Graham Stephan retweeted
I’ve spent a decade telling people to do what I do: "Buy and Hold."
Now I've decided to list my entire real estate portfolio for sale and walk away.
It started slow. The bills, the maintenance, the tax increases... but the final straw was when I tried to develop an ADU to do exactly what the city of LA claims it wants investors like me to do: Create more housing. You'd think they'd make it easier, but after two delayed inspections, a sewer pipe replacement that needed 75 days advance notice, and a city-owned tree that became my responsibility, I'd had enough.
The identity of being a real-estate guy is very hard to walk away from, trust me. For a long time, I stayed just because real estate was my "thing." It’s how I started. It’s what I’m known for. It led to every good thing in my life. But that blinded me to the fact that just because something served me in the past, it doesn't mean things haven't changed in the present.
The reality of 2026 finally stripped the emotion away. My LA rentals are netting about 4-5% after the constant background noise of taxes, insurance spikes, and repairs. Meanwhile, a risk-free Treasury pays 5%. The trade-off just doesn't make sense any more.
I’m reallocating to a liquid portfolio that actually lets me focus on the work I love. I published a deep dive on my Substack about the ADU nightmare that broke my patience, the exact numbers behind the exit, and where I’m moving the money next to buy back my sanity.
I'll drop the link here in a bit.
Graham Stephan retweeted
This article is a wake-up call if you think AI isn't going to seriously change your life.
Graham Stephan retweeted
An underrated skill in a post-AI world will be authentic storytelling.
People want to connect with people.
This has always been true, this is true now, and it will be true in the future.
With AI, every person will be able to start a business with a few clicks. But those businesses won’t survive without a brand. And you can't build a brand without a story. I’ve met some fascinating business owners lately. Apart from a great product and an excellent team, they all have a clear story about who they are and how they can help you.
I talk about investing. That includes investing in yourself: learning the skills to build something useful, providing value, and actually being able to tell the story of how you do it.
When the tech gets easier, your authenticity will be the moat.
Graham Stephan retweeted
AI isn't coming for your job. It's pushing you to evolve.
Some say "Use AI or get left behind."
Others say "When everyone uses AI, those who don't will be valued for their authenticity."
Both of these will be true in different ways. People who use AI will unlock speed and efficiency, building solo brands and businesses that would have needed a 10-person team just a few years ago. There's going to be an explosion of possibilities.
Others will reject AI and create art that goes in the complete opposite direction. They'll be slower and more deliberate, and they too will have a market.
But you don't 𝙣𝙚𝙚𝙙 to be creative to thrive. There's also going to be a space for reliable, professional people who build "boring businesses." People who are exceptional at the trades and the human aspect of things.
Millions of Main Street businesses built by boomers will change hands in the next decade, and 70% of them don't have a succession plan. That's an opportunity for the non-tech professionals.
This is not a war. There's going to be room for everybody, and I'm hopeful about what's coming up. But AI in the room is the wake-up call you need.
Graham Stephan retweeted
One thing that will change your life: Normalize talking about money with your friends.
We learn which car to buy or whether the new sushi place is good by asking our network. We trust our friends to tell us about the hot new show on Netflix.
Yet we treat investing as taboo. That silence is a missed opportunity. I learned almost everything I know about real estate and investing by listening to mentors who were generous with their knowledge.
Books are great for a one-way conversation. But they won't challenge your assumptions or help you find new angles. Talking to people is how we learn from those who know more than us.
Find friends who are open to this, or be the friend who brings about the change.
Graham Stephan retweeted
The US isn't buying Greenland for rare earths. We already have them.
The real reason is a chemical variable that turns nuclear waste into profit.
And it’s the only way to beat China in the AI race:
The headlines scream Rare Earth Minerals – every technology from EV batteries to AI chips to missile guidance systems depends on this raw material.
But if you dig a little deeper, you realize that narrative doesn't make sense. The US already has rare earths. We have mines in California. Canada has massive deposits. Australia has them. We don't need to buy an island to find them.
So why is the US risking a trade war for this specific deposit? Because of the Thorium Trap. Almost every rare earth mine in the world produces radioactive thorium as a byproduct.
• You can't sell it.
• You can't dump it.
• You have to pay millions to store it as nuclear waste.
This turns the mining byproduct into a massive financial liability that kills the profit margins. This is exactly why the US shut down its largest plants decades ago and let China take over. How does China deal with this problem?
• Historically, they dumped it (creating toxic lakes).
• Now, they pay to store it.
Either way, it’s a cost they are willing to eat. And now China controls 90% of the world's rare earth processing when the global economy needs it most.
Enter Greenland.
The Kvanefjeld deposit in Greenland is a geological freak of nature. It doesn't just have Thorium. It has massive concentrations of Uranium, which is nuclear fuel – not waste.
This changes the entire economic equation:
• In the US, the radioactive byproduct is a Cost (Waste).
• In Greenland, the radioactive byproduct is a Product (Fuel).
By mining here, you don't pay to hide the waste. You sell it to the nuclear industry. This Uranium bonus subsidizes the cost of the rare earths, making it one of the only places on earth that can undercut China's prices without state subsidies.
That's the real story. The US isn't trying to buy land. It is trying to buy process economics. They are trying to unlock a mine where the waste pays the bills, creating a vertically integrated supply chain that China can't strangle, so that we can gain mineral independence in all the tech that matters for the next 50 years.
The current Greenland government blocked this project (Act No. 20) due to environmental fears. The US pressure this week could be the opening move to overturn that ban and turn the West's biggest weakness into a profit center.
I dive much deeper into exactly how the Greenland Gambit will play out and what it means for your portfolio in my newsletter post today. I'll drop the link here in a bit.
Graham Stephan retweeted
My real estate portfolio is hitting all-time highs, yet I’m selling everything. Here is the silent killer that nobody is talking about:
On paper, the portfolio is doing great. My property values have appreciated, rents are stable, and vacancies are low. But if you look beneath the surface, the math is fundamentally broken.
We are currently witnessing a massive divergence between Nominal Returns (the price on Zillow) and Real Returns (what you actually keep). While headline inflation has cooled to around 3%, the "Landlord CPI" is currently running at double-digit speeds, eating investors alive from the bottom up.
Here are the three anchors weighing down portfolios in 2026:
1. The Insurance Spike 📉: In states like California and Florida, we aren't seeing small bumps. We are seeing 50% year-over-year premiums increases. There are properties where the insurance cost has now surpassed the mortgage interest. That is a cash-flow killer that no amount of rent increases can ethically (or legally) cover.
2. The Tax Drag 🏛️: Local governments are strapped for cash, and property owners are the easiest target. Appraisals are soaring, meaning your property tax bill is rising significantly faster than your rental income. In places like Texas, we are seeing 20%+ hikes in valuations.
3. The "Real" Loss 💸: This is the part most investors miss. If your home value rises by 2% this year, but inflation is 3%, you haven't made money. You have technically LOST 1% of your purchasing power. You are taking on debt, liability, and stress just to go backward in real terms.
For the last decade, Real Estate was a no-brainer.
Low Rates + Low Overhead = High Returns.
2026 is turning it into a grind.
High Overhead + Sticky Inflation = Negative Real Yields.
I recently sat down and calculated my Return on Equity (ROE) across my entire portfolio. I realized I had millions of dollars in equity trapped in properties that were barely yielding 4.5% after these new costs. I can get 4.5% in a risk-free savings account without worrying about 2 AM emergency calls, squatters, or a new roof. I could get much more in a diversified portfolio of index funds.
That is why I’m selling. I’m moving from Asset Accumulation to Capital Flexibility. If you are a landlord, you need to run these numbers today. You might be working for your house, rather than your house working for you. But if you are someone looking to buy your first house, there are still cases where this might make sense for you.
I broke down the exact math, the specific markets I’m watching, and where I’m moving my capital in this week’s newsletter. I'll drop the link here in a bit.
Graham Stephan retweeted
The strangest trade in the 2026 economy:
Tech Stocks are trading at 50x earnings based on hope. Main Street Businesses are trading at 3x earnings based on cash.
Professionals are leaving Wall St. and Silicon Valley to buy plumbing companies, HVAC firms, and repair shops. Why?
Because the "Blue Collar Fire Sale" allows you to skip the startup phase. You don't have to find product-market fit. You buy what already works.
But here is the warning that the Passive Income gurus won't tell you.
Main Street is messy. If you buy a stock, you don't care if the CEO quits. If you buy a small business, 𝘁𝗵𝗲 𝗼𝘄𝗻𝗲𝗿 𝗶𝘀 𝘁𝗵𝗲 𝗯𝘂𝘀𝗶𝗻𝗲𝘀𝘀.
We are seeing a rise in the Green Swell: inexperienced buyers who take over a legacy business and drive it into the ground because they don't understand the mechanics of blue-collar work.
- 53% of owners say tariffs are crushing margins.
- Key employees will leave if the culture changes.
You are not buying a yield. 𝗬𝗼𝘂 𝗮𝗿𝗲 𝗯𝘂𝘆𝗶𝗻𝗴 𝗮 𝗷𝗼𝗯.
The opportunity is massive ($10 Trillion changing hands), but the risk is 𝙤𝙥𝙚𝙧𝙖𝙩𝙞𝙤𝙣𝙖𝙡, not financial.
I wrote a deep dive on how to navigate this without getting burned. I cover the valuation gap, the due diligence checklist, and the reality of the "Silver Tsunami." I'll drop the link in comments.
Graham Stephan retweeted
70% of American business owners currently share the same heartbreaking problem.
They built a legacy, but they have no one to leave it to.
This is the dark side of the "Silver Tsunami" – and it's causing a $10 Trillion "Blue Collar Fire Sale" on Main Street:
The data is staggering. 10 million Baby Boomer-owned businesses will change hands – or close – by 2029 according to the SBA. That's $10 trillion in assets hitting the market over the next decade: HVAC firms, plumbing companies, auto shops.
But here's the silent crisis nobody is talking about: 𝟳𝟬% 𝗼𝗳 𝘁𝗵𝗲𝘀𝗲 𝗼𝘄𝗻𝗲𝗿𝘀 𝗵𝗮𝘃𝗲 𝗻𝗼 𝘀𝘂𝗰𝗰𝗲𝘀𝘀𝗶𝗼𝗻 𝗽𝗹𝗮𝗻. For decades, the American Dream was to build a family business and pass it down. But the data shows that heirs are walking away.
- Only 26% of owners plan to pass their company to family.
- Only 30% of family businesses survive into the 2nd generation.
Why? Because we spent 30 years telling the next generation that "success" meant a college degree and a laptop job. We encouraged them to become doctors, lawyers, and tech workers.
Now, we have a disconnect. The parents are ready to retire and hand over the keys. The kids are saying, "I don't want the overhead of running a business. I want flexibility." For the Boomer owner, this is a tragedy. Imagine building something for 40 years, only to realize your life’s work has no heir.
But for the opportunistic buyer, this is the "Silver Tsunami." While everyone else is fighting over overpriced tech stocks, profitable, cash-flowing "boring" businesses are being listed for sale, often with nobody to buy them.
We are watching a changing of the guard. The family legacy is dying, replaced by the acquisition entrepreneur. The data proves that the unsexy, boring economy is where the real opportunity is right now.
If you want to dive deeper into the "how-to" of buying these businesses, follow @Codie_Sanchez and @sweatystartup. They are the go-to resources for this niche.
Graham Stephan retweeted
I asked people their top financial worry.
Inflation and housing are still #1 and #2. But look at #3: It's the fear of AI and job loss.
It beats the national debt, the economy, and taxes. Retirement is an afterthought.
People aren't worried about 30 years from now. They're worried about getting through this year. Does this match what you're seeing in your circle?
Graham Stephan retweeted
I love index investing. I'm also a big fan of Warren Buffett. Recently, I received a great question from a reader to pick between the two: "Why not just buy Berkshire Hathaway (BRK.B) instead of the S&P 500 (VOO)?"
His logic is tempting:
• Berkshire is already diversified (insurance, energy, retail).
• They're sitting on a huge cash pile.
• Historically, they have absolutely smashed the market.
It sounds like the perfect "set it and forget it" stock. But here is why I still lean towards the S&P 500:
𝟭. 𝗧𝗵𝗲 𝗧𝗲𝗰𝗵 𝗚𝗮𝗽: While Berkshire has a 50-year track record of dominance, it has actually lagged behind the S&P 500 over the last 10-20 years. That's because the S&P 500 automatically captured the explosive growth of Tech (Apple, Microsoft, Nvidia), while Berkshire was slower to adapt.
𝟮. 𝗕𝘂𝗳𝗳𝗲𝘁𝘁 𝗵𝗮𝘀 𝗹𝗲𝗳𝘁 𝘁𝗵𝗲 𝗯𝘂𝗶𝗹𝗱𝗶𝗻𝗴: We are entering the post-Buffett era. Is Berkshire still a buy without the Oracle of Omaha leading the company? Maybe, maybe not. But it introduces "Key Man Risk" that the S&P 500 simply doesn't have.
𝟯. 𝗧𝗵𝗲 𝗦𝗹𝗲𝗲𝗽 𝗙𝗮𝗰𝘁𝗼𝗿: This is the biggest one. When you own an individual company (even one as great as Berkshire) you still have to pay attention. You have to read the news. You have to worry about management transitions and sector trends. When you own the index, you opt out of that stress. You don’t check the ticker. You don’t read earnings reports. You just sleep while your money compounds.
𝟰. 𝗧𝗵𝗲 𝗨𝗹𝘁𝗶𝗺𝗮𝘁𝗲 𝗛𝗲𝗱𝗴𝗲: If you buy the S&P 500, you ALREADY own Berkshire Hathaway. It’s one of the largest holdings in the index. You get exposure to Buffett's brilliance plus the diversification of the other 499 top companies in America.
That's probably why Buffett himself recommends index funds to non-professional investors. Berkshire is a bet on one management team. The S&P 500 is a bet on American capitalism.
I'll take the latter.
Graham Stephan retweeted
President Trump just declared war on Wall Street landlords. On Jan 7, he announced a move to ban institutional investors from buying single-family homes. There's a huge problem with this plan.
The Assumption: Everyone believes that if we kick "The Corporations" out of the market, housing prices will finally crash and the American Dream will be affordable again. It sounds logical. It feels like justice because it feels like this is for the good of the little guy.
The Reality is that we have seen this movie before, and it doesn't end the way you think:
- The Netherlands: Banned investors to help buyers. The result: Rental supply vanished, rents spiked, and neighborhoods actually gentrified faster.
- Canada: Banned foreign buyers to fix affordability. The result: It had virtually no impact on prices, and the government is now considering reversing it.
- Atlanta, Georgia: Banned "build-to-rent" communities. The result: Home prices continued to rise while housing supply stagnated.
Why does this keep failing? Because Wall Street only owns about 1.6% of rental homes. They aren't the market. They are a rounding error. They barely control pricing, but they DO affect supply.
By banning them, we aren't fixing the problem. We're just removing capital that builds new supply, while ignoring the real villains: Zoning laws, interest rates, and permit fees. This policy is a "feel good" trap that could actually make housing more expensive for the people it’s trying to help.
In today's post, I broke down the data on why this ban will backfire, and proposed a 7-Point Plan that would actually lower home prices: grahamstephan.substack.com/p…
Graham Stephan retweeted
I started 2025 seeing seven-figure losses in my account. I ended the year up 40%.
The crazy part is that I didn't do anything.
In the first half of the year, my portfolio was bleeding: The S&P 500 dropped below 5,000. Bitcoin and the Nasdaq took a hit. I went from being up by a lot to seeing red across the board. The temptation to sell or rebalance was massive.
But I forced myself to do the one thing that feels impossible when you are losing money: I continued to buy, on schedule. I didn't hunt for undervalued gems or trade options (lol, like that's gonna happen). I just clicked "Buy" on the same boring 3-fund mix I always use:
- Broad Market ETF: (S&P 500 / Large & Mid Cap)
- 20% International: (Developed markets)
- 5% Emerging Markets: (I'm betting on the rest of the world catching up)
And it turned around. Why am I telling you this?
Because right now, stocks are near all-time highs again, and everyone is cheering. The temptation is to break routine and buy more, especially into companies that look like they can do no wrong.
But if you are in your 20s or 30s, all-time highs are a trap.
They're vanity metrics that make you feel rich, but they actually make you poorer. When the market goes up, shares are expensive to buy.
Do you cheer when groceries get more expensive?
Do you feel terrific when gas prices are going up?
Stocks are no different.
You should want the market to return to rationality. You should want to buy dollar bills for 50 cents. But that doesn't mean you wait on the sidelines either. The trick is to stick to your schedule without shutting down in fear or going all-in on the high of a rally.
My plan for 2026 remains the exact same as it was when I was in the red:
Ignore the noise. Buy consistently. And let time do the heavy lifting.
Graham Stephan retweeted
"Index investing won't make you rich."
An annoyed reader sent me this, so I ran the numbers on the greatest investors in history vs the average person.
If you started with $10,000 today, how long would it take to hit $1 Million?
The results are a reality check:
1. Jim Simons:
Jim Simons was the GOAT of trading. His algorithms achieved ~66% annual returns. If you had his god-tier ability it would still take you 10 years to turn $10k into $1M.
2. Warren Buffett:
Buffett is the master of long-term value. His track record sits around 20% annually. If you invested like Buffett, it would take you 25 years to hit $1M.
3. The S&P 500:
The market historically returns about 10%.
If you just "Index and Chill" – It takes 48 years.
Here's the hard truth: You’re no Jim Simons. You aren't Warren Buffett. Neither am I.
When we see that "48 years" number, we panic.
We feel like we are falling behind. So we try to hack the math.
The temptation of going all-in on individual stock picks and volatile trades like crypto comes from trying to compress 48 years of returns into 12 months. But we misunderstand the mechanics of the game.
Studies show that only 4% of stocks from 1926-2016 accounted for all the wealth creation in the market. Trying to pick the next winning stock from that 4% is like trying to hit the lottery. So how did the legends do it?
Jim Simons had an advantage: A team of PhDs and the world’s most advanced algorithms.
Warren Buffett had an advantage: Billions in insurance float and a golden reputation that gave him access to deals you will never see.
You cannot beat them at their game. But you don't have to!
You don't have to beat the market to get rich. You just have to stay in it. Simons solved complex equations. Buffett valued complex businesses. Your job is infinitely simpler: You just have to show up.
The mechanics of wealth for us aren't about outperformance. They're about habit.
But does that mean you never take risks?
I wrote a full breakdown called "Can you get rich by index investing?" that dives deep into the "Survivor Bias" trap and the exact strategy I use to balance my moonshots with my indexing approach.
Subscribe to my newsletter so you don't miss it. The link is in my bio.
Graham Stephan retweeted
The biggest lie is that you need to build a breakthrough app to build wealth.
You can build a massive brand by just doing simple things with elite precision, consistently.
Graham Stephan retweeted
Post will be dead on arrival since it's a YouTube link, but this is an interesting watch on the MN Fraud thing.
Strong work @GrahamStephan
youtube.com/watch?v=sDPsd35W…
Graham Stephan retweeted
He saw the 2020 crash coming — and made millions off it.
Now @ChrisCamillo is sounding the alarm again.
🔻 Tariffs
🔻 Broken supply chains
🔻 CEOs bracing for chaos
You might not care about markets. But they definitely care about you.
This storm’s coming fast. Dive in ⬇️
Graham Stephan retweeted
Time to tune out the noise and think long term. Video link in comments. @GrahamStephan @jackselby27 @davehanson
Graham Stephan retweeted
The Treasury Department is announcing today that, with respect to the Corporate Transparency Act, not only will it not enforce any penalties or fines associated with the beneficial ownership information reporting rule under the existing regulatory deadlines…


















