All I know is that, as CEO of this company, it was really hard watching influencers and 20-somethings race past me, buying dozens or hundreds of units from 2019-2022. Some of my colleagues and friends bought millions, others tens of millions, and some hundreds of millions (or Billions) during that period.
Real estate is a funny game - it tends to go up, yes, but it does not always go up, and it can go nowhere for a decade or more, as a lot of apartment complex purchasers from 2021 are about to find out.
Aside from basic maintenance which is simple work, but hard and monotonous work, and keeping the asset positioned to fulfill it's highest and best use, there's nothing you have to do past a certain point to benefit from market appreciation. You just hold it, keep it occupied and well maintained, and let the years roll by.
The reverse is also true. You can claim to be the best guy in the world at finding and analyzing deals, but when the market turns against you, and you just went all-in, even on the best relative opportunities that market had available at the time, there is nothing you can do to prevent losses, especially if your debt has a maturity date that will force your hand.
Timing the market is an interesting concept.
Despite what I wrote above, I admit, that I am tempted to go as big as I can, using extremely long-term debt or just by buying real estate with 100% cash, in 2025 and into 2026. Something tells me that the pendulum just flipped, and that just as all these guys who went all in and bragged about their unit count have all seemingly shut up and disappeared, that now is buy time. I'm under contract on a quadplex, fully renovated, at the highest cap rate for a small multifamily that I've purchased in my career, right now. I am buying it for 20% less than the original list price a year ago.
I see stocks at all time highs, and interest in real estate investing at decade long lows, and I admit, I start to salivate. I sold about half my stock portfolio to purchase real estate here in January.
If it's not time to buy right now, when is buy time? It's certainly a better time to buy than 2021, at least in multifamily!
I am sure I will be very publicly wrong, and you all can make fun of me in two years, when stocks double and real estate prices crash 20% from here, but I just don't know how you can watch this industry, this closely, for this long, and not be raring to go in the current environment.