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- 💸 #0064 - The smartest 5% of my portfolio
💸 #0064 - The smartest 5% of my portfolio
Why I’m betting 5–10% on early-stage tech with a smarter structure.
⚡ LIGHTNING ROUND
Start Angel Investing Like the Wealthy
🧠 Start with a thesis — Focus on sectors you understand + fast growth areas like Smart Home, Clean Energy, and Deep Tech
🔍 Source better deals — Use AngelList syndicates, investor groups like Long Angle, or local angel networks
💸 Allocate smartly — 10–20 deals per cycle, no more than 10% per deal; aim for a few big wins, not perfection
🤝 Be more than a check — Make intros, support launches, and stay engaged with the companies you back
🧾 Track your tax benefits — QSBS can eliminate capital gains tax on up to $10M if structured correctly
📉 Why it matters — The S&P is up 13% YTD, but the median stock is down 15%—tech giants are masking the truth
🚀 Real growth is early — Most wealth is built before companies go public. Here’s how to access it.

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Disclosure: This is a sponsored message. Always do your own due diligence before making investment decisions.
INVESTING TIPS & OPPORTUNITIES
There’s a quiet shift happening in the way wealth is being built.
You won’t hear about it on CNBC. It’s not trending on Reddit. And no one’s going to pitch it to you at your local Fidelity branch.
But the shift is real—and if you’re a thoughtful investor looking for your next move, I want to show you how to take advantage of it.
I’ve spent the last year quietly building a small allocation—just 5–10% of my capital—into early-stage tech deals. I’m not playing VC. I’m not chasing unicorns. I’m building something far more durable:
Exposure to innovation before it’s priced in.
Here’s the playbook I wish I had when I started.
1. Develop a Thesis
Start here: What do you understand?
What markets are growing fast, where do you have insight, and what are you genuinely curious about?
You don’t need to invest in AI just because everyone else is. Right now, I’m focused on:
Smart Home / IoT – growing at 23.1% CAGR, on pace to hit $633B by 2032
Clean Energy Tech – $4.2B in early-stage capital deployed in 2025
Deep Tech – cybersecurity, robotics, and infrastructure plays with real moats
This is the beginning of your edge. The better your thesis, the better your filters.
2. Source the Right Deals
You don’t need to be in the Valley. You just need the right access points:
AngelList syndicates – curated deal flow
Long Angle – if you qualify, this is worth it
Local angel groups – great for building judgment and investing alongside others
Don’t rush. Sourcing is 80% of this game. The rest is knowing when to say no.
3. Allocate Wisely
This part is different from what you’re used to. In angel investing:
You don’t put all your eggs in one startup
You expect a few to fail
And you spread your bets to find the outliers
I invest no more than 10% of my angel capital per deal, aiming for 10–20 companies over time.
The goal isn’t to avoid failure. The goal is to make sure the winners pay for everything else—and more.
4. Be More Than a Check
This gets overlooked. But you’re not just a number on a cap table.
The best angels help. They introduce founders to customers. They amplify launches. They make one phone call that changes everything.
You don’t have to do much. But doing something? That matters.
5. Track the Paperwork—And Use the Tax Code
Every year, the company should send you a K-1 or tax statement. Hand it to your accountant.
And if your deal qualifies for QSBS (Qualified Small Business Stock)—original issuance, U.S. company, under $50M in assets—you could exclude up to $10M in capital gains from taxes.
That’s not a typo. That’s the law.
Why This Matters
Let’s be honest:
Most of the S&P 500’s growth this year came from 10 tech companies. The median stock is down. If you weren’t holding the winners, your portfolio didn’t feel that 13% gain.
And in the public markets, the real upside is already spoken for.
Microsoft went public at a $778M valuation. Uber waited until it was worth $75B.
The returns you used to get in public markets? They live in private markets now.
Angel investing gives you early access again—if you follow a clear, structured process.
If this is your next move, start small. Stay curious. Play the long game.
The market’s best opportunities aren’t obvious. But they’re not inaccessible, either.
You just have to know where to look—and how to begin.
P.S.🧠Got a Smart Investing Move?
We’re collecting real strategies from readers who think a few steps ahead.
Share your best tip—and you might get featured.
👉 Submit Your Strategy
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The content provided in this newsletter is for informational purposes only and should not be considered as specific advice for any specific individual. The information is prepared by knowledgeable individuals and is not written by certified tax professionals or investment advisors. For personalized advice tailored to your unique financial situation, consult with a qualified tax professional, financial advisor, or attorney.
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