In short
Mike Paulus’s career and investment philosophy, from Stanford and Silicon Valley startups to bootstrapped insurance/fintech exits, and then founding PCM Encore, an employee-owned multifamily office focused on tax-efficient, endowment-style portfolios and resilient real estate.
Guest background
Stanford economics/management science/engineering; managed part of Stanford’s Blythe Fund endowment; president of Adapar (wealth management tech reporting on trillions); co-founded Assurance IQ (2016), which matched customers with insurance products at scale; former Andreessen Horowitz partner; holds two fintech patents; founded PCM Encore (2021), now billions in AUM.
Key claims
Bootstrapping works when unit economics/cash flow are strong; wealth management should combine AI-enabled efficiency with “human touch” and uncommon private opportunities; taxable investors need endowment-like diversification but with tax-aware implementation; real estate should be resilient (multifamily, West Coast) with inflation/cash-flow and accelerated depreciation.
Notable examples
Assurance IQ sold to Prudential for $2.35B (2019); Adapar evolved from stocks/bonds to tracking alternatives’ post-crisis correlations; PCM Encore targets 7–9 asset classes and uses direct indexing/loss harvesting; real estate thesis cites 130–140% depreciation and opportunity zones.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOGrowing Up on a Blueberry Farm
0:45 to 2:36
Mike shares his childhood experiences and the impact of growing up on a farm.
“In 2021, he founded PCM Encore, a fiduciary employee-owned multifamily office and has since grown it to billions of dollars in assets under management.”
Contrast of Farm Life and Stanford
2:36 to 4:44
Mike discusses the transition from a rural upbringing to attending Stanford.
“If I'm correct, after growing up there, you go to Stanford, you earn two degrees, a bachelor's and a master's.”
Finding the Entrepreneurial Path
4:44 to 6:44
Mike reflects on his early ambitions and how he found his way to entrepreneurship.
“But I don't think I was necessarily, you know, like the kids you see that drop out of freshman year and are just, you know, are super entrepreneurial.”
Innovating at Adapar
6:44 to 8:16
Mike recounts his experiences at Adapar and the insights gained there.
“that caused me to go and build Atapar with him.”
Lessons from Andreessen Horowitz
8:16 to 10:54
Insights gained from observing successful founders while at Andreessen.
“And that was really what differentiated ADAPAR.”
Founding Assurance IQ
10:54 to 14:01
Mike explains the motivations and strategies behind founding Assurance IQ.
“And then I'd say, I'm kind of happy as an entrepreneur.”
The Art of Bootstrapping Assurance
14:01 to 16:38
Learn about the benefits and challenges of bootstrapping a startup in the insurtech space.
“And then how can we take this digital consumer and give them an optimal journey?”
Timing the Exit: Lessons from Assurance
19:17 to 22:26
Understand the strategic considerations behind exiting a startup and the factors that led to Assurance's exit.
“And after that evolution, four years later, you ultimately exit to Prudential for$2.35 billion.”
Building PCM Encore: A Multifamily Office
22:27 to 27:40
Explore the evolution and philosophy behind creating a multifamily office and its unique investment strategies.
“And I saw that a lot at Atapar, these small single family offices that were just a bit sleepy.”
Real Estate Investment Insights
27:41 to 28:00
Gain insights into the approach and strategies for investing in real estate within a broader portfolio.
“It oftentimes behaves unrelated to the stock market or potentially sometimes in the opposite direction.”
Show all 17 chapters
Macro Opportunities in Real Estate
28:00 to 28:30
Explore current market opportunities and inefficiencies in real estate investing.
“on an after-tax basis, you know, probably outperform what the stock market should be expected, but with something that has genuinely less correlation and resilience.”
Investment Strategies Amid Interest Rates
28:30 to 29:30
Discuss strategies for real estate investments considering current interest rates.
“And if you have something that pencils to a mid-teens, low-20s return, and you're not checking rents, you're not being aggressive, I think it's unlikely you're going to see interest rates move against us.”
The Impact of COVID-19 on Real Estate
29:30 to 30:10
Analyze how the COVID-19 pandemic affected real estate inventory and market trends.
“So I think what's really interesting right now from a macro perspective is it's a really interesting way to play rates.”
AI in Wealth Management
30:10 to 31:20
Examine the role of AI in transforming wealth management and investment strategies.
“So what we're seeing is this supply cliff that's really starting now is the very last COVID inventories are coming on.”
Navigating AI and Investment Opportunities
31:20 to 33:15
Learn about the potential of AI in investment and how to stay relevant in the market.
“In terms of how you look at AI, both from a perspective of building the wealth management firm, then also allocating capital, what are some of the most unique insights you have that you think are valuable to share?”
Daily Practices for Staying Informed
33:15 to 34:20
Discover the daily habits and resources that help successful investors stay informed.
“And I think that's the most exciting place to be.”
Advice for Young People Entering the Workforce
34:20 to 38:20
Gain valuable insights and advice for navigating early career challenges and opportunities.
“So I think, you know, that the basic financial plan, you know, that you're using a piece of software for already, I think that will increasingly become commodified.”
Transcript
Automatic transcript. May contain errors.0:00This week on Generating Alpha, I sat down with Mike Paulus, Stanford-trained entrepreneur, former partner at Andreessen Horowitz, and founder and CEO of PCM Encore, a multi-billion dollar family office. Mike studied economics and management science and engineering at Stanford, where he helped manage a portion of the university's endowment through the student-run Blythe Fund. He went on to serve as president of Adapar, the wealth management technology platform that reports on trillions in assets, before co-founding Assurance IQ in 2016. In the SureTech platform, they matched customers with insurance products at scale and sold to Prudential for$2.35 billion in 2019, making Mike a billionaire at exit as he bootstrapped the business.
0:40He's also spent time at a partner at Andreessen Forowitz and holds two patents for innovations in financial technology. In 2021, he founded PCM Encore, a fiduciary employee-owned multifamily office and has since grown it to billions of dollars in assets under management. In our conversation, we talk about his path from Stanford to Silicon Valley, building Adapart, co-founding and selling Assurance IQ, his time at A16Z, why he started PCM Moncor, how he thinks about alternatives and portfolio construction for high net worth families, and much more. If you enjoyed this episode, please follow the podcast and rate it five stars on Spotify, subscribe on YouTube, and share it to anyone who you think might find it valuable.
1:15I really enjoyed speaking to Mike, and I hope you guys enjoyed the episode. Thank you. Thank you, Michael, for coming on the podcast. I really appreciate it. It's great to be here. big fan. Thank you. Well, I want to start where I always do, the beginning, as you know. If I'm correct, you grew up on a blueberry farm in Washington State. Tell me about your childhood, the environment you grew up in, how that shaped you. I'd love to hear the backstory. Yeah, so I grew up on a small blueberry farm, almost on the Canadian border, and then my mom was the local Lutheran preacher. So it was a very idyllic childhood.
1:49But I was really always interested in the financial world and technology. And I think the farm taught me hard work, you know, certainly, but I also knew I wanted to get off the farm, you know, when you're going up and down the same row of blueberries for, you know, months on end, you're, it gives you a little extra motivation to, to, to do well in school. And, you know, my, my biggest memory was just thinking through the time till coffee time, then lunch till the end of the day, just because the work was so monotonous. And I said, you know, the most important thing for me in my career is I never want to look at a clock.
2:24And I've been very fortunate to do things where you're excited about the day. And, you know, that's that's that's one of the best gifts, I think, no matter what you do in your life that that you can take away. If I'm correct, after growing up there, you go to Stanford, you earn two degrees, a bachelor's and a master's. what was that like that contrast between growing up on a blueberry farm Washington state and then going to Stanford one of like the most prestigious kind of formal education institutions in the world um talk about your time there what did you take away what did you learn and and after that how did you know what you wanted to do or did you know what you wanted to do yeah it's it's a great question I I think the most the the biggest takeaway from Stanford from a positives was you get to meet your tribe.
3:09You get to meet people from all over the world that are like yourself. And I look at my best friends and they're from, you know, Nigeria, you know, I've met my wife at Stanford from Switzerland, you know, another good friend from Ireland. And I think you meet a lot of folks there that are very different and that has its own benefits, but you also get to meet these people that have so much in common and it kind of distills that group from around the world. And then I think being there at such an interesting time, you know, we had the 2000 crisis that Silicon Valley was just coming back from. You had, you know, Facebook really just starting to take off.
3:46You know, the coolest kids were getting internships there. And it was dynamic. I mean, Instagram was founded, you know, while I was there. You know, Bobby Murphy from my freshman dorm was one of the Snapchat founders and that was happening there. So I think to be at that time in that place as Silicon Valley was really just reemerging, I think I was very fortunate. Was it during those college days when you wanted to be an entrepreneur or did it take some time after that to really understand that? You know, it's interesting. I think I was ambitious and I didn't know how to channel that. I thought, you know, maybe I'll go into real estate development.
4:23You know, I took a job at BCG, an internship at BCG. You know, I was going down an investment banking path. I'd seen, you know, the entrepreneurial and the tech wave as well. So I think like a lot of young people, you know, I wanted to make something in my life. You know, I wanted to work hard and get ahead and kind of have the American dream. But I don't think I was necessarily, you know, like the kids you see that drop out of freshman year and are just, you know, are super entrepreneurial. I think, you know, later in my career, I realized how much I loved working for myself, but that wasn't evident, you know, early on.
4:59I mean, I think my life could have very easily taken a different path. After Stanford, how did you channel that and ultimately end up at a part in 2009? What was the space in between that or was it director? Yeah. Yeah. So it's a good story. So, you know, I had a great internship at BCG. It only lasted a summer, but I was working for a bank. I was in the New York office and they sent me to North Carolina to look for a bank. And it was great. It was a big IT revamp. And that gave me my first view into just financial technology, understanding how backwards things were, just the core opportunity there.
5:35But, you know, I had taken a job at Goldman Sachs in the TMT group, and I've got a lot of good friends that have done that. It's a great group with illustrious alumni. And that's what I thought I was going to do. And there was a person at Stanford named Steve McLaughlin, or Steve Laughlin rather. He's actually a partner now at Excel, great founder. And he said, you should meet this guy, Joe Lonsdale. And Joe had been one of the Palantir co-founders. And I went to meet Joe. And I'll never forget, it was a brand new Palantir building. No one had moved in. So it was an abandoned four-story building in the middle of Palo Alto.
6:13I come into the office. is Joe's got a lightsaber collection behind him. So you're the same, you know, I was like, am I even in the right place? And then as he started talking, you know, just an absolute brilliant, you know, really a genius. But then it was so creative and we could go and do this and this and this. And there wasn't this thought of, hey, if you do this, you get this position, this position, this position. He really believed if you're young and smart and you work hard, like let's go and do this. And it was just really invigorating. And that really changed my life. that caused me to go and build Atapar with him.
6:48During the time at Atapar, what were those things you pursued and worked on? And what do you think you took away from that time there and from Joe? Yeah, so we had this vague idea that the financial crisis had happened. People had lost a lot of money. Portfolios had not behaved like they were expected to. And how could we fix that? Kind of a typical Silicon Valley grandiose vision. And when we got there, really, we first channeled it into just meeting with hundreds of wealth managers. And that was just fascinating. And because, you know, of Joe and being in Silicon Valley, you got to meet with, you know, Iconica was being founded, you know, IEQ, some of the best wealth managers across the country.
7:28So just to be a front row seat to folks that are incredible at what they do. And a lot of what came out of those conversations was we had evolved from this world of stocks and bonds to alternatives, really, you know, hedge funds, private equity, real estate, venture capital, And, you know, in a capital model, they all seem to help with portfolios diversification. But post-investment, there wasn't really tracking that was happening. And if you look at the lead up to the financial crisis, 06 to 08, these were all going up together, which they shouldn't have had, right? And then it turned out that they all crashed together.
8:00So there was this real desire from the wealth management, really anyone with a complex endowment style portfolio, to better understand the risks they were taking, have a real understanding of the underlying exposures of the funds, and just wrap your head around this complexity. And that was really what differentiated ADAPAR. And we had this incredible tailwind of the independent RA movement as hundreds of billions or trillions of dollars moved out of wire houses. so it was just very interesting and it was it was fun to see so many incredible investors that have so many different strategies and I think that's something you get on this podcast a little bit you know there's a lot of ways to make money in this world but it was a fascinating front row seat and I learned a lot about enterprise sales you know how to go make a 500 ,000 million dollar sale as a 22 year old and that process implementation process and scaling it was fun you know we were blocks away from Google.
8:57And it was kind of the quintessential Silicon Valley startup experience. After Adapar, you go to Andreessen and you sit across the table from like, you were at Adapar and you were somewhat siloed to one company. And then all of a sudden you're a VC seeing all these founders. I guess my question around that is now that you saw all those founders from that perspective, kind of what did it teach you about the difference between good and great founders? And how did you kind of implement that into ultimately building assurance IQ, which you did after? It's interesting. The first thing I'll say is just getting to meet that team and, you know, Mark in particular, you see why he is such a singular, you know, person, how he invented it.
9:39I've just never seen someone that is a clear first principle thinker, you know, how he looks to the world and how he can live in the future. And then it was interesting because there's other people like Jeff Jordan, totally different, far more pragmatic, but incredible at marketplace businesses and a really good investor in his own right. And I think it's similar with founders. And I think you sort of look at product founder market fit, and we call it the maze as well. What does a founder have that makes them unique? But you had the emergence of things like Bitcoin, and Coinbase was an early investment at that point, and you kind of had to be a little bit crazy.
10:14And that was something that Andreessen really kind of embraced. What are the crazy subreddits? What's going on? And there were a lot of misses there, but that's also how you get the next big thing. And then there's founders that are just incredibly practical and detail-oriented, and they find markets and businesses that are really effective for themselves, or they're highly technical, and they figure out things on the infrastructure side. So I think in a way, there's not one prototype, but I think it's all about knowing what you're really good at and what you love and how does that match up to the business that you're taking.
10:49And I think businesses have such a different DNA in terms of what's going to make you successful or not successful. So I'd say that. And then I'd say, I'm kind of happy as an entrepreneur. I wasn't a VC first because you see dozens and dozens of really smart teams attacking the same space. And I think you start to look at things more probabilistically or statistically. And I think founder, you just need that naive belief that you're going to make it happen. And you touch on that point of each founder is different and has their own superpowers in a sense. I'm interested in a lot of people found and then just sit on the VC side and stay there forever.
11:27You did it. You moved on. You founded Assurance IQ. And so like, why were you right for that business? What do you think are your unique kind of abilities? And why did that work well when ultimately starting Assurance IQ? And tell me a bit about that kind of beginning. Yeah, it's a great question. So you asked about being an entrepreneur. I think one thing I learned at Andreessen is I am, you know, someone that loves to steer my own ship. And even if I have the best boss in the world, which I did at Andreessen, I just chafe under it, you know. And I think I took a personality test years later.
11:58They were like sort of authority and self-control. You're sort of off the charts. So on one piece, I'm just sort of incapable of being employed. I'm not sure if that's a good or bad thing, but it's me. So you've got to kind of embrace it. I found I love operating. I love being with a team every day in the day in, day out. So the cadence of being a great board member, it just it just wasn't for me. And I also found it's interesting. Well, I've been in technology. I have a more conservative view of the world. And if you think about technology for wealth managers or insurance doing life and health insurance, these were pragmatic things.
12:33So I wouldn't be a good blockchain, you know, founder. I, you know, I, I, I'm someone that has a DNA where I can really execute and synthesize and build the right product for a customer. But it's, you know, I looked at, I looked at like the businesses that, you know, Mark and Dreesen thought were great businesses. And, you know, I was sitting there at the, you know, at the table, the ones that I thought were great, and there wasn't a lot of overlap. And, you know, he he was looking for grand slams. And, you know, for me, there was, you know, where is there a practical problem where you can go or you can differentiate yourself?
13:10So I think for me, it was I needed to work for myself. I love being an operator. Just that team environment is just on a day to day basis. I love I just wasn't ready to sit in the investor chair and say no to 15 people a day, you know, as your typical day. and then you know there's a way that like I'm not I'm not necessarily a moonshot investor I'm a little too skeptical so I found markets that really suited myself so at you know at Adapar really the core insight was I think two things really consumers were looking online for insurance and there wasn't really a great way for that to occur and then when you were getting life insurance You had to go to the doctor.
13:51You had to get blood drawn. It was just a terrible process. So really, the confluence for us was how could we use data to potentially streamline that process for consumers? And then how can we take this digital consumer and give them an optimal journey? And in some cases, that meant, you know, buying totally online. And in some cases, it was how do you transition that person from online research and quoting potentially to an agent to help them through that process? You know, we called it the art of the human touch. And after Andreessen, you started Assurance in 2016. Yes. And very rarely do you see a company that exits for a billion dollars that doesn't raise venture money.
14:34And you guys didn't. You completely bootstrapped. And so I'm interested to hear how you started, why make a decision to become bootstrapped, and kind of the entire evolution of Assurance until you ultimately exited. Yeah, it's a great question. So I think the first thing with bootstrapping is you have to be in the right market from a cash flow perspective. So Adapar has raised hundreds of millions of dollars. It will be worth billions of dollars. It's going to be a great outcome for employees and investors. And when you're building a SaaS business, you don't really have much choice, right? You're investing a lot up front for hopefully a customer that's very sticky.
15:09We had to build a huge amount of infrastructure. So when we look at assurancing, the first piece is the structure of life insurance is remarkable, right? You get upfront commissions for virtually the entire value from the carrier. So in a way, we said, what would be the reason to raise? If you have good economics and you're profitable, you should be able to bootstrap this. And if you can't make it work, there's probably something at the core of your business that's wrong. I think we saw that with a lot of insurtechs. There was this thought of the economics will improve as I scale. We don't. Google just gets more expensive.
15:45All that stuff just gets worse. So I think we figured we had to get the core economics right and the cash flow followed just because of the nature of that business. You know, I think as well, we really did not want distractions. And I think moving from the middle of Silicon Valley, where it was all sort of lunches and networking, up to Bellevue, where we could, you know, Washington, where we could just focus on our customers, really be out of sight, out of mind was so good because it was 10, 12 hours a day, just totally focused on your customer. And I think that was one of our biggest competitive advantages was we could just be obsessed with our customers, period.
16:17We weren't thinking about how a VC would see us in the next round and we could do the right thing. Like if customers did better with an agent, we put them on an agent. We didn't have to make this story for a VC around how we were replacing agents. So you could really just practically follow what was right for the business and the customer rather than, you know, kind of the next narrative for VC. So I think that's the biggest benefit you get from bootstrapping is just that customer focus. And it's maniacal, right? If you could go bankrupt this next month, you are really focused on it. Everyone says they're focused on the customer, but it really sharpens it when you've got that pressure.
16:55And what does that environment feel like? What does the culture feel like when you're bootstrapping and there's a chance you can go bankrupt every month? How is that different? Because obviously you were in Adapar, which raised money. You were in Andreessen, where you saw a lot of companies that raised money. How did you see that kind of the differentiation in the cultures between a bootstrap startup versus the one that kind of has that safety net? Yeah. So, you know, first of all, most small businesses in America are bootstraps. So I think you get the appreciation of what most entrepreneurs are going.
17:26You know, we're so lucky, the privileged few, they can go out and raise a lot of money and have that buffer. I think for us, if you marry bootstrap with growth, I think that's where it gets challenging. And a lot of it was every day you had to be so on top of your metrics. You know, so many, you know, I think at Adapart, we were so focused on record. You know, what customers were we closing in the quarter? What did that look like? You know, if you're going to spend$100 ,000 on Google this month, and if you don't get that money back, you know, that the business is done, And you're really focused on what did we do today, this morning, this minute.
18:01So I think probably the way we were able to grow really quickly to hundreds of millions of dollars of revenue while being bootstrapped was to take that period of reflection and analysis down to the day, the hour, the minute. There was no such thing as a quarter for us. Before we go back to the episode, I want to take a short break to talk about my sponsor, Ro. The Generating Alpha podcast is presented by Rho, the all-in-one banking platform for startups. Thousands of startups like Perplexity, Product Hunt, and more use Rho. You get everything you need to manage your startup's cash. Fast banking setup, cards with up a 2 % cash back, and a yield that turns company cash into extra runway.
18:40All super important in the early days of launching. But the thing founders really love about Rho is their team. They're obsessed with helping founders disrupt the status quo and will go to the end of the earth to help them to do so. And exclusively for Generating Alpha podcast listeners and viewers, you'll get a$1 ,500 statement credit, plus a ton of exclusive perks when you manage your company cash with Rho. Terms and conditions apply. To learn more, visit rho.co slash generatingalpha. Rho is a fintech, not a bank. Checking and card services provided by Webster Bank, member FDIC. See reward terms for details.
19:16Thank you. And back to the episode. And after that evolution, four years later, you ultimately exit to Prudential for$2.35 billion. How did you know it was the right time to exit? How does an exit of that magnitude come together? So for us, we had really two things coming together. The first is the Medicare business was growing and becoming very significant for us. And Medicare, from a cash flow perspective, is the opposite of life insurance. You spend a lot to acquire a customer. That customer stays with you for a long time. It's illegal for carriers to advance you commission. So you're paid out over years.
19:50So, and we saw that was the opportunity. It was growing very quickly. It was a great space. We had a competitive advantage. And quickly, a couple of years after the acquisition, we had hundreds of millions of dollars of debt financing. So that was one side of it. The other was as a insurance carrier, if you think about the direct guys, the guys that do a lot of advertising, they are all also the carrier and the under it because there's this tension, right? You're spending a lot of money to acquire someone. So you want an underwriting process that's going to approve most people. And that's why the Geico's, the progressives, they do both.
20:23And they usually have something for almost anyone. If you look at the brokerage market, it's a little bit different. You have a panel of carriers and then each individual carrier can be a little bit more picky about their risk. So, you know, we saw if we wanted to continue to innovate in the product and then critically have control over that underwriting. Because, you know, a small change in the Swiss Re-algorithm and our economics would be underwater. And, you know, so we saw that there needed to be a synergy there. Given that just the hundreds of millions of dollars of life insurance that we were writing, that scale means basically a trillion dollar balance sheet.
20:59And that really led to the process of us becoming part of Prudential. them. After that exit, you built what you're kind of working on now, or at least the kind of first first instance of it, which was a PCM, which is PCM on core, initially as a family office, and then expanding it to become a multifamily office. Why wealth management? Why building wealth management? Yeah, so it's been very organic. So, you know, after I sold and was really kind of out, I went to play golf for a couple of weeks, and I was miserable. I'm terrible like golf. But I also, I just love being around really smart people.
21:35I love building things. So I think the first permutation was really for myself and my family. How do, you know, we optimize this portfolio, and then how do I work with great entrepreneurs? And I love that. I love investing with entrepreneurs. I love, you know, being very involved. I like rolling out my sleeves. Then I kind of alluded to this, I think, before on camera, but my father-in-law was a co-founder or Logitech said, hey, would you think about managing my money? You know, there really is no upside in managing your father-in-law's money. It's just awkward Thanksgiving if you mess up. But we did, and it was great.
22:10It worked out great. And he had a totally different set of objectives, you know, a different tax situation. So the portfolio looked very different from my own. And I love that. And, you know, that really got me thinking about the next evolution of this and led us in 2024 to become a multifamily office and open to others. I think if I look at that motivation, coming back to what I love to do every day, which is work with really, really smart people and be part of that team, even as a billion dollar plus single family office, you really can't get the best talent. It's subscale. There's not necessarily opportunity.
22:46And I saw that a lot at Atapar, these small single family offices that were just a bit sleepy. And that's not the environment that I love. So part of growth is let's go get the best tax expert that we can. Let's go get the best investment team. Let's scale out the private market side. So that's a lot of how I looked at it is really even for myself and my family. How do we have one, just the broadest set of services? And two, how do I surround myself with really smart people every day? And from a high level, what is PCM Encore now? And what's the investment philosophy? How's it differentiated than your kind of average multifamily office out there?
23:22Yeah. So if we start at the top, we're an employee-owned fiduciary, you know, and we have a wholly owned tax practice. So we'll come to a client and we'll say, well, there's going to be some part of it that we'll manage, but we want to understand everything. And often the best opportunities are in making sure you have full interest deductibility on your mortgage. How do you structure your private investments? You know, what are you doing in retirement areas? Oftentimes, it's really not the money that we'll actually manage where there's the biggest tax advantages. So it's very holistic. Underneath that, you know, we really look at endowment style portfolios.
23:59And our view is, you know, what are the best family offices and endowments and foundations doing? They have found seven to nine asset classes that have really independently or somewhat independently non-correlated returns. And you find by putting a portfolio together there, you have better outcomes, more return and less risk. And you're able to create a lot of resilience. And I think a lot of what we're looking to do is bring that style of portfolio to the individual investor. And then the biggest difference, right, is that you and I pay taxes, right? If you're in the state of New York or California, that can be 45, 50 percent.
Read the full transcript
24:34So, you know, a typical endowment style portfolio is pretty darn inefficient for a taxable investor. You're mostly throwing off games. where through direct indexing and, you know, things like real estate, real assets and appreciation, we're always thinking, how do we maximize losses that this client can use either within the portfolio or, you know, elsewhere in their life? And then underneath that, you know, we say, where can we find uncommon investment opportunities? And that tends to be in private markets and real estate. We have really a lower middle market private equity strategy that we like, and then we're very involved in real estate.
25:11So we pick the couple of places where we want to play and really differentiate returns. And then outside of that, it's either where are these commodified parts of the portfolio where we're very fee focused and where do we partner with exceptional managers that we really think are worth it. And I want to touch a real estate a tad bit, if I'm correct, you deployed over like$300 million at this point into real estate. How do you think about it as an asset class with a broader portfolio? And then how do you think you also approach it uniquely? Because if I'm correct, you have like an on the ground team in real estate.
25:38Yeah. And it's interesting. I probably don't like most things in real estate. I'd say, you know, 95 % of real estate deals, I wouldn't touch. You know, I think as you look at real estate, there's a lot of different components to it. As you look at, you know, hospitality, office, these are interesting. They can have, you know, great returns, but I look at that as taking an equity like risk. You've got your, you know, you're correlated with credit cycles, are correlated with economic cycles. And, you know, oftentimes I'll say for that part of the portfolio, if we're going to take those risks, you know, within a private equity or even just a simple equity portfolio, we're probably going to out-return things on an after-tax basis.
26:16The area that I really focus is where can real estate be resilient? And I don't want to say I hate bonds, but, you know, you're often basically going backwards, especially on an after-tax basis. And almost certainly your real earnings power has been deflated. You know, if you owned a bond since 2020, you've lost 25, 30 % of that just to inflation. So I look at where can we find real estate that has that bond component to portfolio. It's maybe acyclical or counter cyclical. You have a strong cashflow component and it creates resilience. And the area I've really focused on is multifamily and in particular up and down the West Coast.
26:54And I like it because in recessions, people are forced back into apartments. It's inflation resistant. In fact, rents are the single biggest component to inflation. So you get that. You know, with the new big, beautiful bill, we're seeing depreciation of 130 to 140 % of every dollar invested, which is pretty remarkable. And you put structures like opportunity zones and things on top of that, or being a qualified real estate professional. And it's a pretty remarkable thing for the taxable investor to look at. So now I've got an asset class where we can comfortably expect low teens returns. If we go into development, which is what we do, those can be well into the 20s, but it's counter-cyclical or a-cyclical.
27:42It's inflation resistant. It oftentimes behaves unrelated to the stock market or potentially sometimes in the opposite direction. So now I've got something where if I compare it to a bond, it's looking really attractive. And how can you use things like a private real estate, you know, infrastructure, things like that, to sort of replace that component of your portfolio and get really equity-like returns on an after-tax basis, you know, probably outperform what the stock market should be expected, but with something that has genuinely less correlation and resilience. From a broad and macro perspective, where are the opportunities now?
28:18What are you excited about? Kind of what excites you and what kind of inefficiencies you see in certain markets? so i think there's a couple of things that are happening that are exciting to us you know the first my favorite you know word is is kurtosis and i think you know when something really extraordinary happens are you you know in a position to benefit when we and i think you know down into companies the best example of that i think if you talk to a lot of great asset managers or or even myself like we started assurance we weren't thinking hey let's go build a multi-billion dollar business that we're going to bootstrap but we gave ourselves that opportunity right and i I think what you have right now in real estate is underwriting deals at today's interest rates.
28:58And if you have something that pencils to a mid-teens, low-20s return, and you're not checking rents, you're not being aggressive, I think it's unlikely you're going to see interest rates move against us. I think your worst-case scenario is they probably stay about where they are. And if you have a deal that works there, now we have this potential with a new Fed chair, with policy. Let's just say you see 100 basis point reduction, which I think is very feasible. And all of a sudden, you have cap rates that are 20 % lower. Now, all of a sudden, these are 40%, 50 % higher our deals. So I think what's really interesting right now from a macro perspective is it's a really interesting way to play rates.
29:40Assuming that's not baked in, assuming the deal works standalone, I think that's really interesting. The accelerated depreciation last year is just enormous. And, you know, we're seeing opportunity zone investments where you can get an IRR in the 20s or 30s just from the tax benefits, you know, from the deferral, the depreciation, the no recapture. It's pretty remarkable. And then, you know, I think you had a lot of inventory and a lot of starts during COVID during this zero interest rate environment. And then really nothing has started in the past three or four years. So what we're seeing is this supply cliff that's really starting now is the very last COVID inventories are coming on.
30:18And I think the key is you've got to be in the right cities. If you're in a growing city, you're an attractive place to be. You're in a place where people appreciate new product. You can really benefit on the rental side, too. So we're starting to see double digit rent increases in the Bay Area, which we sort of see as the canary in the coal mine. And our view is that's going to shift up to, you know, other growing kind of tech forward markets. It's, you know, Bellevue's one that we like particularly. So that's a lot of the thesis. And the thing I like about it is it's kind of like an option. If none of the things I tell you are true, we're still going to be fine, you know, and you're still going to have a great return.
30:54You're going to get off the tax treatment. But I think whereas five years ago, the interest rates and everything were really priced to protection, perfection, rather, it was hard to see the upside. Here, there's a lot of things that if they break your way, it takes a solid investment and makes it a home run. On the topic of opportunities, I want to take a second to touch on AI. I actually have a friend who's recently sold a fintech company that's now trying to build an AI-first multifamily office. Interesting. In terms of how you look at AI, both from a perspective of building the wealth management firm, then also allocating capital, what are some of the most unique insights you have that you think are valuable to share?
31:34Well, so I think the first piece is on the investment side. you know you were able to buy a low cost index fund for the past three decades and outperform basically any active manager without a wealth manager present and the wealth management industry is like boom during that period so i think you first have to say just the ability to create a diversified portfolio is especially in the public markets is is somewhat commodified and has been for a while so there is something about that human touch we use a lot of ai and efficiency but behind the scenes. You know, I think that comes down to how can you do more for clients?
32:10So I think there's going to be some, I think there is a segment of the market that likes doing things themselves that are very fee sensitive. And I think that group is, you know, already talking with AI models and doing that sort of thing. I do think AI presents an opportunity for wealth managers to do a far better job. You know, as I look at what we do, looking at, you know, everything in your life and those opportunities, that's not what's happening in the industry. Most folks are like, you know, why are you in your cash and I'll manage this part of the portfolio? So I hope that it can really make the average wealth manager significantly better.
32:46You know, as I look at it from an investment standpoint, you can decide to be bifurcated. You can either not be in AI at all. So, you know, people are going to need apartments no matter what happens with AI. You know, our pest control company, I think that's going to be the last thing that, you know, a machine is going to do. We've got a lot of franchise restaurants. I think that's going to be something that's very resilient. And if you just don't want to deal with it, like go play there. Or you go into these industries where you're right in the middle of it, right? And I think that's the most exciting place to be.
33:18That's where the value is being created. That's where things are stripped out. But you better be ready to dance, right, if you're going to do it. So I look at us and I think absolutely our business needs to transform, you know, and how the value that you give to clients and how you grow. I think you could see fee compression. I think you could see the economics change. So I think it's a really, but those are the dynamic right places to be where you have that occur. So my thesis tends to be a ton of technology under the hood delivered with human touch and expertise. And then I also think that that uncommon investment side is going to become more and more important.
33:56What are you sourcing that's unique. I think for a lot of reasons, that's going to be like maybe the last thing that AI can do, mostly because the best data on uncommon investments is not anywhere on the internet. There's no model for it to pick up. So as I think about our business, the ability to give, you know, really unique opportunities for our clients is important. And then just the most complex situations, right? Really complicated estate structures, sophisticated interactions. So I think, you know, that the basic financial plan, you know, that you're using a piece of software for already, I think that will increasingly become commodified.
34:30And I'm hopeful. I mean, most consumers make terrible financial decisions. So I'm also hopeful that, you know, for me, there's a lot of mission here. And for the folks that, you know, most Americans are not able to qualify for our services. So if ChatGPG can do a better job than Reddit on giving you financial advice, you know, hopefully that benefits everyone. With AI, the kind of flow information is much faster and much more efficient. And thus, you also have the problem of a lot of noise. You separate that signal from the noise. And so kind of to ask you a question tactically, what does a day in the life of Michael Paulus look like in the sense of what do you read?
35:07What information do you consume? How do you separate that noise or that signal from that noise? Yeah, it's a good question. So I'm a Wall Street Journal and FT guy in the morning. And I like kind of like that European perspective. and then you know i i always like a good podcast you know i i like yours and then i try to find you know different views you know i find linkedin's good for that following people that i i think are smart and you know i think the most thoughtful things you know don't don't work in 50 characters so um you know i read a huge amount i've read a ton about um you know india at the moment i read a lot around the old kind of banking houses i just did the last kings of shanghai um you know around some of the Jewish banking houses there.
35:52I mean, I love, you know, the house of Morgan there, you know, the, the story of the Rothschilds, I mean the, the Warburg. So I think actually looking at the history of all these things you know, it, it tends to really repeat itself, you know, so I think there there's something around mixing things that are very much today and what's going on with, with, with things that are very historical. And then I think part of growing up on a farm, my businesses have always been throughout America, you know, pest control is not a big deal in New York. It is in Atlanta and Dallas and Houston. And, you know, I'm, I'm based in Colorado and I think, um, you know, being out of sort of the Silicon Valley, New York echo chambers is very helpful.
36:33You know, I, I, when I go to Utah, I get so bullish on America and the young people in the building, you know, and, um, so I, that's, that's kind of where, where I tend to mix. And then I think you've got to stay close to young people. You know, I think, you know I think you're a good example of this but you know on the team how do you stay close to the engineers how do you stay close to what's actually happening with Anthropic and Cloud and I think you know a risk as you have success in life is you kind of build a gilded cage for yourself and everyone kind of says yes and you sort of create these layers between you and the team and and that's also why I love to be on client calls and I think I learn a lot you know these are all very successful people in their own way and I try to spend a lot of time on that so I think it's it's a real mixture of perspective um and you know i did debate in in high school and i think it was phenomenal and i think not enough people can say hey tell me why trump is the greatest president ever two minutes okay two minutes now tell me why he's the worst president ever and can deliver those two things in a cool way and i think especially in things like ai and this disruption, you've got to have this optimistic hat, disruption hat, and then this realistic hat.
37:45You've got to be getting totally different views. I think that's one really good thing on AI is to look at the barbells from the guys that are saying it's going to disrupt everyone. And I think Citadel had a really interesting, more somber piece last week. So just a wide variety and then reading with a very open mind and a plastic light. And for me, when I look at someone that that's intellectual, I find one of the most incredible qualities is, is are you willing to come out of a conversation with a different viewpoint than you, than you entered it with, you know, and I think especially in AI, so much of it, we just don't know.
38:21So I think it's, it's, you know, it behooves you to be just constantly learning. The segue to my final question I ask every guest on the topic of young people. I'm 16 today. If you had to give one piece of advice to a 16 year old today, any kind of advice, what would it be? I don't know if I can just do one. I'll do a few. So I sold assurance when I was, you know, 31 years old and, um, you know, like you're a billionaire, your, your life's changed. And, you know, I kind of told you the golfing story. It doesn't bring you happiness, you know? So one is like slow down and enjoy life. Like I, you know, I think your friends, like I see everyone dropping out of college freshman year.
39:10And if you see a unique opportunity, like go for it. But man, like your youth is amazing. It's a great time to just see different things. And, you know, after, you know, the finish line wasn't 31, then you're like, what am I doing? That's interesting every day. You know, who am I doing it with? Like now I want to, you know, having built that awesome team, it's almost like, okay, now I've got to go build another awesome team that I get to hang out with. So enjoy the journey. Don't stress yourself out. I had a lot of mental health challenges in my 20s from just the pressure that I put on myself.
39:39And I think this generation might be even more brutal. I think the second is there's a lot of ways to make money in this world and be successful. And I think your show is a great example of that. And you see the different sort of ways people are, right? Like VCs tend to be risk takers, you know, dreamers look at the future. The private credit guys are rightfully paranoid around everything that can go wrong. You know, Diamond is probably fundamentally more of a risk manager. And I think it's really important to just know yourself. Like, what do you enjoy? Do you love networking and being with people?
40:14Do you love being in front of your computer, solving a problem? Because I think there's a lot of ways to have success. in the world and the almost more important thing is what what do you love and what are you good at where do those talents sit and then finally i think for me mentors played a huge role and i look you know you had keith uh revelon he was uh talking about you know peter teal and that whole group at stanford and i look at that because um you know joe came out of that group at stanford joe lonsdale was mentored by peter teal was at paypal with him did palantir together and then I was kind of part of that libertarian group and was mentored by Joe.
40:51And if I look at my best business ideas in college, they were just like what I knew. They were like a new apartment thing or they were very pedestrian. But by having a mentor who through Palantir had all this unique exposure to the world, it really put me on this path where I just got to learn a lot of things that kind of like weren't typical. So I think sometimes, you know, someone has a brilliant insight and they're the right person for the job at a young age and like go for it if that's the case. but then also don't be afraid to, you know, put yourself in a unique position to take up. And I think so much of your podcast is actually about that.
41:26Like let's take the mentorship and wisdom. And I think, I think the key is to take it and then to be like, look, Mike, I agree. Like 20 % of what you said is really smart and 80 % either doesn't apply to me or I think you're full of shit. So don't just, you know, take it all in that face value. But I think, you know, that's, that's, that served me really well. I think you are young, likely the youngest guest I've had on the podcast yet. So I really, really do appreciate it and really appreciate the advice. I think it's incredibly insightful. Thanks for coming on, Mike. I really appreciate it. This was awesome.
41:56Love to do it again. And I keep putting out great episodes. Awesome. Well, thank you.
From the publisher
This week on Generating Alpha, I sat down with Michael Paulus — serial entrepreneur, fintech pioneer, and founder of PCM Encore, one of the fastest-growing fiduciary wealth management firms in the country.
Michael earned his undergraduate degree in Economics and a Master's in Management Science and Engineering from Stanford, where he helped manage a portion of the university's endowment through the student-run Blyth Fund. He went on to consult at Boston Consulting Group and became a Partner at Andreessen Horowitz before co-founding Assurance IQ — an insurance technology platform he bootstrapped to a billion-dollar exit to Prudential Financial, making him one of the youngest self-made billionaires in the country. He also helped build Addepar, a financial analytics platform now reporting on trillions in assets.
But PCM Encore is his most personal bet. Frustrated that no wealth manager could deliver the conflict-free, sophisticated solutions his own family needed, he built the platform himself — then opened it to the world. The firm crossed $1.2 billion in AUM within six months of launching to outside families, operating as a 100% employee-owned fiduciary with no commissions, no hidden fees, and no products to push.
In our conversation, we talked about the lessons from bootstrapping and exiting a billion-dollar business, why he believes wealth management is fundamentally broken, what it really means to be a fiduciary, and how he thinks about portfolio construction for high-net-worth families.
It's a rare look inside the mind of a builder who keeps finding new industries to reinvent — and winning.
Presented by: rho.co/generatingalpha
