Financial Freedom Through Passive Investing With Spencer Hilligoss

Escape the rat race and design a life you love with the power of passive investing. Derek Dombeck explores how exactly you can do this as he sits down with Spencer Hilligoss, a former tech executive turned passive investing expert. Sharing his unconventional journey to financial freedom, Spencer talks about his transition from the high-pressure world of Silicon Valley to building the investing business Madison Investing. He also reveals his key strategies for vetting deals and creating a portfolio that provides both financial security and a life of purpose. Tune in and discover how passive investing can be more than just building wealth – it is about building a life you love.

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Financial Freedom Through Passive Investing With Spencer Hilligoss

We are talking about what is it like to be a passive investor, which ultimately should be everybody’s goal and most people don’t necessarily believe they can get there. I’m going to bring on Spencer Hilligoss and he’s going to talk to you about his journey from Silicon Valley, executive big job to walking away from all that and being a passive investor. It’s an incredible story. He’s a great guy. Before I bring Spencer on, though, again, I do this every show.

I want to thank all of you that are reading. I appreciate everybody that follows us. Anything you can do to help grow the generations of family, spread the word. Help us with all the shares and the likes and everything like that. Anything you need from us, don’t hesitate to reach out. You can send me a personal email to my email address Derek@GlobalGOW.com or go to TheGenerationsOfWealth.com. There’s contact information there. You can see everything we have going on all the time. With that, let’s bring on our guest Spencer Hilligoss.

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Here he is, the one and the only Spencer Hilligoss. Spencer, thank you for being on the show. Welcome.

Derek, honored to be here. Thanks so much for having me on.

You are in California. As we’re recording this, there are still some challenges coming or hitting California with the fires. First of all, it sounds like you’re not in an area that’s affected by that. Correct?

Correct. I’m based up in Alameda, which is up in the Bay Area in North Carolina but Jennifer Morimoto, who’s my better half and CEO of our investing club. She’s born and raised in Southern California, so she’s from South Pasadena. Thankfully, at the time being, her family is okay, brother, sisters and parents. They’re not that far. We know so many folks that are directly impacted, so our hearts go out to those folks. It’s a tough time.

Spencer Hilligoss’ Passive Investing Journey

I will say the heartwarming part about any time that there’s something tragic that happens in the United States, even watching NFL playoff football games and things of that nature. At least, it’s recognized people are out there praying for you and doing what they can. That said, tell us a little bit about yourself and we’ll dive into how you became a passive investor and learned from your experiences.

As a kid who grew up feeling I was pretty punk rock and reluctant to get into anything business related altogether I feel very blessed to be sitting here spending my primary professional focus on leading Madison Investing. It’s a passive investing club. It grew up very organically. Jennifer and I were both in W-2 careers for many years. I walked away from that career in 2019, about five months before COVID. That was not part of the plan but we were investing for years buying rentals. Eventually, realizing that’s a bit more hands-on and we could fit into a busy life with a couple young kids during that time.

We discovered you could put $25,000 or $50,000 or $100,000 passively into bigger pieces of some other types of deals on this wonderful private market of investing that’s out there. I just had no idea about any of this stuff, Derek. I was building big teams for financial tech companies in Silicon Valley for many years and thinking, “I’m going to get that big exit.” That big IPO moment, everyone dreams about. It’s like a Silicon Valley lottery as it were and that never panned out. We did make great income and fortunate to do well in dual income household in the Bay Area but I still had to work hard for it.

Now, we live a life that I couldn’t a dream of back in the day. We still work hard. We don’t just sit on a beach and sipping mai tais. What we do, to give an example. This past summer, we have two young boys. I know you and I were chatting about kids right before this but we took the kids and lived in another country. We lived in Croatia and Montenegro for about six weeks.

The kids were in an emergency school and it was spectacular. It wasn’t a vacation. We were working during the day and still finding time for adventures and new experiences. That is the second summer in row that we’ve been able to do something like that. It’s a little slice of this lifestyle that we have built the hard way over the course of years. It started as a side hustle, investing on our own and then became an investing business called Madison Investing. That’s the primary focus for us.

I have to tell you, I don’t get to talk to a whole lot of people that take a month with their families. That’s something that my wife, Tracy and I have done in ‘21, ‘22, ‘23 and ‘24 because I was challenged by a mentor of mine. Again, this is all about vision. He was taking a month-long RV trip with his family and I told him how I envious I was of him. He said, “Why don’t you do it?”

We had no idea how we were going to pull it off, but we put it on the calendar. We did it at that first year. The first year was four and a half weeks. The second year was five. In 2023, we were in Europe for fifteen days and then we came back and still took 2 or 3 weeks in the RV. It gives you some very clarifying moments if you can get away. Not to mention the time with your family. It’s Irreplaceable.

That’s so cool, and that was in 2023, you said?

Yes. As I said 21 was the first summer we did it, the month of July and we’ve done it every summer since.

Good for you, folks. That’s amazing. We want to do the RV thing, too. We’ve only done a shorter stretch renting RVs but we’ve never done like the long epic road trip.

You haven’t lived until you have your children in the back seat of your vehicle pulling a long RV. I don’t want to talk you out of it. It is fantastic. It tests your patience a little bit but not the bad way. That’s all growing pains but the part that’s awesome is when you are somewhere together as your family. Personally, I don’t necessarily planning anything. We did one trip from Wisconsin to Idaho and back throughout the summer. You’re driving along and you see the sign for the world’s largest rubber band ball and you feel like spending the night there, you spend the night there. That’s the part that we enjoy, the spontaneity of it.

That doesn’t work for everybody. If I had to plan every spot we were going to stop and every place we were going to spend 2 or 3 days or a week, the travel there would be more stressful. You’re like on a schedule all the time, at least for us. The only way that that’s possible for us or yourself, we have to have our businesses designed and built to where we can have the time as well as the resources and finances to do that.

Learning From Rental Management And Early Real Estate Experience

Going right back to passively investing in real estate. That’s giving you at least some freedom in time and hopefully, much more in the future. You said something early on. You said you had your own rentals before, which tells me that you experienced the joys of management of tenants and toilets because you have to know what to invest in. Talk about that. Where did you first learn about real estate, to start with? As you started looking at passive investments, how do you vet those? How do their incredible somewhere that you feel comfortable putting your money?

I’m happy to go into it. Full disclosure, I grew up in a real estate household. My dad was a broker for many years. I have to share this because before I get into the investing as an adult myself and a career, my dad had me working open houses. He had me cleaning out fridges for properties that were going to go on market. This is when I was like a preteen and then a teenager. That’s a big reason, Derek, why I like I went into that. Looking back, everything in hindsight is always 20/20. I look back and I’m like, “Wow.” At the time, I got to shake hands with some pretty cool celebrity figures at open houses he was doing. This is like the ‘99. I got like meet Jerry Rice and Joe Montana. At the time, I’m like, cool.

I didn’t get it but in hindsight, that was a very narrow slice of what real estate is. That is the lens that most people see. They see brokerage, and being an agent. I never talked about investing in properties growing up but I got to share this because it was a catalyst. It was like a spark that lit our journey as an adult. My dad and our family when I was growing up went through, this time we now call like a dark decade. We lost my younger brother to cancer when he was a teenager and lost three other family members like set of grandparents in a car crash. All this stuff hit fast and hard years ago. We just passed the 20th anniversary of my brother’s passing.

At that time, I look back and my dad was crushing it in his business but that was the one type of income coming into our household. It was very active. The brokers are 100% based on commissions. That’s like as active as active gets. On the tribe tragedy that hit, it had so many ramifications. Our lifestyle scale had down dramatically. I’m not going to act like we were put out on the street or anything but that was an extraordinarily challenging time.

As a dad myself and a couple of young kids and having carved out a career in tech and all of a sudden, moved over to lead and build this private equity investing club. It’s a huge catalyst for me to sit there and think like, how do I ensure that there’s more than one active income stream coming into this household? Not just to go have amazing trips that enrich our lives. Also, because God forbid, I got hit by a bus. Not to be too grim but life comes at you. That is an incredibly important catalyst for me because now, when I remember our first son was born, I’m like, “Something’s got to give.”

I was working 80-hours a week in tech companies in office. Not including when you open up the laptop at night after the kids go down. That was to give people a sense of time. That was around like 2015 or 2014. I was feeling extraordinarily burnt out and not seeing light at the end of the tunnel, even though we were making great income in our lives and maxing out all of our 401(k) and all that.

How old were you at that time?

In my mid 30s. Early mid-30s is when it first started a kick in. I look back at that time and I’m like, “I’m glad I got that hard. I’m glad that it was real touch and go there,” for my relationship at that moment, too because I never would have started to look. I never would’ve started to explore other ways that wealth building occurs. You can earn your way there with W-2 income. We’re making great income but all that 401(k) wasn’t going to be serving us anytime for the next 30 years.

We hadn’t bought any real estate. Eventually, we got to this first of three phases where we went around and bought a rental locally. That was because we thought it was too scary to buy something sight on seeing. We dropped $430,000 on a duplex about 45 minutes North of me and that generated $200 a month in cashflow, which is not a win when it comes to cashflow.

To be clear, this is California real estate, so cashflowing was amazing.

Thank you for saying that there. That is 100% accurate. I want to catch up with friends and acquaintances in the real estate investing business with far more zeros behind their name than I have. They crack of joke like, “I have $200 for putting down over $100, 000.” I’m like, “You should talk to the number of people who pay to keep a condo every month.” That was phase one. We spent all summer with our kid in the car trying to find that one darn rental. We had to stretch our dollars further. We ended up looking outside California.

We narrowed it on Kansas City, and eventually build up to a portfolio. We got to about five single family rentals. The economic is way better. That was $60,000 a pop on average and $250 dollars a month cashflow on average. That was great on paper. I think you spoke to this earlier and you and I have a very similar style of humor. I’m a sarcastic dude. It’s my own fault sometimes.

I do not know what you’re talking about.

Once we started getting notices from the city that there’s a couch on one of the property’s front lawns and we were getting property manager on these assets. We pay our 10% per month of the revenue coming in towards property managers. It was still issue after issue and it was semi passive at best. That is very much how I view rentals now. I’m not anti. I am supportive of building portfolios of rentals but it’s about being eyes wide open. When the kids are grown, I’m all about it but for that stage of life and for us now, we didn’t want to add more overhead to our lives and more responsibilities for things that were supposed to be generating income and growing our wealth.

That brought the stage three and that’s still where we are now from my perspective. We cut a check for our first. It was like a multifamily syndication. This is back in about 2018 and went it extraordinarily well and then we did another and did another. We invested in self-storage and those are the two asset classes within bigger commercial real estate that we leaned into. It was multifamily and self-storage facilities. That’s treated us well.

I’m not going to sit here and act like it’s perfect. The last couple of years have been real educational for a lot of investors because most of our deals have gone well. A couple of them stopped paying distributions. It had capital call before. All that stuff but we have not had to do any of that work ourselves when it comes to our passive investments. It’s been a journey.

How To Vet Passive Investment Deals

I’ll go back to how do you vet the deals that you want to put your money into.

A mentor. I’ve used multiple coaching programs and devoured education when I first got into this stuff, I also had an advantage in the last of five tech companies before I moved on from tech in 2019. They were real estate lender and a tech company. I was brought in bright-eyed and bushy-tailed as a guy who knows how to scale big operations teams. I had to lead a team of loan originators and build their training, lead them, and hire a bunch of folks. I didn’t know what it was meant to originate alone. I didn’t know what it meant to analyze the lifetime or the loan to value on a property, LTV.

I had to go in there and figure that out. Eventually, we were doing over 600 loans per month for fix and flips on single-family homes. I learned how to underwrite and that was all very much foundational stuff. I saw folks going off on the weekends doing side hustles and realizing, there’s wealth being built here but I can’t swing a hammer. I had to figure out what’s the best lens in approach I could take to this. What do I know? I know how to vet people. I know how to hire. I’ve hired hundreds of people, literally.

We build a five-part framework for our own vetting of sponsors and I learned from someone way smarter than me from a former coach. There’s three ways to look at a passive deal, you look at the team, the market, and the business plan. The team, the who is 90% plus of the risk profile, of the whole picture regardless of what great market they pick and what type of property they buy. It comes down to vetting on the jockey as it were. Not the horse. That’s where we leaned in and we look at five different things in our vetting framework.

We build this out over time, but it’s got 70 or so rows in an Excel I don’t bore you with, but the big buckets are you’re looking at track record approach team, communications and values. Each of those have a bunch of robust qualifying criteria beneath them but a couple samples would be, have you done it before? Has it gone well? On approach, it doesn’t just mean something generic. It means something specific. It means and I’ll use a nerdy analogy like, if I have done something before and I know it well. I can articulate in great detail, so I play a lot of guitar. I like to think I’m okay at it.

If I have to learn something complex like a new solo. You better believe I can walk through the exact steps that I took to learn that darn thing because I’m not some savant. I had to work at that. I had to practice it day to day. I had to break it down into component parts. The same thing goes for a business plan. If the sponsor who’s does self-storage is going to buy that for that facility, accept my $50,000 or my $100,000 investment to do. I want to know when did they buy that facility like that before, how did they decide to go and implement these strategies and all the way through to the point where they sell that property at a profit. Hopefully, return my capital intact and also a good look at profit on top of it.

Those are some of the things that we look for. In the end, I’ll have to share the point of debate I often get into, in a friendly way, with other folks at the space of investing. Looking at values, it’s not as squishy to me. That’s quite firm because you can test for behavioral interviewing and you can do all kinds of stuff to understand, are these capable humans that we’re about to trust our money with, which is big dollar amounts. I don’t care how big someone’s network is.

If they’re investing $50,000, that’s a lot of money. Are the humans at the steering wheel for these deals capable of making decisions in service of investors and service even more so if people are living in these things? If it’s an apartment community, I care that they care about the people living there and those are the most important stakeholders in all of this. It’s the people living in those units. I don’t want to soapbox too much of folks but those are some of the things that matter a lot to me.

I had a meeting with a gentleman who is trying to get his startup. He’s off the ground but he’s at this point now where he needs operating capital. He can get larger contracts but he needs to be able to cover materials and all the normal stuff with growing a business except he’s never been there before. I took a two-hour meeting with him that ended up being five hours, which was great. It was a good conversation. It’s not my wheelhouse because it’s not a real estate business. It’s more of a contracting on type of a deal.

What was interesting to me was all these things are so similar. His business, your business, and my business 95% of the components are the same. We have little nuances. The first question I asked him was about his marketing budget. There on a shoestring budget but they don’t need to increase their marketing budget because they can’t take on any more contracts because they don’t have the capital to front those contracts. It’s the chicken or the egg situation.

I played this all back in my head as I was thinking it through because we were in a very similar scenario when we were growing our lending business. I used to co-own a hard money lending company for years nice and it was the same thing. We started very small. It was like a side project. We would do 1 or 2 loans a month that grew to 3 to 4 loans a month. When I exited, we were averaging 25 loans a month. I looked at the ten-year growth curve of what we did. It was very slow for the first six years and our catalyst was COVID.

A lot of the hard money lending companies that were national, they sold on Wall Street. Wall Street stop buying their notes and overnight, our applications went up 400 but we couldn’t find most of the transactions even if they were good but we got to cherry pick the best deals, which made our default rate extremely low.

Navigating Challenges And Growth With Madison Investing

That was great. I look at what you’re doing now kind of the same thing as this guy with this startup that’s trying to get over the hump. You invested certain amounts of capital and certain deals. You said some had stopped distributions and had some capital calls. Do you feel like you’re over the hump now with Madison Investing? Do you feel like the curve is going up now pretty steeply? What do you see coming?

I appreciate you sharing that. Kudos to you for being there and having built that business for that right moment within COVID. That’s awesome, Derek.

It was pure luck.

In all fairness on our end, our journey, we happened to build our investing club and also invest passively leading up to the most banner year of evaluations that any of us may see for the next 20, which is 2021. We’ve already exited twenty deals. I’d say by most definitions that’s highly experienced and it’s gone extraordinarily well. To date, we have not lost a single dollar of capital in a real estate deal. I don’t expect that to always be the case. I’m not delusional but just feeling very grateful.

What do they say about luck? It’s when preparation meets opportunity. I think that’s what happened for us. Now, it’s very much more prominent out there. All the capital formation strategies and people putting together funds and raising capital. We just got into it. I was told by someone in the investing network. He was like, “You were doing this before it was cool.” I was like, “I never thought of it that way,” but we were there a little bit early on it. That certainly helps.

These days, I would say, unlike some firms that are trying to scale to the moon. I looked back to my tech career, having worked inside the guts of multiple VC funded companies, where the pressure that comes in for these companies despite their growth, amazing revenue growth and amazing headcount growth on these companies have been part of. It is sometimes so much pressure to grow at all costs. That it not only impacts the people that are working there and working their butts off. It also impacts how well they can serve their clients

One thing that matters to me greatly as well is our goal is to work with amazing partners. It’s about marriage. Not dating. The whole periods alone for deals that we invest in are like five years plus, oftentimes. That’s longer than college. Stuff that’s changes. We want to make sure we stick with folks that we’ve worked with. We don’t just jump into random deals with folks that we met on the internet. What we do is we take our time. The goal now is continue doing it the way we have been doing it. We’re the number one source of new folks that invest alongside us and our investing club are referrals. It’s been old school but it works like a charm because we know that at least there’s some filtering for mutual fit.

I would say this, specifically our real estate deals and our lending company that I used to have. It was all privately funded. We didn’t use any capital or institutional money, I should say, institutional capital. I can’t tell you how many times we turned away sizable investors. We just knew they were going to be such a mess and it wasn’t worth it. We wanted to do business with people that were fun to do business. That when, and not if, when a challenge comes up, you can have a civil conversation. You can come up with reasonable expectations for how we’re going to solve for whatever the challenge is.

That’s what we did for so long. As I said, the growth curve when up because people saw what we were doing. We weren’t approaching people to raise money. They were approaching us, “How can we get involved in what you’re doing?” That changes the whole dynamic when you’re not out there desperately trying to figure out, how am I going to fund this deal or how am I going to fund this loan? Now, it’s a new problem. I need to find another deal. I need to find another loan to keep this investor’s money going because they’re a great person. I want to make them money and in doing so, I don’t want to make a return to feed my family.

That’s a great problem to have.

Future Focus: Growth And New Markets In 2025

However, it’s still a problem. It can and you can run into this too with Madison Investing. It’s a problem if you let it overwhelm you and overtake your decision-making. Your morals and your ethics have to be extremely strong when you’re dealing with anybody’s private money. It should be strong when you’re dealing with anybody’s money, whether it’s institutional or private. We all know about Ponzi schemes and things of that nature. You can get caught up in it. You can get caught up in the excitement or the profit or whatever drives you. I’m on my soapbox now. I’ll get off. What do you focus on now? You’re looking at growth, sustaining, and new markets. What’s 2025 look like for you, folks?

I agree with everything you just said. 2025 is a remarkable year. I still break it down in two. We got before COVID and after COVID when it comes to the real estate landscape and you have to go into interest rates, etc. I look at massive opportunity and this is where I’ve already invested quite a bit of my own money along with our investors in the past months. The same thing will happen. Banks have pulled back a lot from lending to investors.

As a former lender yourself, you’ll probably appreciate this. Within bigger assets, apartment buildings and self-storage facilities, I still love those. Those have been the focus of what we invest in. Great apartment communities and self-storage facilities in the South and Midwest. Some of the Rockies and the problem is the operators might be great. The banks won’t lend them the same amount that they use to be able to. As a result, we’re getting more on the lender side of the balance sheet, so we’re focused on private credit and private debt.

Now, the way that we have done that, it took a lot of R&D. We’re still looking at individual deals. We did closed on a great apartment building, a 54 unit back in Kansas City months ago. It was with partners of ours. We’re still looking at one deal at a time but much more interested in investing on the private credit side for the time being because interest rates are not coming down anytime soon. Everyone thought when the FED started cutting, mortgage rates were going to follow suit and it’s the opposite.

In a lot of these deals, people want to go and buy a new apartment community. People want to go buy a self -storage facility. They still need loans, gap closed loans and that’s what we’re into. We opened up like a feeder fund and it’s thriving because folks are realizing, “I can get a great risk adjusted return adding a definitively lower risk profile.” You still get cash flows and upside. All that good stuff, but you don’t have to go and necessarily be common equity and then the investment. I don’t know how nerdy people wanted to get about it but that’s an area that I’m excited. It doesn’t come with the tax benefits but I do like those passive losses and paper losses that we can get when we find a great deal on the real estate side. This is where I’m fired up.

Investment Goals: Targeted Returns And Metrics

From your own perspective for your goals, versus people that you talk to. Are you looking for a flat certain percentage of return on investment or you’re looking at ROR and IRR? What does it look like?

The ever-evolving question. The way I get myself centered and I’m sharing this also because it’s not only helpful for me on every deal I look at and every year we set annual goals as just passive investors. I’ve told regularly by our members and our passive investors that invest alongside us that this is just super helpful like fundamental principle stuff. I sat there and I say, “Are we investing for cashflow? Are we investing for growth?” That’s question number one. What’s the goal for the money?

If it comes down to equity growth, then I want it to be something that’s going to be meaningful in terms of actual growth or multiple. We’re not worrying about cashflow in this example. It’s got to be at least like 2.5 to 3X. I’m using more just broad strokes terms but it’s what I’m looking for. It’s 2.5 to 3X and have been about a five year period. On the cashflow side, private credit stuff that we’re investing in is around 12% to 15% annualize. That’s interesting enough for me. As a guy who comes from tech, that would put most angel investors to sleep. They want a 25X multiple on their money but that’s also going to be 1 out of 100 companies they invest in.

I was going to say they’re gambling.

It’s a different model. I like the best kind of boring. That is what I’m interested in at this stage and that’s more in line with what we’re seeing on that credit side.

For me, being a Midwest guy, and I’ve bought and sold in other states but primarily I stay local in my region that is. We don’t have the peaks and valleys in the Midwest. It’s much more flowing ups and downs. We don’t get a lot of big surprises. I can still walk out the door and buy cashflow. It’s not everywhere but I can still do it. I also get involved in a lot of creative deal structures, which hits all my hot buttons but I can go and buy properties

Put terms in place, whether that’s seller financing or buying property subject to existing financing or a combination of multiple strategies. I don’t have to worry about 30% dips in value or I’m not going to get 30% appreciation in value either in a year in most cases. As you said, it’s boring. I got my ass kicked when the markets crashed ’07 and lost everything. I don’t ever want that feeling again. I meet plenty of people that hit homeruns and they think they’re God’s gift to real estate investing. I pat them on the back because that’s what they want. “Congratulations. You’re amazing.” You get that 1 out of 100 deal. I’ll take the base hits all day long. At the end of the game, I’ll probably be winning.

For sure. I’m aligned on that.

Journey To Financial Freedom: Understanding “What Is Enough?”

Spencer, we’ve been going for a while here. What is a question that I should have asked you that I didn’t? It can be about anything.

Maybe like what are the biggest learnings about this whole financial freedom journey? It’s something along those lines. When I connect with folks and two general profiles of folks that I usually end up chatting with who are in the investing ranks. I’m sure you know plenty of them as well. I got folks that I know from my tech career. They’re making an incredible fang at company money. A W-2 income $340,000 a year then you got the folks who are more entrepreneurial. They might be 2nd or 3rd generation owner of a company, old school business.

In both those cases, they hit a point where they say, “I have enough.” The question is like, what is enough? It’s getting a little philosophical here, Derek, but this is still one of the most fascinating, if not the most fascinating question for anyone who’s investing and doing so actively or passively or both. What have you. It’s like, challenging one-self to say like, what is enough because if you can circle that question and get closer to it every year with your annual goals. I have find that you start to realize you may not need as much as you think.

I’m talking on the financial side because your cup is filling up with these other wonderful aspects of life. That means whether you’re as a father or as a person who has certainly spent a ton more focus on my health in the past years than I ever did when I was in the depths of my W-2 career. A big learnings across the board.

It’s a wonderful privilege to be in a position to have the brain space to ask that question. I’m not delusional about that. It’s a lofty thing but people can’t stop and think about that worrying about putting food on the table. For those that get there and they’re setting their wondering like, “What’s the point of all this? Why am I still investing? I have plenty of zeros in the bank.” It comes down to, “What’s enough for you?” I’ll leave it there.

That very much leads into our mantra, live your vision, love your life. You and I were talking a little bit before we started just comparing notes on property values and I explained. In the Midwest, I don’t have to make Silicon Valley incomes to live a certain lifestyle and it’s all relative. I would much rather have more time with my kids, my family, and my friends and do stuff like this than to go make X number of dollars more.

I’m not opposed to making that money as long as I’m a good steward of that money and I can live my vision. Great, and that’s the part with having the vision. That is so important. It is when you see these shiny objects coming at you, it’s what you filter them with. Does this hit me closer to my vision or take me further away? There’s so many business owners and entrepreneurs that get caught up in the shiny objects and I don’t think they ever see the real big picture until it’s too late in most cases.

I completely agree with that direction.

Spencer, it’s been a pleasure having you on the show. I appreciate it so much. If anybody wants to get a hold of you at all, we can have a link at TheGenerationsOfWealth.com/MadisonInvesting. That will redirect you and take you directly to Spencer’s contact information if you want to talk to him about what he does and anything that he can help you with. Spencer, I hope that everything goes well for you. Who knows, someday you might be intrigued in the Midwest and we can we can talk about other transactions.

I’m looking forward to, Derek. Thank you for having me on. This has been awesome.

Thanks for joining us. Again, until the next episode. Go out, live your vision, and love your life.

Important Links

• Reicot.com
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About Spencer Hilligoss

Spencer Hilligoss is a passive investor who has deployed 7-figures of his own capital into passive investments in the past 7 years.

In 2019, Spencer retired from a 13-year leadership career in Silicon Valley tech companies to focus on serving fellow investors in Madison Investing – a club where passive investors gain access to the same types of niche investment opportunities where Spencer deploys his own money – including cash flowing assets like self-storage, multifamily and private credit.