Going through your own personal journey is one thing, but helping others by imparting what you learned in the process is another. Elevate‘s Tyler Chesser is someone who greatly embodies this, committing himself to personal growth in real estate investing and sharing that for others to develop their own skills in the space. Sitting down with Brett Swarts, Tyler tells his story of moving out of corporate America and into becoming the Founder and President of his commercial real estate firm, The Chesser Companies. Along with the lessons and mindset frames he learned, he also shares some strategies and systems that help with the development of your real estate portfolio. Tyler then touches on tax deferral solutions, such as the 1031 exchange, along with the services he and his team offer in terms of multifamily assets and passive investment opportunities.
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Journey To Personal Growth In Real Estate Investing With Tyler Chesser
I’m excited about our guest, Tyler Chesser. He is not only a real estate expert, but he’s also a motivational inspirational coach for real estate investors. He’s going to share about his journey from the W-2 job to full-time real estate investor, syndicator and coach. The challenges he faced along the way with capital gains tax, as well as his challenges with the 1031 exchange. He’s going to tell a story about how he decided not to let the capital gains tax determine the real estate deal that he was going to buy. He decided to pay the tax, which is hard to find these days. Also, he’s going to talk about how to grow ourselves first is the most important thing. Where our focus goes, your energy flows and also some good systems and some great books about negotiating. You’re going to find a lot of value in this episode. He is an excellent guest and you’re going to enjoy it. With that, here’s the show.
Our guest is a CCIM. For those who don’t know what that is, that’s essentially a fancy designation for a smart person who is an investment real estate expert. They go through lots of courses. He’s also the Founder and the President of the Chesser Companies, a commercial real estate firm that focuses on real estate investment, brokerage and coaching for real estate investors. He’s an experienced multifamily real estate investor, which is close to heart for me since that’s how I got started in the business, both active and passive. He has experienced the successes and failures of building a real estate portfolio. He’s also a host of one of the Top 200 Global Business podcast called Elevate, where he sits down with top real estate entrepreneurs and other recognized top performers and their respective fields who have created or are creating an uncommon life.
He brings a mission to his message and practical tactics to millions of people that a life without limits is not only possible but inevitable through the combination of successful real estate investment in a defined commitment to personal growth. He’s committed to helping others create fulfilment in their lives through these guiding principles. Please welcome to the show with me, Tyler Chesser.
Thank you for having me. It’s great to be with you.
You can learn more about Tyler at CoachWithTyler.com and TylerChesser.com or ElevatePod.com. Tyler, give our readers a little bit about your story and then a bit about your focus.Learn from others' mistakes and also from their triumphs. Click To Tweet
In terms of my own story, I went to school and learned marketing. That’s what I went to school for in college. The reason why I did that is because I was always interested in how folks make decisions. How consumers behave and why certain folks place a certain value on particular brands that may be a higher value than other brands. I found that to always be fascinating. From a purely intellectual perspective, that was my rationale. I was always taught to go to school, get good grades and get a good job. Find a company that’s going to treat you well and ride that corporate ladder and see where that takes you. That was the path that I started on as a professional.
I got into that world and started to climb that corporate ladder a bit. I started to feel like, “This is going to be a long climb. It’s going to take a long time for me to get where I wanted to be, not only financially but professionally and career wise.” I started to ask some questions in my mid-twenties. I was like, “Is this the path for me? Is there anything else out there that may be a better fit?” Everyone who I worked with or my friends thought I was crazy for even asking question because I had a good job. I was on a great path. I was working for one of the top companies in America according to the reports and some awards that they had won. They’re one of the top 50 corporations to work for in America in terms of culture, opportunities, so on and so forth.
I wasn’t satisfied. I started to ask questions of what other opportunities are out there. I started to tap into my network and try to build a little bit on that and ask questions. What else could I do? Long story short, I came across real estate as being an option. It’s interesting because when I said the words real estate at that time, the only thing that came up to my mind was houses, homes. I didn’t know anything else beyond real estate from that as silly as it sounds. I knew nothing.
I learned about the opportunity to be a realtor and to be a residential real estate agent. I went out and got my real estate license. I started selling homes on the side. For a little while, that started to be a great opportunity for me to take a leap into the real estate world, I learned quickly that I wasn’t interested in being a residential real estate agent because of the emotions and some of the things that I just couldn’t understand myself. I’ve always been a numbers guy. I’ve always been the type of guy who looks for solving problems. I felt like it was going to be something that I was going to be disrupted from a technological standpoint from that particular industry in itself, in addition to the fact that I didn’t enjoy it.
I said, “What are the other options out there?” Through this process, I started to learn about cashflow. I started to learn about investing in real estate beyond just homes. I started to look at what are those other asset classes and, in general, commercial real estate seemed to be interesting to me. I dove into investing in myself, investing in real estate through this process. As you mentioned, the CCIM designation was important for me in terms of becoming an expert because I went in and it was overwhelming in the beginning. I didn’t know anything about it.The core of all real estate is the relationship. Click To Tweet
As I grew, I started to sell commercial real estate. As I sold commercial real estate, I learned what investors are looking for, how investors are making decisions. Whether they’re the best of the best or folks who are more amateurs. I learned from others’ mistakes and I also learned from others’ triumphs. I started to invest in multifamily real estate along the way as well. I built up a portfolio through that and continue to invest in myself, whether it was through coaching, seminars or books.
I started to dip my hands on every single book that I could ever imagine because it was a stressful time. Growing in the business was extremely challenging. I didn’t have a huge network to lean on. I didn’t have a lot of resources. I needed to dig deep within myself. I became obsessed with personal growth, personal development, in addition to the power of real estate. We all know Robert Kiyosaki taught us so much about what an asset and a liability was. For that, it opened my eyes and say, “This sounds great, let’s do it.”
The first real estate investment deal I ever did, it was a lot harder than it sounded in that book. It was a lot harder to be the owner, to be the investor than it was to be the broker, to be honest with you. I learned a lot there, and just continue to learn to this day. I’ve grown as an active investor as well as a passive investor. We’re also raising capital for our own deals as well now. I continue to evolve as a real estate practitioner in many different ways. It’s been a great journey and I’m excited for every single day.
That’s an amazing origin story and sharing the first challenges with a traditional W-2 job and/or looking for more meaning and impact, then taking chance and moving and shifting. Sometimes you don’t find it right away. The traditional residential real estate, single-family world, that’s a lot where my family focus on. I execute the commercial route. I have a similar background so I could see that but once you find that niche, that focus and how that fits your strengths in your skills, you can run with that.
Taking another step back, who was Tyler growing up? I feel like we’re all given a superpower or God given gifts, certain strengths that we’re given, which we don’t realize it right until later back. You look back on the years that have gone by and the professions we’re in now. What was the name of the one single gift that you were given? How does that help you help people?
It’s interesting to think back as to who you were as a kid and how your personality develops over time. I know that my personality continues to develop every single day. Maybe that’s a clue for your readers to say, “Never stop growing.” As I was a child, I was always personable. I was always someone who was able to build a relationship quickly, but also not on the surface level, someone who could connect deeply with someone else. I think that was an innate skill that I had growing up. I think that has been something that has set me apart in what I’m doing, whether it’s a commercial real estate brokerage business, investing business or coaching others. I believe that the core of all of real estate is all about the relationship.
As I’ve developed my skills, the most valuable thing that I can do, whether it’s for my clients, for my partners or for my wealth building is the power of negotiation. I see that core of how we can build a relationship and show each other that there’s a lot of overlap here. There are a lot of things that may benefit our side, but also simultaneously benefit your side. Putting those cards on the table and identifying what are these principles that we can overlap, in addition to identifying what are the true outcomes that both parties are looking to accomplish. Not everybody has the same intentions, not everybody has the same outcomes that they’re looking to accomplish.
Developing that trust is key because people can’t fully open up about what their true outcomes are until you’ve done the hard work of developing that relationship. If I were to look back on some of the innate talents and skills that I had, I always like to mix humor and generosity, being authentic with other people. Looking them in the eyes and saying, “Here’s who I am. Here’s where I’m coming from. I’m not looking for anything in return, but if we’re ever able to do business together, it’s something that we can build off. It’s something that we can go back from.” I would say that’s probably one skill that’s been unique in terms of who I am as a person.
Deep, quick, authentic connection. Being able to be personable and establish that, “I care about you and our long-term relationship, not just the transaction. Let’s figure out a way to make it a win-win and collaborate versus just compete,” which is fantastic. Shifting to a little bit more to the to the tactical here. When did you become fascinated and obsessed with helping others? You went from yourself and the story of, “I want to go in investment real estate. I want to help people there.” Even then shifting even further, not only the brokerage side, but the ownership side, but now to the coaching side. Walk us through that progression and also talk about maybe the first couple deals or first few successful deals that you’ve been able to achieve with real estate.
In terms of the obsession with my own personal growth, that was the first step. To accomplish anything that I was able to accomplish as an early on investor or as a broker, I needed to get my hands on every single book that I could. I needed to invest in my own coaching. I needed to go to the seminars. It was all about starting there because I was aggressively trying to shift my life from this position that I felt like took my entire life of deeply rooted philosophies of, go to school, get a good job and ride off into the sunset when you’re 65.5. I was totally put on my back when I realized that maybe that wasn’t a good fit for me.Failures are going to give you feedback to be more successful in the future. Click To Tweet
As I started to learn, my curiosity became so endless. Once I learned something new, I needed to know more and I kept going into this. I continue to do that to this day. That has caused me to be successful in the things that I’ve done. There have been many failures as well. The first real estate deal I ever did was a small multifamily property. I made every mistake in the book. I started investing years ago in real estate. Time healed those wounds, because we’re lucky to be in a great market. We’re lucky to be on a great trajectory. I may have not been that lucky and certainly I recognize the fact that may have been the case if I was in a different timeframe.
I didn’t do the right due diligence. I didn’t have the team. One of the things that I am somewhat of a believer in is take action and figure it out as you go but I do think it’s important. You can save yourself a lot of money, a lot of heartache and a lot of hassle if you can be smart and develop your systems prior to taking massive action. I started to learn the hard way, losing cashflow, losing principal, losing additional improvement dollars that I wasn’t aware of. Not having an understanding that the worst-case scenario was possible.
As an example, when I acquired the property, half the tenants were non-performing tenants. I wasn’t aware that that was even a possibility. Because when I read the books, you buy the property, see the existing cashflow and that’s what you can expect moving forward and you can add value in these different ways. Reality is a little bit different than a book. I had to learn the school of hard knocks. What I learned through that process and through that experience was that it doesn’t always have to be this way. Failures are going to give you feedback to be more successful in the future, but I can help others avoid this type of challenges if we work on a one-to-one basis.
I’ve been able to help others do that just through experience, in addition to just being relentlessly committed to my own personal growth and sharing that with others in terms of developing their own capacity to negotiate great deals, which can save or make you much more money than you would invest in a coaching relationship as an example. The other thing too that I’ve come through in this process, and I don’t know if you’ve experienced this yourself, but my mind works against me more than it works for me at times unless I take control over it.
I’ve been obsessed with how does my mind work and how does mindfulness play into this entire process because I found that to be one of the most practical and useful tools in terms of being a successful investor. I don’t know about you but today, all we hear about is the Coronavirus. People are all going crazy about the Coronavirus. You can either say, “This is the end of humanity. Things are burning. We might as well dump everything while we can. Get rid of everything, sell it for pennies on the dollar,” or you can say, “This too shall pass.” You can also say, “What opportunities is this creating right now?”
It’s important for someone to work with someone else, at least to work on yourself and identify what belief systems or BS as Tony Robbins likes to say, am I believing today? Am I believing everything that my mind is telling me? Am I thinking about the worst-case scenario? As Tony Robbins also says there, “Where focus goes, energy flows.” If you’re thinking about those negative outcomes, perhaps those may become your reality. It’s important to cultivate the appropriate mindset. That’s just one piece, but then also developing the appropriate strategies and systems, holding each other accountable, developing a time management system.
We all have 168 hours in a week. It’s a matter of how are you spending it. We’ve got to sleep, eat, spend time with our loved ones, get some exercise. I’m a huge believer in that, but the whole package of who you are as an individual is what supports the development of a portfolio. A real estate portfolio that can then give you all the benefits that you want in your life. That’s why I’ve started to become so obsessed with coaching others and contributing to others. I believe that the combination of continuous and never-ending improvement in addition to successfully investing in real estate is how you can create a life without limits. That’s why I created the podcasts and why I coach others.
It’s one of the best solutions. Is that the only solution out there? Of course not, but in our world, the way the IRS incentivizes real estate investors is one of the greatest ways to build practicality in your life. We have to have cash. We got to have cashflow and have money to be able to do things in this world to be able to provide for our families, to be able to provide security and a future and to go and see this beautiful blue planet. That’s the reason why I’m so obsessed with the combination of these two principles. That’s why I’ve started to give back to other people. I’ve been doing that now for the past few years.
It’s so true, where your focus goes, the energy flows. If you’re focusing on the negative and the challenges and/or even with the capital gains tax deferral, if you’re not focusing on asking the right questions and focusing on how to have a good solution, you can get tunnel vision and think this is the only way and say, “There’s no other way.” That’s part of why we started our company, Capital Gains Tax Solutions. There is more than one solution than just the 1031 exchange. Before you even go there, what’s the biggest mistake you’ve seen a partner, friend, family, client or yourself make in regard to capital gains tax deferral?
I’m thankful that I haven’t made a massive capital gains tax mistake myself. Will I in the future? Perhaps. I’ll give you a call at that point. In terms of the most common mistake that I see regarding capital gains, is not asking the right questions and being aware that this is a question that you need to be asking upon the consideration of selling a particular asset. We’re in one of the greatest markets that the United States has ever seen in terms of real estate valuations. Cap rates have been compressed. Valuations have been tremendously growing over the past decade plus now. A lot of owners are saying, “This is a great opportunity for me to take some chips off the table here.” One of the biggest questions that I do see that’s not appropriately asked is, what is the tax burden going to be? Especially for those who have owned an asset for 1, 2 or even 3-plus decades. You may have no basis in that asset.If you're thinking about negative outcomes, perhaps those may become your reality. Click To Tweet
Asking the question of what is a potential capital gain burden certainly can help you make a lot more appropriate decisions in terms of what are you going to do about that? What type of strategies are you going to implement, whether it’s a 1031 exchange or otherwise? That’s not the only solution. In fact, that’s what your company provides solutions for, but in addition to that, there’s always seller financing opportunities, so on and so forth. There are many creative solutions to those issues. I think that real estate is a vehicle towards what you want in your life. There’s always a solution, but the solution has to be person focused. It’s not just asset focus. It’s like, “What is the end solution for that individual and what can we do to identify that challenge and put pieces in place to solve that?” The biggest thing is people not having the awareness of what that potential challenge or potential capital gain may be.
What we found too is folks aren’t asking the questions at the right time. They’re waiting for it before it’s too late. Meaning they’ve either sold the asset and it’s gone and/or they’re trying to put this important decision in with 30, 20 or 14 days to go before close of escrow. They’re so caught up in the emotion of the sale and getting the highest price in the best terms, but they haven’t thought of the aftermath. They have a business plan to sell the asset, but they don’t have a business plan for the capital gains tax and not being aware of how you have to follow certain rules. The IRS gives us these rules, but you have to prepare. You have to have advisors to help you along the way, which is what we do.
You made a good point. You want to focus on the relationship. Focus on the goal for the person either buying the property from or the broker you’re working with who’s talking with the seller or whoever it is you’re trying to do a deal with. Find out what is personally their goal and how is the best way to achieve that. With that being said, have you done any 1031 exchanges and/or what’s the biggest challenge you’ve seen with the 1031 exchange as it pertains to tax deferral for your guy’s personal assets?
I did a 1031 exchange. We all know the timeline, you’re under the gun. The timelines are crazy, especially in an extremely competitive market, which we’re in. The challenge that I see with the 1031 exchange is we love the deferral. We love the capacity that a 1031 exchange allows you to build wealth over time and kick that gain down the road, and perhaps even reset the basis when your heirs take over. However, in my situation, what we did was we let the time clock expire because we looked at 75 to 100 deals during that timeframe. None of them fit what we needed. Everything was way more aggressive than we were willing to do as investors. With that said, at this point, we deferred the gain into 2020. We still may say, “It may make sense for us to go back and say we’ll go ahead and take the gain for 2019.” That was an example of, I guess you could say failed, but also at the same time, I look at it as no deal is better than a bad deal. I’d rather not do a deal than pay a capital gain tax. I do see a lot of folks to go into 1031 and just say, “At any rate, we’ve got to do a deal because we can’t play this game.” It’s important to ask that question as well.
That’s what happened in 2005, 2006 and 2007 before the market crashed in ‘08. People were overpaying for properties via a 1031 Exchange under these short timeframes. They felt pressured. They loved to be sellers, but they couldn’t stand being buyers. It was this cat and mouse game. You’re chasing and chasing the next deal. You get to do equal or greater value, which means oftentimes, you’re trying to find a deal just to defer the tax not just finding the deal on its intrinsic value. That means you’re probably taking an equal or greater debt, which the last thing you want to be doing in a highly appreciated overpriced market is to overpay for a property but not only overpay but take on even more debt. We call that dumb debt.
Dumb debt gets you in trouble. That’s how people lost everything in the crash because they had too much debt. The ideal way is to get out of debt, defer your tax, then buy at optimal timing when it makes sense. Optimal timing is whenever you want all taxes deferred, which is what the Deferred Sales Trust does. You mentioned that it didn’t work out with a 1031 exchange or you didn’t find a deal. You had some grit and you had some courage not to do a lot of people just do and say, “No matter what I’m going to buy, it makes sense.” You decided not to pay it, but you mentioned something about 2019, 2020. Is it still sitting with the QI company or what exactly is your strategy to mitigate any of that tax and/or are you going to pay the tax?
Yeah, we’re going to pay the tax. We took the capital from the QI. We’re holding it at this point. We’re still looking for opportunities out there, but with the understanding that there are going to be some reserves that need to be held back in terms of paying that capital gain. My mentors always say, “Don’t let the tax tail wag the dog.” That was something that was in the forefront of my mind. I know in my experience in this business that sellers and brokers lick their chops when it comes to folks coming in with the 1031 exchange. They know that they’ve got to get it done quickly and they’re willing to pay a higher price than they would otherwise. With my understanding that that’s the case, I wasn’t willing to be more aggressive than I needed to be. I also do recognize the fact that the gain that I was looking at was not crazy. I’ve seen folks who have got $1 million-plus in terms of a gain that they’re looking at. If I was in that position, I’d probably have a much more challenging time having this conversation with you so I have to make a mention of that.
The bigger the capital gains tax liability, the more motivated you are to defer it. It’s the like the saying from Mike Tyson, “Everyone has a plan until they get hit in the face and punched in the nose when they’re in the ring.” Everyone has a plan or thinks they have it figured out until they look at the capital gains tax and go, “That’s big. I’ve got to do something.” The key is to have a have a plan and get ready to go and prepare for that. Shifting a little bit, will you give us an example of your service? It can be your coaching service. I don’t know if you do real estate syndications. Give our readers a sense of how can somebody work with Tyler? Whether it be through coaching or whether it be through real estate investing and give us the framework of that.
We launched our syndication firm called CF Capital. We acquire multifamily assets in Kentucky as well as throughout the southeast but we’re experts in Kentucky. That’s where I’m located, in Louisville, Kentucky. We acquire 100 to 250-unit apartment complexes. We’re looking for B and C class deals, value add. My partner and myself, we have a bit of a competitive advantage in terms of our experience in the market, our boots on the ground in the market. We’ve got a great team that we’ve put together. If any of your readers are interested in learning more about that, you can visit my website, TylerChesser.com and book a time to speak with me on that.
We do offer accredited investor’s passive investment opportunities in those deals. It’s a deal-by-deal basis, but that’s one great way to be able to work with us. We believe in a market that’s not a boom or bust type of a market. Many folks are investing in syndications in primary or gateway markets. I have no qualms about that because I am as well, as the passive investor. I do think that we offer a little bit more of a unique opportunity to invest in a more of an insulated marketplace. While we believe we’re at perhaps the top of the market, maybe there are five more years of continued growth. We’ll never know where that’s going to be. We do feel like the offerings that we offer are not only competitive in terms of cashflow distributions, upside, and so on and so forth. It’s also an insulated diversity play for investors. We’d love to talk to your readers about that. Please feel free to reach out.
As far as coaching goes, you can visit CoachWithTyler.com. I coach real estate investors who are looking to go to the next level. It’s all about developing strategies, systems and a time management system on top of all that in addition to identifying what kind of limiting beliefs are we dealing with here? What do we need to do from a deep personal growth perspective in addition to holding you accountable? That’s a one to one tailor made service. It’s not a program. You’re not going to be clicking on a few videos here and there. I’m not going to send you a PDF that you can read and you can figure out for yourself. This is a one-to-one basis. If your readers have any interest in learning more about that, we will do a free 45-minute discovery session with them to where they can get a feel for what does that coaching look like in addition to what will the future hold for them if they wanted to engage in that service. Those are just a couple of ways that folks can work with me.Real estate is a vehicle towards what you want in your life. Click To Tweet
We’re going to the lightning round, Tyler. The best book you’ve read in the last six months?
I’m a huge reader. I’m reading The Black Swan by Taleb. That’s a good one. I did read a book called Factfulness by Hans Rosling. I thought it was a good book. It gives you more perspective on what’s actually happening in the world across the globe. We’re in such a global environment, having a clear understanding what our biases are. It’s an interesting read. As an investor, I always want to be more informed and understand where my blind spots are and where are some things that I may be thinking incorrectly on. That was a good book. I do reread Think and Grow Rich every single year. I highly recommend that. It’s my favorite book. I always find something new in there every single time I read it.
Best podcast you’re listening to right now?
I’ve got to give a plug to Elevate. We’re enjoying being a podcast host. It’s great to be on your show as well. As far as the best podcasts that I listened to, I enjoy Tim Ferriss. He’s a great guy. I think that he gets a lot of deep wisdom through the long form podcasts and it’s so wide ranging. It’s interesting, the innovative thoughts that you can take from those discussions can apply it to real estate or whatever it is you’re doing to create that life that you’re looking for. Lifestyle design is something that he brought to the forefront. I always enjoy those discussions.
Best tip for negotiating?
A couple books that I would recommend, first of all is Getting to Yes, I think it was a Harvard Business project who put that book together. It’s a great book on principles, understanding and identifying that overlap that we talked about a little bit earlier. Stacking on top of that is Never Split the Difference by Chris Voss. The thought behind that is identifying the fact that negotiations are not always logical. Certainly, you can identify a lot of logic as you build that relationship and as you identify what those principles are, but then also understanding the fact that there’s a lot of emotions involved. As I was involved in residential real estate, I felt like it was too emotional. I wanted to transition but at the same time, whether you’re negotiating a large multifamily asset, acquisition or disposition or any other country commercial real estate asset, you have to realize that there’s a lot of emotions in play there as well. Identifying those, listening, letting others do the talking and tell you instead of give you those cards is important. Those are a couple quick tips that I would say for negotiation.
Best real estate system or tool that you use?
I would say property management. That’s something that we invest in continuously. We do not own property management within our company. We do outsource third party property management on all of our properties. Identifying and vetting who the appropriate partners are for which particular asset but that system to me, especially being a multifamily real estate investor, is the most important. There are many other systems but if I had to say number one, that would be it.
Favorite leadership quote?
I do go back to, “Where focus goes, energy flows,” quote by Tony Robbins. It may not be directly a leadership thought, but it’s important to remind not only yourself but others that you’re working with that, “Where are we looking?” Because if we’re looking at what’s all the possible that could go wrong, you want to be aware of the downside, but you’ve got to be inspired to look for what solutions are we bringing to the table? What’s the possibilities here? To me, that’s an important quote.No deal is better than a bad deal. Click To Tweet
This is my favorite question. It’s about how you stay centered in your personal values and also how you stay encouraged to reach to new heights beyond all that you’ve achieved. All that you’re at, all that you’ve done so far. How do you stay centered, Tyler, in your personal values and stay encouraged to reach to new heights and new goals?
Every single day is a re-creation process. I wake up every single day and give thanks that I have another day to live, another day to do what I do and be who I’m striving to become. There’s always a gap between who I envisioned myself and who I am, but also realizing that the journey is destination and enjoying that process to me is really important. It’s something that I have to remind myself of every single day. Look at what’s my 50,000-foot goals in my life. How do I want my life to turn out and then chunking that down into 3 to 5 years of striving goal? What does this year look like and how do I break that down into a quarterly, weekly or daily basis?
It goes back to meditation, journaling, prayer, sharing what challenges I’m dealing with people to are important to me, and also sharing inspiration with others. You don’t always have to just be worried about the bad things that may occur. A lot of people probably take a shower every single day. You want to also be inspired on a daily basis. I try to give that to other people and seek that as well. That’s how I stay grounded in who I am and who I’m becoming every day.
Tyler, it’s been a real pleasure getting to know you a little bit more and I’m sure the readers enjoy all the wisdom and inspiration you shared with us. I want to thank you for what you’re doing. I want to encourage you to continue to help people create and preserve their wealth through real estate, personal development and through leadership. I want to thank our readers again for reading another show of Capital Gains Tax Solutions. As always, we believe having a plan and preparing with capital gains tax deferral is the best way to create and preserve more wealth. As Tyler mentioned, make sure you’re asking the right questions. Have clarity on what your actual liability is before you go to sell your highly appreciated assets. Go take the information you learned and put it to action so that you can create and preserve more wealth and grow in your personal development. Thanks so much for reading and we’ll see you next time.
I appreciate his being authentic and being open and sharing so much wisdom beyond the initial question. He gave us some value and I hope you received that value. What stands out for me is where your focus goes, your energy flows, particularly if you’re focusing on finding a solution and being open minded, diving into what you want for your wealth and your life. What you envision that to look like, then focusing on finding that solution. More than often, you can find it right. You can find it if you have enough patients and enough time and enough practical advice to help you with that. Tactically speaking, he mentioned the 1031 exchange and the challenges with that. The fact that you’re pressured to overpay sometimes.
Sometimes you don’t find the deal and it takes courage and grit to not buy a property just because you want to defer the tax. It matters on how much capital gains tax you actually have and how much the pain is going to feel on that. That’s why we believe in the Deferred Sales Trust to eliminate the need for the 1031 change and give you options beyond just having to buy a property and having to take on more debt. Instead, putting all the funds into the trust, waiting on the sidelines, put it in stocks, bonds, mutual funds, investment, real estate, active or passive with partners or by yourself, having more flexibility and freedom. That is certainly what we’re about here at Capital Gains Tax Solutions.
I appreciate everyone reading the show and I hope you enjoyed it. If you could, share it with somebody who might find some inspiration or some knowledge here. We so much would appreciate that. As always, you can reach out to us at CapitalGainsTaxSolutions.com. Schedule your free fifteen-minute call. Download our free guide to escaping feeling trapped by capital gains tax all so that you can create and preserve more wealth and never have to feel hostage to the 1031 exchange or restrictive capital gains tax deferral strategies that are out there. Thank you so much. See you next episode.
- Tyler Chesser
- Chesser Companies
- The Black Swan
- Think and Grow Rich
- Tim Ferriss – podcast
- Getting to Yes
- Never Split the Difference
About Tyler Chesser
Tyler Chesser, CCIM, is the Founder and President of The Chesser Companies, a commercial real estate firm that focuses on real estate investment, brokerage and coaching for real estate investors. He is an experienced multifamily real estate investor (active and passive) and has experienced the successes and failures of building a real estate portfolio. Tyler is also the Co-Founder of CF Capital LLC, a real estate syndication firm, which focuses on acquiring and repositioning multifamily assets in the Southeast United States and provides institutional-quality services to its residents and outsized returns to its investment partners.
Additionally, Tyler is the creator and host of the popular top 200 global business podcast on Apple Podcasts, Elevate, where he sits down with top real estate entrepreneurs and other recognized performers in their respective fields who have created or are creating an “uncommon” life. The show, available on all platforms, is a mastermind, where Tyler and his guests uncover tools, tactics, strategies, mindset, personal growth commitments, habits, spirituality, real estate investing strategies, systems, leadership principles and much more. The essence of the podcast is intended to support the audience in their quest to “elevate” to a life without limits.
Tyler is an energetic and impactful keynote speaker who delivers life changing talks on the topics of peak performance, personal growth, abundance mindset, successful real estate investing strategies and how each of these commitments supports one another in creating limitless lives. As an executive business coach, Tyler supports his clients in developing systems for support, strategic plans, overcome limiting beliefs, optimizing time management, cultivating and protecting a growth mindset and ultimately fast tracking their success.
Tyler’s mission is to bring the message and the practical tactics to millions of people that a life without limits is not only possible, but inevitable, through the combination of successful real estate investment and a defiant commitment to personal growth. He’s committed to helping others create fulfillment in their lives through these guiding principles.