I didn't go to an Ivy League school, so breaking into VC felt impossible.

Instead, I found my way through the side door. I started at Lyft during the pink mustache days, co-founded their employee syndicate, and helped 300+ employees deploy $30M into startups.

That led me to help other tech companies (Airbnb, Square, Pinterest, Stripe) build their own alumni investing communities.

Eventually, I realized my real passion was making angel investing accessible to people who aren't in the traditional VC club.

That's how Angel Squad was born.

Today, I run Angel Squad at Hustle Fund. It's a community of 2,000+ professionals learning how to angel invest. TechCrunch called us the "YC of Angel Investing."

We've deployed $30M+ together, and our members include everyone from Google PMs to airline pilots to physical therapists. Basically, anyone who wants to learn how to write $1k checks into startups.

I also write Small Bets, a weekly newsletter where I share lessons on startups and angel investing - the wins, the losses, and everything in between.

If you're curious about angel investing or just want to learn more about the startup world, let's connect.

Brian Nichols

Last week my 7-year-old and I built a math app together. No code. Done in an afternoon. Genuinely better than the games I've paid for on the App Store.

That same week, one of our GPs cut her email workload by 50% using a personal AI agent she built herself. I got the bug bad enough that I splurged on a Mac Mini.

Something has crossed a threshold. Tools like Claude Cowork and Claude Code aren't "AI helps you write emails" territory anymore. We're talking agents that take over your browser, triage your inbox, draft responses, and run tasks on a schedule while you sleep. 

I say this as someone who is decidedly not a software engineer: the theoretical just became very, very tangible.

Every major platform shift creates a new generation of massive companies - and founders are right now building the infrastructure for how AI agents browse the web, make purchases, and communicate with each other. 

Think the internet in 1995, except the entire web needs to be rebuilt for machines, not humans.

That's a lot of companies that need to get built fast.

Which, makes this one of the best windows in history to be an early-stage investor. 

When kicking around the idea for this event, I realized that this is the first generational platform shift where $1k checks are a legitimate entry point. 

You don't need to be a GP or a big-shot angel writing $100k minimums to participate. The best angels in our network started small, stacked reps, and built real networks along the way.

Those days of "you can't play unless you're already in" - they're over. So for the first time ever, I’m taking my Small Bets newsletter LIVE for an Angel Investing 101 Bootcamp. 

45 minutes. 

You’ll hear my thoughts on why now is an incredible time to be an angel, and get to watch a fundraising founder pitch Hustle Fund GP Eric Bahn live. 
 
🦞 RSVP while we have space. This one’s gonna be big: https://luma.com/t6n3x6kl

Founder of Angel Squad | I write about startups, investing, and hard-earned lessons | Small Bets newsletter

Open article: 🎥 Small Bets LIVE: Angel Investing 101 Bootcamp · Zoom · Luma by luma.com

🎥 Small Bets LIVE: Angel Investing 101 Bootcamp · Zoom · Luma

Almost 2.5x more people joined Angel Squad so far to start this year vs. last year.

That number surprised me a little.

But what surprised me more was who joined.

+ A former Major League Baseball player. 
+ A pharma professional investing on the side. 
+ A private funds lawyer whose VC clients finally convinced her to write her own checks. 
+ A robotics engineer. 
+ A Stanford sophomore. 
+ A Harvard Law-trained AI strategy consultant. 

The professions are all over the place too:

+ ML scientists and senior engineers at big tech companies
+ Fintech operators, fractional CFOs, startup lawyers
+ Product managers, UX designers, enterprise sales reps
+ Ex-Goldman analysts, ex-McKinsey consultants
+ Founders who've exited and are ready to back others

Members joined from Europe, Southeast Asia, East Asia, LATAM, MENA, Australia, Kenya, Taiwan - and nearly every region of the US.

This is what I kept hoping Angel Squad would become.

Not another room full of Sand Hill insiders passing deals to each other. 

A place where the robotics engineer and the startup lawyer and the ex-baseball player can all learn this asset class together - and actually invest alongside each other.

Oh, and don't forget the best part...they all meet our strict "no a-holes allowed" policy.

AI captured nearly 50% of all global venture funding last year. Over $200 billion.
Most people have no way to access these companies before they IPO.

Every major tech wave creates a new generation of massive companies. The internet gave us Google and Amazon. Social gave us Meta. Mobile gave us Uber and Airbnb.

We're in the middle of the next one. 

Founders are building new infrastructure for how AI agents browse the web, make purchases, and talk to each other. It's like 1995 for the internet, except the web is being rebuilt for machines, not humans.

A lot of companies need to get built. 

A lot of opportunities for early investors to get in.

The best news is that this wave is different because you don't need to be a full-time VC or write $100K checks to participate.

Most of the best investors in our Angel Squad community start with $1K-$5K checks. Learned from the reps. Built real networks along the way.

We're taking our Small Bets newsletter (55K+ subscribers) live for the first time ever. 45-minute bootcamp. 

We already have 300+ RSVPs.

I'll break down how angel investing actually works and why the timing is so good right now.

Then a real founder is going to pitch Eric Bahn, GP at Hustle Fund, on the spot. 

Shark Tank style (except Eric is super nice).

You'll watch Eric evaluate the deal in real time, and he might invest on the spot. 

Whether you're an experienced investor or you're just getting curious about the space, come hang.

RSVP below. We'll send the recording to everyone who signs up.

👉 https://luma.com/t6n3x6kl

Most successful leaders I work with have achieved everything they thought they wanted, but feel overwhelmed, spiritually depleted. They wonder 'is this it?' They're doing all the right things but still feel stuck.

I know because I was there: leading global tech teams responsible for $287M in annual revenue, thriving on ambition and big goals, while struggling with chronic illness and burnout. 

A physician nudged me toward meditation, and it fundamentally changed everything. It turned out that meditation wasn't a retreat from ambition. It became a tool for sharper focus, deeper presence, and better results. I discovered that real transformation doesn't come from collecting more information or having all the answers. Instead, transformation comes from lived experience, mindfulness, and the courage to release control. 

Now I guide executives and spiritual seekers through that same journey: from exhausted to enlivened, from reactive to responsive, from success that depletes to success that sustains.

WHY I DO THIS WORK
The powerful results I experienced compelled me to help people just like you. Wherever you are and whatever your story, I can teach you to leverage the barriers holding you back and discover what’s possible for your life and career. 

I don’t offer a one-size-fits-all formula. Instead, I create safe, enlivening spaces for honest conversation, real transformation, and sustainable growth. Using proven tools, dedicated support, a dash of humor, and guided meditation (or not), I’m extending an invitation to walk this path together.

I’ve been where you are. And I know from experience: transformation doesn’t start with having all the right answers. It starts with curiosity, a hunger for growth, and the courage to take the next step.

RESULTS
• Leaders who show up with authentic executive presence
• Professionals who break free from burnout cycles
• Individuals who integrate spiritual values into daily work
• People who access clarity, joy, and meaningful action

READY TO RESTORE YOUR SPARK? 
Let's talk. Please DM or use the contact info above. Website and online booking tool coming soon! 

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