The IRR “Trap” That Costs Investors Everything | EP. 16

Everyone is chasing the next big thing in real estate. 20%+ IRR (internal rate of return), a two-year exit, a quick, profitable flip on their deal. 

You’ve probably been handed an offering memorandum that says the same thing: high IRRs, a quick and easy exit, and a plentiful return for you in a matter of years. Many investors took the chance on deals like this in 2021 and 2022—now they’re facing paused distributions, capital calls for more, or total loss of capital. 

Everyone has IRR wrong. Sponsors have IRR wrong. Limited partners have IRR wrong—and it’s costing investors. 

In my business, we’ve held to a different standard—no capital calls, no paused distributions, across 30+ consecutive quarters. The difference comes down to three traps most investors never see coming, and the principles that keep your capital compounding for decades instead of disappearing in a matter of years. 

Sage Wisdom from Today’s Episode: 

  • Why IRR is the most dangerous metric in passive real estate investing
  • The three IRR “traps” that cause investors to lose their entire investment 
  • Why fund structures, not syndications, give passive investors the edge (and hold the sponsor accountable) 
  • These beat IRR every time: The metrics that matter most for long-term wealth, not quick flip speculation 
  • Why strong sponsor track records do not protect you from total capital loss

Recommended Resources:

Are you a high net worth investor with capital to deploy in the next 12 months? Build passive income and wealth by investing in real estate projects alongside Brian and his team!

Chapters: 

0:00 Intro

0:51 Everyone Has IRR Wrong

3:49 How Sponsors Got Caught

5:49 3 Dangerous IRR Traps

11:44 Bet on the “Jockey”

15:25 Total Loss of Capital Risk

19:01 What Beats IRR

Episode Transcript

0:00 – Everyone in real estate is chasing the next big thing a 22% projected IRR a two-year exit a quick flip
0:07 – It sounds impressive, but when you dig deep you’ll see that the internal rate of return it often rewards something very
0:13 – Dangerous short-term market timing and when the market moves against you those same deals they can unravel very quickly and one bad deal
0:22 – Can wipe out years of gains just look at the multi-family meltdown back in 2021
0:26 – So today we’re gonna unpack why I are our focused sponsors why they got it all wrong
0:32 – And we’re gonna talk about what you should look for when building true long-term wealth
0:37 – Welcome back to the sage investor. I’m Brian Spear and my mission is to help you generate cash flow and build legacy wealth in a tax-efficient
0:44 – Matter because that’s what I’m trying to do for my family and I’m gonna help as many people as possible along the way
0:48 – Let’s share all the wisdom that we’re learning along this journey as I was building out my real estate business
0:54 – I noticed a pattern every sponsor’s pitch deck was built around one number
0:58 – IRR the internal rate of return whether it’s an 18% internal rate of return 22% internal rate of return even a 30% IRR
1:07 – I remember a Bitcoin mining fund that had like a 40% IRR all those sponsors were pitching the same strategy
1:13 – Buy an asset improve the asset sell it in three to five years at first glance
1:18 – It sounds smart right real estate it always goes up in the short term, right?
1:21 – But over time I began to notice something interesting the investors who ultimately built real wealth lasting wealth
1:28 – They weren’t the ones fixing and flipping deals every couple of years
1:31 – They’re the ones that ultimately own great assets for decades if you look at the greatest investors in history
1:37 – We’re talking about Buffett and Munger and Zell all the best investors of all time
1:41 – They were not optimizing for the internal rate of return
1:46 – They were optimizing for compounding generate free cash flow and focus on compounding wealth
1:52 – And those are two completely different games because IRR it quietly encourages behavior that interrupts compounding and introduces risk
2:02 – Let’s unpack why that’s the case like Buffett my favorite holding period is forever
2:06 – It’s no not a slogan. It’s a design principle and how to allocate capital because wealth is built through long-term compounding
2:14 – Not through constant transactions the moment that you celebrate asset several negative things happen immediately
2:22 – You pause compounding you incur taxes you introduce reinvestment risk and you know
2:28 – You end up resetting the compounding machine. Here’s the issue right the metric that dominates the industry IRR
2:34 – It often rewards the opposite behavior IRR is an illusion it measures the speed of return
2:42 – It does not measure wealth creation in fact IRR it can look fantastic on paper right even if the investment ultimately produces
2:49 – nominal dollar amounts of returns it doesn’t create significant wealth right
2:54 – By way of example right you invest a hundred thousand dollars a couple of years later
2:58 – You sell it to make a hundred and sixty thousand dollars cumulatively in distributions. That’s a fantastic internal rate of return
3:04 – But now what now you pay taxes depreciation recapture tax capital gains tax your cash. It’s idle
3:10 – You got a cash drag between when you sell deal A when you buy deal B you got to go search for the next deal
3:15 – You’re incurring a significant amount of reinvestment risk every step of the way and meanwhile, you know
3:20 – You’ve made a little bit of money, but but the other investor that ultimately you know decided to hold a durably
3:25 – Wonderful asset for decades they’re producing dramatically more wealth over time while they’re still receiving
3:32 – Significant amounts of durable predictable cash flow to live life on your own terms again
3:37 – It’s not just the return on investment. It’s also the return on life
3:39 – Well, you’re still kind of doing a job of trying to find the next deal the other individuals are simply receiving cash flow
3:44 – Consistently enjoying life on their own terms and building wealth in a compounding machine along the way compounding favors time
3:51 – Not speed, but IRR
3:53 – You know, it doesn’t just interrupt the compounding it also introduces one of the most dangerous
3:59 – Risks in all of investing most of the IRR driven deals
4:03 – Assume something very fragile. They assume that the sponsor is going to ultimately be able to sell the asset at the perfect time
4:08 – Exactly at the right time in the marketplace, but real estate markets they move in cycles
4:13 – And if your strategy ultimately requires selling in a three to five year horizon
4:19 – Bound by the legal documentation that’s ultimately signed in the operating agreement
4:23 – You’re essentially making a bet on market timing and that is an exceedingly dangerous game because at the market turns before your exit window
4:31 – The entire strategy can blow up the investor who owns a great asset for 20 or 30 years
4:37 – They don’t need to time the market perfectly. They can simply ride out
4:41 – The market cycle
4:42 – But short-term IRR strategies. They don’t have that luxury
4:46 – We saw exactly how dangerous that model can be over recent years in 2021 and 2022
4:53 – The federal reserve raised interest rates at the highest pace in decades literally in an entire generation
4:59 – And financing it became expensive and suddenly thousands of deals that were built around short-term IRR exits and decreasing cap rates
5:08 – They found themselves in
5:10 – Trouble you know sponsors who planned to sell in year three or four
5:13 – They suddenly faced a problem
5:14 – You know the market had moved against them in a material way
5:17 – Refinancing wasn’t possible virus all disappeared and many of the operators
5:21 – They’re forced to either sell at a loss or inject new capital some cases they ended up having to you know
5:27 – Lose the property entirely
5:29 – Investors that were hurt the most during this period of time ultimately were the ones that were
5:34 – Writing high using significant amounts of leverage along the way and they were you know implementing that short-term IRR strategy
5:42 – Because their model ultimately required a perfect exit window and when that window
5:47 – Closed the strategy ended up breaking and that leads to the three traps
5:52 – That IRR focus sponsors fall into the first trap is velocity over compounding
5:58 – IRR rewards speed but wealth
6:02 – It rewards patients and every single sale that you have along the way it resets the compounding clock
6:08 – And it forces investors to take on incremental new risk with each individual deal
6:13 – Continuing to increase over time
6:16 – The second trap that folks in face when when trying to implement that IRR model is their ignoring
6:21 – Tax friction IRR assumes a frictionless world in a spreadsheet. It looks really good
6:27 – But investors then a live in a spreadsheet
6:29 – They live in a world where you receive taxes every single sale includes
6:34 – Capital gains taxes depreciation recapture taxes transaction costs
6:39 – You’re gonna have to pay broker fees and defeats and yield maintenance and a little bit of other things
6:43 – But the sage principle that we will continue to refer back to over and over and over again
6:48 – Is defer defer delete
6:52 – defer taxes as long as possible
6:54 – You know and that brings us to the third trap which is sponsor incentive misalignment
6:59 – Sponsors often get paid through transactions. They get acquisition fees disposition fees asset management fees capital transaction fees
7:08 – You know, they often
7:10 – Get paid by doing deals
7:12 – But investors they build well through long-term ownership of assets by holding properties over exceedingly long periods of time
7:20 – And those incentives they’re they’re not always aligned
7:23 – Let me expand on this and just give you an example from my perspective kind of directly for folks investing passively in real estate syndications
7:30 – Oftentimes folks have the opportunity to either invest in
7:34 – Deal specific syndications or fund structures
7:38 – I would take the position that a fund structure is superior
7:41 – I’m obviously biased take it with a grain of salt
7:43 – I can go on and on and on about sharing the merits associated with that
7:46 – I do genuinely believe it afford you better deals in the marketplace if you’re going to a broker
7:51 – And you’ve got tens of millions of dollars on the balance sheet
7:54 – It’s a lot easier to get the best deals in the marketplace than stating with a deal specific syndication
7:58 – Trust me. I’m gonna go raise xyz dollars from partners and once I get this deal under contract for this reason
8:04 – You’re going to get better deals, but the most important thing is not just the deals and cetera and the
8:08 – Optionality that it provides the general partner the most important thing is the incentive
8:13 – Structure between the limited partners and the general partners. So let me give you an example
8:17 – Let’s say you’re going to go do 10 different individual deals, okay?
8:20 – In both scenarios 10 of them are going to be individual deals specific syndications versus 10 deals inside of a fun structure
8:26 – Let’s run what this looks like both of the different
8:30 – Structures have the same exact deals with the same exact individual returns in the deal specific syndication
8:36 – Let’s take the hypothetical example that nine of those deals
8:39 – Perform the way that you would have otherwise anticipated you get some singles some doubles some triples
8:43 – You might even get a couple of home runs along the way. Congratulations
8:46 – But on the 10th deal that deal goes poorly it goes so poorly that the investors end up losing all their money
8:52 – They they have a single zero event the investors lose all their money in that respective scenario
8:55 – Let’s work through kind of how does the limited partners? How do they do?
8:59 – Well the majority of the limited partners they’re actually feeling pretty reasonably well
9:03 – They again single double triple did pretty well the investors in the 10th deal unfortunately
9:07 – We’re in a very precarious situation
9:08 – How does the general partner feel about the situation? Well the general partner they actually feel pretty solid
9:13 – Why because they made millions and millions and millions of dollars on the first nine deals and in the 10th deal
9:19 – Well the investors the limited partners ended up losing all their money
9:22 – But the general partner feels pretty good. It was more of a heads
9:25 – I win tales you lose scenario from the general partners perspective
9:30 – Now let’s look at the inverse scenario with those same exact deals are inside of a fun structure
9:35 – Let’s assume that nine of those deals are doing well single double triple a couple of home runs whatever the case
9:39 – Maybe but one deal goes to zero in that scenario what occurs now granted the investors give up the grand slam or the home run
9:46 – They don’t get those massive
9:47 – Returns but also on the flip side the investors on the back end. They don’t lose all their money
9:52 – They avoid the single zero event and what happens is the return kind of reverts closer to the mean
9:57 – And maybe those returns aren’t massive grand slams
10:01 – But they end up kind of reverting they likely get all their money back
10:04 – Maybe they make a very phenomenal return along the way
10:07 – But again, no single zero event. They just do okay along the way now. What’s is the general partner?
10:13 – Do what is the GP? How does how does he feel about it? Well the general partner he probably didn’t make anything
10:18 – He probably worked for five six seven years and made zero dollars on the investment
10:23 – From my perspective that is a significantly better alignment of interest along the way
10:28 – General partner should be incentivized by performance
10:31 – Not by taking incremental risk and what this structure ends up setting up it incentivizes
10:37 – If you’re going to do deal specific syndications versus the fun structure
10:40 – It heavily incentivizes the the sponsor in the individual deal specific scenario to take inordinate and massive amounts
10:48 – Of risk to try to drive the highest internal rate of return
10:51 – But in doing so you’re introducing significantly more risk into each individual investment
10:57 – Why because obviously the higher the internal rate of return when you get into the promote structure
11:01 – The general partner receives more of that down stream
11:05 – So they’re incentivized to to do so however the the general partner inside of a fun structure
11:10 – Does not end up benefiting in a material way by taking that significant incremental risk
11:14 – Why because they are more likely to lose
11:18 – Their entire promote by taking that level of risk because they’re introducing too much risk and ultimately
11:24 – Could adversely affect the entirety of the outcome of the fund and it is for this reason that that perverse incentive
11:31 – Drives the behavior that it does from general partners and limited partners and what you really are trying to ultimately ensure
11:36 – When you’re investing with a with a with a sponsor is that you have a as the purest alignment of interest that you possibly can
11:44 – Along the way at the end of the day the individuals that have been doing this the longest they will always understand and refer back to
11:51 – Our sage principle of bet on the jockey they understand. It’s not about the individual deal
11:56 – It’s not even about the individual niche. It is about the human being that is ultimately managing capital
12:01 – From my perspective that is far superior than the niche in which you invest or the individual deal in what you invest the human being
12:08 – Managing the capital and how they’re choosing to manage the capital reigns supreme. That is the number one aspect
12:15 – It’s kind of like Brian Tracy back in the day would talk about core values and and uh, you know these businesses
12:21 – What have these various different core values and you know you’d have five six seven of them
12:25 – You know you had to be determined you got to have drive you want to continue to
12:29 – To to to learn along the way and then they have a core value that would be plopped up that would say integrity
12:34 – Brian Tracy would make the contention that which of these individual core values are the most important
12:38 – Um and integrity was always the number one because integrity was the
12:43 – Core value that insured all of the other core values
12:48 – Regardless um, you know if you the individual is determined and focused and xyz all the various myriad of things
12:54 – If they did not have actual integrity all the rest of it was completely irrelevant
12:58 – And it’s why betting on the jockey is the most important and profound aspect
13:02 – That uh that lp should be focusing on when when determining where to place capital with whom to place capital
13:07 – I believe the best possible way
13:11 – That i’ve seen a capital allocator share
13:16 – With the uh business owner who’s ultimately making the decisions for the business the best way to ultimately manage that
13:23 – Business and manage that respective capital the the most prudent advice that i’ve ever seen provided is from Warren Buffett
13:29 – In his 1998
13:31 – Shareholder letter over at Berkshire Hathaway
13:34 – Whenever he buys a business, you know Berkshire Hathaway’s got tens of thousands of employees across the country
13:39 – But at the corporate office they only have about 20 different people in Omaha, Nebraska
13:43 – So when they’re allocating capital they’re betting on the jockey they’re betting on the owner the CEO of geico
13:49 – They’re betting on the owner the CEO of c’s candies and they’re allowing them to run the business and they’re getting out of the way
13:55 – They’re they’re trying to hire mark maguire and not teach mark maguire how to swing the bat
13:59 – But they’re as a prudent capital allocator finding the right
14:03 – Business to invest in and letting them do their job and he says look i’m not going to get in your way
14:07 – I’m not going to
14:08 – Tell you to to to to run your business right you know more about it than i do boots on the ground
14:13 – That’s why i’m allocating capital with you however
14:16 – I’m only going to ask you these three things for any manager that i have in the business. I asked them three things
14:22 – I just want you to run the business as if and i i literally have this printed the 1998 chairman letter printed on my desk
14:29 – Just run the business as if one you own 100% of it
14:34 – Two it is the only asset in the world that you
14:37 – And your family have or ever will have and three
14:41 – You can’t sell it or merge it for at least a hundred years because i can promise you
14:46 – Referring back to the deal specifics indication in the fund structure
14:49 – If that deal specifics indicator
14:51 – Was acting in the manner that Warren Buffett has has stated and they were acting as if they own the businesses
14:57 – The only business that they own and it’s a hundred percent of their respective capital
15:00 – They would not be taking the inordinate amount of incremental risk on those individual deal specifics indications
15:05 – They would be operating it in a more prudent fund structure trying to drive the best risk of just the returns for their family
15:10 – And this is why from my perspective a fund structure is far superior than an individual deal specifics indication
15:17 – And it all simply refers back to
15:19 – Sponsor incentive misalignment. You’ve got to ensure that you’re betting on the jockey and not the horse along the way
15:25 – So let’s go back to the individual deal specifics indications and we’ll introduce the concept of time
15:30 – Okay, let’s say that you were the single individual that was investing in the first deal
15:35 – Then the second deal then the third deal etc all the way through deal number 10
15:38 – This is often the case when when a general partner and a limited partner are working together in individual deal specifics indications
15:43 – Let’s say somebody invest a hundred thousand dollars into that respective transaction and deal number one
15:47 – The deal goes well. Let’s say they double the money into five years whatever the case may be
15:51 – And now you’ve got two hundred thousand dollars
15:53 – Well oftentimes the limited partner thinks this individual is obviously wonderful. He’s an exceptional
15:59 – Investor he’s done a great job on this one individual transaction
16:02 – I want to try to double down keep the chips on the table
16:04 – Make sure that we we we we try to double again right invariably the general partner will find another deal because they get paid by doing deals
16:11 – And so another deal presents itself and let’s say that the second deal. Oh my gosh
16:15 – It goes well in the same vein the capital moves from two hundred thousand dollars to four hundred thousand dollars over time
16:20 – Congratulations
16:21 – This individual is so wonderful
16:23 – Oftentimes, you know friends and family are abroad and involved along the way and let’s let’s all pile in now that we’ve
16:29 – You know proven track record over the course of three four five different transactions
16:33 – Um, and then eventually market timing occurs where I don’t care if you’ve gone from a hundred thousand to two hundred thousand
16:40 – two hundred thousand to four hundred thousand four hundred thousand to eight hundred thousand at some point
16:44 – Somebody somewhere is going to miss time the market. They’re going to run into a deal that introduces incremental amounts of risk along the way
16:50 – Reinvestment risk and that entire amount no matter how large that amount goes in one fell swoop any number no matter
16:56 – How large multiplied by zero is zero and that’s why there’s so much more risk associated with investing in individual deal
17:03 – Specific syndications compared to a fun structure
17:06 – When you introduce that additional market timing risk where you’re doing the fixed and flip model invariably in a deal specific style
17:12 – That is going to occur over and over and over and you’re willing to accept the market timing risk
17:18 – Over and over and over and over and over eventually you will miss time the market
17:22 – It is an inevitability
17:24 – You do not know when that is going to occur
17:25 – Everyone’s crystal balls broken my crystal balls broken and yours is two
17:29 – But it is an inevitability that you will miss time the market and investors will end up with pause distributions capital calls and sometimes
17:35 – Total loss of capital by implementing that that more risky business model from my personal perspective
17:40 – The lesson here is simple one data point does not a trend line make
17:45 – So if you’re focused on one individual data point one individual metric in an investment such as IRR
17:52 – That does not provide the holistic perspective that is necessary to prudently allocate capital
17:57 – Nor does one data point a trend line make in regards to the track record of a given individual sponsor
18:05 – Just because one deal went well doesn’t mean that that is a an exceptional allocator of capital
18:11 – The truth is somebody has to prove their merits over multiple cycles exceedingly long periods of time
18:16 – In my humble opinion to be trusted as a prudent steward of capital starting small and then growing over time
18:22 – Using your own capital to prove the track record along the way and then incrementally
18:28 – Bringing on friends and family and then eventually after you’ve proven your track record and craft over a decade
18:35 – being willing to
18:36 – explore
18:37 – bringing on some additional
18:39 – Partners to come along for the ride with you
18:42 – But just because somebody did a deal one time well and the rate of return was solid one data point does not a trend line make
18:50 – Much more needs to be put into that analysis to ensure that that jockey as it were is actually an exceptional steward of capital
18:57 – A great investor as opposed to a lucky idiot and that’s the truth
19:02 – So if you’re not going to focus individually on IRR if you’re not going to focus on that one individual data point of IRR
19:08 – What should be what should you be focused on right disciplined investors sage investors they focus on a handful of things
19:15 – The first is durable assets assets that can be owned for decades
19:20 – Durably wonderful businesses supply constrained essential use real estate recession resistant
19:29 – Durably wonderful businesses that have been thrown off cash flow for decades that are thrown off cash flow today
19:35 – That are going to throw off cash flow per decades to come and wonderful and that they’re likely to increase in value over long periods of time
19:42 – Durable assets focus on that secondarily you’re going to focus on long-term compounding
19:47 – You want an asset that’s producing as an example 8% yield on an annual basis and 4% growth
19:54 – That’s 12% compounding you’re focusing on
19:57 – Quality risk adjusted returns that can compound over exceedingly long periods of time
20:02 – And what we’re trying to achieve is modest
20:05 – Double digit compounding returns with exceedingly
20:09 – Diminimous risk over decades that math becomes extraordinary
20:14 – One of the pillars that we have of the capitalist strategy is assurance of outcome in a perfect world
20:18 – I’d be betting on a sure thing of course
20:20 – There’s no guarantees in life
20:22 – But we’re minimizing risk to the best of our ability in every step of the way
20:25 – I’m unwilling to bet my family’s financial future on something that I don’t perceive to have an exceedingly high assurance of outcome
20:32 – And along the way if we can do so by taking a very
20:36 – Diminimous amount of risk and generate quality double digit compound returns over time
20:41 – I feel very good about that scenario
20:44 – And the third piece of the puzzle is selling only when the signal is actually real
20:49 – You know, selling should be rare
20:51 – It should not be a routine piece the default should be to hold assets
20:55 – And the valid reasons why you might sell would include
20:58 – You got a broken investment thesis
21:00 – Something materially has changed
21:02 – Or you’ve got a vastly better opportunity in the marketplace that can generate significantly higher compound interest
21:08 – Than that what you are currently generating
21:10 – Or third what Sam Zell fondly refers to as a godfather offer
21:15 – A price that is so irrational
21:16 – Somebody’s want to pay you some sort of absurd number that you have to take it
21:20 – But if you sell simply because the pro forma said
21:24 – This is a five-year hold or a three-year exit
21:27 – And we need to sell after we hit this internal rate of return or this number
21:30 – That’s not discipline
21:31 – That is a habit that introduces exorbitant amounts of risk over the long term
21:37 – To a capital allocator strategy
21:39 – Most investors they think that the goal is to find the next deal
21:43 – But the real goal is to find an asset that is so good
21:47 – That you never have to find the next deal
21:49 – That you never have to sell it
21:51 – When I’m 85 years old and I’m looking back at the end of the rainbow
21:54 – Right, I doubt that I’m going to regret having held durably wonderful businesses for decades
21:59 – Having held too long
22:00 – But I know that invariably I will regret those deals that I have sold
22:05 – Where I have interrupted decades of compounding
22:09 – Just to chase a headline in turn or rate of return
22:14 – Because IRR it measures speed
22:17 – It measures speed
22:18 – But wealth it measures time
22:21 – Hold is the strategy
22:23 – Selling is the exception
22:25 – And forever is the default
22:28 – All right guys with that we’ll get out of here
22:29 – We’ll see you on the next one
22:30 – Until next time
22:32 – Keep it right