wholesaling. Uh, so, with all of that being said, what would you say is one of the craziest things that you've experienced as a real estate investor so far?
Speaker 2:Yeah, so definitely the $1 property. So I'll kind of walk you through that one Like that's. That's for me the craziest experience. So, like I said, I was sitting just sitting in the office just getting some admin stuff done, to get a call from a random number and he just says hey, isaiah, you're the Timmons guy, I need you to sell this property. We kind of walked through it and he wanted a little bit more than I could offer. But again, like just being one, that guy, someone that they like know and trust, so I was already there and I was able to close. He knew I had the ability to close or whatever.
Speaker 2:I just keep going back and forth. I take a look, I send the team out to look at the property. It's crazy, like foundation mold, like all this stuff. I'm like, ah, like, ah, listen bro like it's not really something I want to take on. And then I find out, one, he was a police officer as well, so we could bro down about that. And two, his wife was really sick and he was just having trouble making the trip. Um, at the end, at the end of the day, he called me back maybe 10 days and he just said yo, if you can buy this for a dollar. Cover the legals, it's yours. I just I can't go back up there again. I said no problem, team got to work really quick, locked it up all the paperwork and got that done. So it was just crazy, you know, being in the right spot at the right time.
Speaker 1:So then, what happened next? So you acquire this property and it sounds like it's pretty distressed. So who did you sell it to? Like? Did you fix it up and then sell it, or like? What was the process afterwards?
Speaker 2:I didn't even touch it, so I just again, being the guy, you know the players in the area 16 hours, I had that thing sold yeah awesome, cool.
Speaker 1:So in terms of lessons, so since you have done so many different things, what would you say are some of the most important lessons that you've learned?
Speaker 2:Yeah, real estate is so simple Like at least me, I make it so complicated, at least on the investing side. Find an asset, add some value and cash out like it's that simple. Anytime I see people trying to make it more difficult than that is. That's when you get stuck. Don't get me wrong. Turnkey is fine, but at that point it's very hard to get your capital out to continue to scale. There will be a point where turnkey makes sense. But if you're looking to grow, the easiest way is find an asset, add some value and then cash out. Whether that's in renovations, whether it's solving a tenant problem, whether it's adding an extra unit. There's so many ways you can actually add value to a real estate asset and once you figure out your niche or what you like doing, add the value, cash out and move on to the next one.
Speaker 1:Yeah, I mean, I think that is something that's been a tried and true way to go about it. I think one thing that people have just had to be very careful with now, though, is because the housing market has been down and interest rates have been up. Like you know, in some instances, they put money into properties and then you're not getting that value out, and, in some instances, are even taking a loss, or the bank appraisal is not coming in where they need it to be. So I think I understand exactly what you're talking about, but I think you still have to be very careful with your market and just like what's happening and stuff like that, right Like there's some investors I'm connected to right now and that's our business Like they flip, but they they lost money on the last several houses that they did, so now they're kind of experiencing quite a big loss, but you just have to be mindful of everything that's happening around you at the same time.
Speaker 2:Yeah, a hundred percent. And I talked to some guys who are doing flipping, like at a larger scale as well, and a lot of them. If you're going to do it at that scale, like you know you're going to get some losses but they're going to win with volume. And then if you're going to do stuff at a smaller scale, your contingencies just have to be higher. Like where am I getting the cash to do the things I want to do? And I think if you can either mitigate whether you have, like you know, plan A, b and C or you're doing less deals just to mitigate your cash position I think that's very important now. It was important before, but you know, getting money at 1% was fun for everybody, but now, with money a little bit more expensive, it's more important to be very diligent in the way you underwrite and have your contingencies A, b and C or just, you know, win on volume. Whatever your plan is, just to be a little bit more dialed in.
Speaker 1:Yeah, no, absolutely. Now you touched on briefly just some things around education, so can you talk about how you've gone about educating yourself as you've been growing and what's some of the best advice you've?
Speaker 2:no-transcript. I would just say, like you can win, you can win on singles and be happy when the home runs come. I think if you only swing for home runs, you know sometimes you strike out and then like it's really hard to recover. Warren Buffett always says first rule of investing don't lose money. Second rule of investing see rule number one. If you don't lose money, you continually hit singles as you continue your investing journey. You will eventually get where you want to go. And again, I'm very risk averse. I wish I was more risk tolerant, but for me personally I am risk averse. Yeah, doing the small little singles deal here, deal here, you know good management, good tenants and continue to move up that way Way more manageable to kind of get where I want to go.
Speaker 1:Yeah, yeah, that makes perfect sense. Now, you obviously talked about how flipping is something that you want to kind of continue down like what would you say is next for you? Is that something that you want to focus on? Or you know, how do you see things unfolding in the next few years?
Speaker 2:Yeah, I'll be honest if I didn't have to be a flipper, I wouldn't. The risk appetite is heavy. Like anytime I go to the go on a flip, my stomach is just in knots for months. Yeah, which is a? It's a necessary evil, in my opinion. Like you, do need an active business, and that's what I think so many people missed on that. You know 2020, 2022, bull run everyone's just buy, buy, buy, buy, buy, buy, buy.
Speaker 2:But now you see these guys or girls with big portfolios and you know the maintenance, the capex, the tenant issues. You know Trudeau doing whatever he's doing up there and money needs to be outlaid. But if you don't have that active business, where do you get these cash from? So you're either going to take up more loans or you're going to go have to start raising private debt, and that gets sticky as well. So the reason for me personally, flipping it's a nice way to make larger sums of cash and I'm not involved. I don't swing the hammer or anything, so I'm not actually involved. So I can still keep my nine to five. I continue to flip to build that up and then I put that back into real estate, whether that's paying down debt or acquiring some additional properties.
Speaker 1:Yeah, no, that makes sense Now. You talked about when you're in law enforcement and the life that you didn't want to be leading, so maybe you can talk about how real estate investing has changed your life. And when you think about financial freedom you know you're not there yet, but what would be your financial freedom goal?
Speaker 2:Yeah for sure. So, in terms of real estate, what it's afforded, like it's just giving you so many options. Like it gives you a really great platform to lean on. Like you know, if you ever switch jobs, lose jobs, do whatever, and you don't have the real estate or that additional business in the background, like you're scared, especially now the job market is not what it once was. Like I know guys, I've talked to people who are looking for jobs. It's just not out there and I think social media does a terrible job painting this picture. Everybody's making 150, 200 K. That's not, that's not a thing. I just that's not what everyone's making. But if you don't have real estate, you're you're really like drowning back there and you know as your expenses go up. But real estate has really given me a platform to continue to build. Like, whenever I was between jobs, I always knew I had something and it continues to churn in the background month over month, year over year. Tenants pay rent, mortgage goes down and the property values go up, hopefully, and you're able to continue building wealth over time. So that's been great.
Speaker 2:Now, in terms of where I want to be, financial freedom wise, the goal for my portfolio is 20K gross rents wise, the goal for my portfolio is 20 K. 20 K gross rents. Once I get there in the portfolio which I thought I was going to be there on this this uh the last acquisition, but it didn't go. It didn't work out, but that's okay. 20 K gross rents stop acquiring uh flipping an active income paid on all the debt. Uh, however long that takes you, let's uh allocate a 50% expense ratio. That's 10 K a month, free and clear on your property, including management, capex expense, everything right.
Speaker 2:Yeah that's 10k every month, nice and easy, and then you can do what you want. So, whatever you know, I want to do like I'm big into fitness and working out, so I'd love I'd probably start a gym. There's others active businesses that I'd love to get into. But, man, if you can solidify 10k a month, oh baby. You have so many options to kind of get out there and do what you want to do.
Speaker 1:Yeah, that sounds great. Now, obviously, the name of this podcast is inspired to invest, so I always like to ask our guests what kind of quotes motivate and inspire them.
Speaker 2:Yeah. So this one again like a big church board growing up. So it's work like it's up to you and pray like it's up to God. So you're going out there every day like working your tail off, but understand that there's a higher power kind of running things there. So again, work like it's up to you, pray like it's up to God.
Speaker 1:No, I like that. Is there anything in particular that you want to leave with anyone that could be tuning in right now?
Speaker 2:Yeah, I would really think don't look so much about what other people are doing. And, man, I got to tell myself that advice all the time. Like, I feel everyone is looking, you know, you know at everyone else's paper and seeing what they're doing, saying, man, I'm so far off, I'm so far behind. Just run your race, like, at the end of the day. Like you use the Instagram and social media that's the highlight reel for myself included. There's so much stuff going on behind the scenes that other people don't know about. If you're living the life you want to live, meeting the goals that you want to have, that's a win. Like it doesn't mean you have to be like Isaiah, like Serena or like whoever. Like, live your own life, run your own race and you'll get where you want to go.
Speaker 1:Yeah, no, that makes perfect sense Now for anyone that does want to get in touch with you.
Speaker 2:Yeah, all over social media. Instagram is the best it's at its Mr Henry I-T-S. Mr Henry, that's where you can find me.
Speaker 1:Great, so we'll include that in the show notes below, of course. Thank you for your time, for being here for today For anyone that is watching. Thank you for following along. Make sure that if you've enjoyed this episode, you have subscribed below and you're following along at Inspired to Invest podcast. And, of course, remember, when you invest in yourself, the sky's the limit. Thanks again, thank you to Honeytree REIT and PropertyCastio for bringing you this episode of Inspired to Invest. The views represented on this podcast are for general information only and does not constitute investment or other professional advice or an offering of securities. The host and guests featured on Inspired to Invest make no representations as to the performance of any particular investment. Should you decide to make an investment, you are responsible for conducting your own review and analysis. It is recommended that you obtain independent legal accounting and tax advice from licensed professionals.