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The Investing Lessons You Only Learn After Making Costly Mistakes
What My Wallet Wishes I Knew Sooner
Dividend Dominator
March 03, 2025
Billionaires wanted it, but 66,737 everyday investors got it first… and profited
When incredibly rare and valuable assets come up for sale, it's typically the wealthiest people that end up taking home an amazing investment. But not always…
One platform is taking on the billionaires at their own game, buying up and offering shares of some of history’s most prized blue-chip artworks for its investors. In just the last few years, those investors realized representative annualized net returns like +17.6%, +17.8% and +21.5% (among assets held 1+ year).
It's called Masterworks. Their nearly $1 billion collection includes works by greats like Banksy, Picasso, and Warhol, all of which are collectively invested in by everyday investors. When Masterworks sells a painting – like the 23 it's already sold – investors reap their portion of any profits.
It's easy to get started, but offerings can sell out in minutes.
Past performance not indicative of future returns. Investing Involves Risk. See Important Disclosures at masterworks.com/cd.
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👉️ Headlines Making Noise: What You Should Know About The Market 🤔
👉️ 5 Mistakes I Learned The Hard Way: What My Wallet Wishes I Knew Sooner 💰️
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“He who lives by the crystal ball will eat shattered glass”
Headlines Making Noise 🗣️
Autodesk is cutting 9% of its workforce and reducing facilities, which caused its shares to drop about 2.87%.
Monster Beverage saw a sales boost, with shares rising over 5%.
HP plans to lay off 1,000–2,000 employees amid weak Q4 results and tariff concerns, and its stock fell nearly 7% as a result.
Google is offering buyouts while trimming some cloud staff, with shares edging up 1%.
Redfin missed estimates and tumbled 12.7%.
Rocket Lab gained 3.3% despite a bleak outlook.
Dell’s stock dropped 4.7% after forecasting lower margins due to rising AI server costs.
Tesla experienced its second-worst month, losing about 27% in February, with significant declines in Europe.
I was 18 when I bought my first stock. I felt like a genius at the time. Until I wasn’t…
Let’s just say my early investing journey was a rollercoaster of bad decisions, overconfidence, and a fair share of facepalm moments.
But here’s the thing about starting young—you’re playing with small money, so the lessons come cheap (relatively speaking).
And trust me, I learned a lot.
Looking back, the mistakes were painful and cost me thousands of dollars.
At the time, it felt devastating. But in hindsight? It was the best tuition I could’ve paid for an education in investing.
Because the only real mistake is the one you don’t learn from.
And today, I’m giving you that education, without the price tag.
Here are the five biggest investing mistakes I made, so you (hopefully) don’t have to.
Mistake #1: Not Having Clear Investment Goals
If you don’t know where you’re going, how do you expect to get there?
Too many investors dive into the market without a plan. They buy stocks because someone on 𝕏 hyped them up or because their co-worker made money on it last month.
But that’s not a strategy, that’s gambling.
Make sure you define your goals.
Are you investing for retirement?
Financial freedom?
A house?
Your strategy should align with your destination. Otherwise, you’ll be like a sailor lost at sea, going wherever the wind takes you.
And that’s a recipe for disaster.
Mistake #2: Focusing on the Wrong Type of Performance
Are you a long-term investor? Then why are you obsessing over daily market movements?
Too many investors panic when their portfolio dips, not realizing that short-term volatility is just noise.
If your time horizon is 20+ years, your biggest advantage is time. Use market drops as an opportunity to lower your average cost, not as a reason to panic sell.
Long-term wealth isn’t built by chasing trends. It’s built by sticking to a strategy and letting compounding do the heavy lifting.
Mistake #3: Buying High, Selling Low (AKA Letting Emotions Take Over)
Fear and greed are your worst enemies. Trust me, I’ve been there.
When the market is soaring, FOMO kicks in. Everyone’s talking about the latest hot stock, and you feel like you have to buy it.
Then the hype fades, the stock drops, and you panic sell.
Sound familiar?
The best investors do the opposite.
Mistake #4: Thinking You Can Time the Market
Do you have a crystal ball? No? Then stop trying to predict the market.
Remember the quote above…
“He who lives by the crystal ball will eat shattered glass”
Every investor dreams of buying at the bottom and selling at the top. But in reality, even professionals get it wrong.
The cost of missing just a handful of the best trading days is massive.
Take a look below.
The difference between being invested the entire time and missing the 10 best days from 1999 to 2024 would have cost you over $350,000.
The solution?
Just stay in the game.
Dollar-cost averaging (investing consistently over time) is your best friend. It removes emotion and ensures you’re always participating in the market’s growth.
Mistake #5: Failing to Control What You Can Control
You can’t control if your stocks will rise or fall. You can’t control inflation or interest rates. You can’t control what the Federal Reserve does next.
But here’s what you can control:
How much you invest
How disciplined you are
How much risk you take on
The best investors don’t worry about things outside of their control.
The Simple Blueprint for Wealth
Investing isn’t complicated. People just make it that way. Here’s the simple formula:
Know your investor profile (risk tolerance, time horizon, goals).
Buy quality stocks and ETFs that fit your strategy.
Set a budget and invest consistently.
Ignore the noise (yes, even that ‘hot stock tip’ from your buddy Jimmy).
Stick to the plan for as long as possible.
Retire earlier than all your friends while they wonder how you did it.
Want to level up your investing game?
Join my premium newsletter, where I send a bi-weekly email with my top 2025 stock picks, detailed deep dives on high-quality stocks, and full access to The Profit Academy—our exclusive community where you can see exactly what I’m buying, selling, and watching in real time.
You don’t have to learn the hard way like I did. Get the insights, strategies, and guidance to build real wealth.
I’m doubling the price in 2 weeks. This is your chance to get all of the above for just $10/month.
See you in the next one!
*Stock goes up for 6 months straight*
*Stock dips 10%*
Investors be like:
— THE DIVIDEND DOMINATOR (@TheAlphaThought)
1:59 PM • Feb 25, 2025
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