The Highlight Reel
The Win Wall
A running list of every good thing that's happened. Because it's easy to focus on the losses and forget all the times things went right.
Types of Wins
Not all wins look the same. Some show up in a portfolio. Others show up in a product, a relationship, or a moment with your kid. Here are the four categories that matter most.
Investment Wins
Stock picks that worked. Theses that played out. The moments where independent research beat the consensus — and the portfolio showed it.
Building Wins
Products shipped, businesses built, websites deployed. Delivery Hub, glenbradford.com, Cloud Nimbus LLC — every tangible thing that went from idea to reality.
Community Wins
People helped, connections made, readers who took action. When one person wins because of shared research, the whole community wins.
Personal Wins
Books published, goals achieved, family milestones. The wins that don't show up on a balance sheet but matter more than the ones that do.
The Win Streak
A timeline of major milestones. Not every year was a winner — but the streak kept going because the process never stopped. This is the journey, not the destination.
Started investing as a teenager
2005Saved every dollar, never bought anything, worked as hard as possible. The foundation was built on frugality and curiosity.
First million by 24
2009The portfolio crossed seven figures. Conseco thesis played out beautifully. Proof that focused, independent thinking works.
Survived the Chinese stock fraud losses
2010Lost big. Learned bigger. The worst period became the catalyst for everything that followed.
Yellow Media changed everything
2011Deep value, massively discounted preferred shares. The return proved the process worked — even after catastrophic failure.
Published Act As If
2012Wrote the book on losing everything, making it back, and refusing to play small. Called it a NYT Bestseller on page one.
Named Motley Fool's Hottest Player
2013Ranked #1 on their competitive stock-picking platform. Then bet everything on Fannie Mae. On brand.
All-in on Fannie Mae and Freddie Mac
2014The thesis that would define the next decade. Junior preferred shares. The biggest asymmetric bet in the market.
Began the Fanniegate book series
2016One thesis. Eight volumes. Started documenting every piece of evidence, every court filing, every contradiction.
Built Delivery Hub at Cloud Nimbus LLC
202085 production releases in 8 months. 90%+ test coverage. Enterprise Salesforce managed package, built solo.
300+ articles on SeekingAlpha
2024A decade of investment analysis. Jim Cramer personally emailed to say 'Man, this is good.'
Became a dad
2025The biggest win on the list. Stomp rockets, coding robots, and a reason to win that's bigger than any portfolio.
3,143+ pages deployed with Claude Code
2026glenbradford.com went from zero to thousands of pages in days. Blog posts, billionaire profiles, screenplays, gear, books — all of it.
Every Win on the Wall
The full list. Big and small. Because every single one of these mattered at the time — and most of them still do.
Made my first million by 24
2009Started investing as a teenager. By 24, the portfolio crossed seven figures. I had no idea what was coming next (see: Chinese stock frauds), but that moment proved to me that focused, independent thinking works.
Conseco — right thesis, wrong bet size
2009I found Conseco as a college kid — thrifty, never bought anything, saved every dollar, worked as hard as I could. The thesis played out beautifully. But instead of loading the boat on a conviction bet, I undersized the position. The win made me money, but the real lesson was worth more: when you know you're right, bet accordingly. Position sizing is everything.
Yellow Media — the trade that changed everything
2011After the Chinese stock fraud losses, I found Yellow Media. Deep value, misunderstood, and massively discounted. The return was the proof I needed that my process worked — even after catastrophic failure.
Published 300+ articles on SeekingAlpha
Over a decade of investment analysis, market commentary, and Fanniegate coverage. Built a readership that led to Jim Cramer personally emailing me to say 'Man, this is good.'
Named Motley Fool's Hottest Player
Back when Motley Fool had a competitive stock-picking platform, I was ranked the hottest player. Then I bet everything on Fannie Mae. Which is very on-brand.
Built Delivery Hub from scratch
A full Salesforce managed package — 85 production releases in 8 months, 90%+ test coverage. Built at Cloud Nimbus LLC. The product that proved I could ship enterprise software solo.
50,000 - 100,000 views per week on X
The @DoNotLose account grew into a real audience. People show up for the Fanniegate analysis, the self-deprecating humor, and the occasional stomp rocket update.
8,874 clicks from Google Search in one period
281,115 pages indexed by Google. The security analysis PDF page alone pulls 2,100 clicks per month. Organic search actually works when you build enough quality content.
Reached Champion II in Rocket League
Look, not everything has to be about money. Sometimes a win is just hitting a ceiling shot at 2 AM. Muscle memory is real.
Became a dad
The biggest win on this list. My daughter launches stomp rockets with me, plays with the coding robot I 'bought for her,' and makes every other win on this list feel small by comparison.
Purdue IE + MBA
Industrial Engineering undergrad and MBA from Purdue. The engineering degree taught me systems thinking. The MBA taught me that most of what they teach in MBA programs is wrong. Both were valuable.
Community Wins
This page isn't just about one person's wins. When you share research publicly, when you put your thesis on the line, when you build something that helps people — the wins multiply. Here are some from the broader community. When one person wins, everyone who believed in the thesis wins too.
I've been following your Fanniegate coverage for years. Your research gave me the conviction to hold through every dip. We're going to win this.
Your Yellow Media analysis was the first time I understood how to value preferred shares. Changed how I invest.
The billionaire screenplays are the most creative thing I've seen on a personal website. My kids and I read them together.
I started my own win wall after seeing yours. It's only got 6 items on it, but writing them down made me realize I'm doing better than I thought.
Your track record page is what convinced me to start documenting my own investment theses publicly. Transparency builds trust.
Man, this is good.
Have a win you want to share? Tag @DoNotLose on X with #WinWall and your win could end up right here.
How to Create Your Own Win Wall
You don't need a website with 3,143 pages to track your wins. You need a list and the discipline to update it. Here's why it matters and how to start.
Step 1: Start with five
Right now, write down five wins from the past year. They don't have to be big. “I finally opened that brokerage account.” “I read 12 books.” “I held through a 30% drawdown and didn't panic sell.” The act of writing them down is the first win on your new wall.
Step 2: Add one per week
Every Sunday, add one win to the list. It forces you to look for progress instead of problems. Over a year, that's 52 wins you would have otherwise forgotten. Over five years, that's 260 pieces of evidence that your approach to life is working.
Step 3: Review when you're down
The win wall exists for the bad days. When a position is down 40%. When a product launch flops. When you feel like nothing is working. That's when you open the list and remember: you've been here before, and you won then too. The evidence is right there in your own handwriting.
The psychology behind it
The human brain has a negativity bias — we remember losses more vividly than gains. Psychologist Teresa Amabile's research at Harvard found that tracking small wins is the single most powerful driver of motivation and creative output. Writing wins down isn't vanity. It's a proven strategy for maintaining the conviction you need to keep going when it gets hard. And it always gets hard.
Make it public (if you dare)
There's a difference between tracking wins privately and putting them on the internet. Public accountability changes the game. When your wins are visible, they inspire other people. And when other people tell you about their wins because of yours — that's when you realize the wall isn't just for you anymore.
The Compound Effect of Winning
Small wins don't just add up. They compound. The same force that turns modest investments into fortunes turns modest habits into extraordinary lives.
A 1% improvement every day for a year is a 37x improvement. You don't notice it day to day. But zoom out a year, five years, a decade — and the results are staggering.
Every win builds confidence. Confidence leads to bigger bets. Bigger bets lead to bigger wins. This is the virtuous cycle that separates people who plateau from people who break through.
The more wins you document, the more patterns you see. In investing, you start recognizing which setups work. In life, you learn which habits produce results. The win wall becomes your personal playbook.
How this works in investing
Compound returns are the most powerful force in finance. But compound returns require something most people overlook: the conviction to stay invested. Every time you panic sell, you reset the compounding clock to zero.
A win wall gives you the evidence you need to hold. When your thesis is tested — and it will be — you can look back at every time the process worked before. Yellow Media. Conseco. The times you were right when everyone said you were wrong. That evidence is what keeps you in the game long enough for compounding to do its work.
The same principle applies to life. Every book you write makes the next one easier. Every product you ship makes you faster. Every relationship you build opens doors to relationships you couldn't have reached alone. Small wins compound into a life that looks impossible from the outside but feels inevitable from the inside.
This list is never finished.
The best part about a win wall is that it keeps growing. Every new page deployed, every new reader, every rocket launched with my daughter — they all go up on the wall. The game isn't over. It's barely started.
And if you're reading this and thinking about starting your own win wall — that's already a win. Write it down.
Know someone who needs to see this? Share the Win Wall.
Frequently Asked Questions
What is Glen Bradford's track record as an investor?
Glen Bradford made his first million by age 24, was named Motley Fool's Hottest Player, and made a significant return on Yellow Media preferred shares. His biggest ongoing position is an all-in bet on Fannie Mae and Freddie Mac junior preferred shares. He documents every win and loss publicly on his track record page.
Why should I track my wins?
Tracking wins rewires your brain to notice progress instead of dwelling on setbacks. Research in positive psychology shows that people who regularly document accomplishments report higher confidence, greater persistence through difficulty, and better decision-making. In investing specifically, reviewing what went right helps you identify repeatable patterns in your process — not just your results.
How do I start my own win wall?
Start with a simple list — a notebook, a spreadsheet, or a notes app. Write down 5 wins from the past year, no matter how small. Then add one win per week. The key is consistency, not perfection. Over time, you will be amazed at how much you have accomplished that you would have otherwise forgotten.
What counts as a win?
Anything that moved you forward. A stock pick that worked. A project you shipped. A hard conversation you finally had. A habit you maintained for 30 days. Wins are not just about money or status — they are about evidence that your approach to life is working. If it made you better, stronger, or more capable, it belongs on the wall.
How do small wins compound into big ones?
Small wins build momentum, and momentum builds confidence, and confidence leads to bigger bets. It is the same principle as compound interest: a 1% improvement each day leads to a 37x improvement over a year. Every book written started with one page. Every portfolio started with one trade. The Win Wall is proof that small, consistent action creates extraordinary results over time.
What is Fanniegate?
Fanniegate refers to the U.S. government's 2012 Net Worth Sweep of Fannie Mae and Freddie Mac, which Glen Bradford considers the largest government theft of private property in American history. He has written 8 books, 300+ SeekingAlpha articles, and thousands of tweets documenting the evidence. His entire net worth is invested in GSE junior preferred shares based on this thesis.
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