25 questions to reflect on 2025 (and make 2026 your best year yet):🧵

14 hours left to hop aboard the next Ship 30 cohort!

• Build lifelong friendships
• Publish 30 pieces of writing
• Go from "aspiring" writer to prolific, consistent writer

If you're one of the Shippers, introduce yourself and meet your shipmates in the replies!

I run a portfolio of 7-figure digital businesses.

But for years, I wasted millions making horrible choices.

Then I listened to a podcast episode that changed my life.

The 5 mental models I found to make better decisions:🧵

In the last 5 years, my little business has generated $15,000,000.

The secret?

Copywriting.

But when I first started to master it, I was completely overwhelmed.

So here's the 3-step learning process I wish I had back then (start using this today):🧵

Tomorrow is June 1st.

The perfect time to start writing online.

Use these 30 prompts for your next 30 days of writing (to make writing every day in June effortless):🧵

For years, I failed to build a daily writing habit.

But then I spent 1,000 hours studying the routine of legendary writers to see how they did it.

These 10 tiny habits make writing every day effortless:🧵

Gary Halbert's sales letters made over $1 BILLION.

But his writing routine was incredibly simple.

He used 10 time-tested strategies to write billion-dollar copy.

Here's his philosophy:🧵

The most powerful reflection you can do:

The Monthly Review.

Most people go their *entire* life without reflecting. Years go by and they never change.

Don't let this happen—grab a pen, crack open a notebook, and answer these 5 questions to reflect on March:🧵

This is the power of picking one thing and iterating it 50,000 times.

Most people will not do 50,000 iterations of anything in their entire life.

Do you think for a second he thought to himself “but I don’t want to play guitar hero forever!” or “but Guitar Hero isn’t my passi

After 9 months writing online:

• I had under 100 followers
• I wrote blogs no one read
• I felt like a failure & was ready to give up

But in the last 5 years, I've added 410k followers & grew a newsletter to 140k readers.

These 6 perspective hacks changed everything:🧵

I asked my 430,000 followers for their favorite podcast episodes of 2025.

Here are the 10 that came out on top:

My first 9 months writing online were brutal:

• Posts no one read
• Under 100 followers
• I felt like a total failure

But today, I've grown to 425,000 followers on 𝕏.

These 6 mental hacks kept me going when I was ready to quit:🧵

At 24, I thought I had it all figured out:

Princeton grad. BlackRock trader. $180k salary.

But then a stranger on the internet sent me $5,000—and it broke my brain about making money online.

Here's the full story (and how you can do the same):🧵

This writer is so controversial that the US banned some of his books for 30 years.

And in 1930, Henry Miller made a list of 11 Commandments that are a must-read for any aspiring writer.

Here's the breakdown:🧵

Five years ago, I hated writing.

But today I write every morning and run an 8-figure writing business.

Here are 7 simple frameworks I used to accelerate my progress as a beginner writer:🧵

I wasted years as a horrible writer.

But then I heard Naval Ravikant mention a 250-word essay full of the best writing mental models he swears by.

4 mental models you can steal today:🧵

In 5 years, my little business has made $15,000,000.

It runs on just $8,215/month.

Here are the 7 most powerful no-code tools in my tech stack: 🧵

Everyone should have a digital business that makes at least $10k/month.

Sadly, most overthink, never act, and waste years.

Here's the playbook that got me from $0 to $40k/month while working full-time at BlackRock:🧵

Everyone laughed at Dior's "wasteful" first collection.

But today it makes more money than Chanel and Ralph Lauren combined.

$151.88 BILLION in market cap value from one decision.

Here's how Christian Dior quietly made the greatest comeback in fashion history:🧵

This is one of Charlie Munger's favorite books.

He first read it 20 years ago, inspiring his legendary decision-making mental models.

Here are 3 lessons from "Deep Simplicity" that helped him invest in billion-dollar companies and build his $2.6B+ fortune: 🧵

I asked 430,000 people for their favorite book of 2025.

These 12 books showed up the most often (so they must be worth reading):🧵

Everyone should have a digital business that makes $10k/month.

But most overthink, never start, and waste years.

This is the simple playbook that took me from $0 to $40k/month while working full-time at BlackRock:🧵

The single most powerful habit for personal growth:

Journaling.

Over the past 5 years, I have tested 1,000+ prompts and journaled every single day.

And I always return to these 5 simple prompts:🧵

I hit my first $1M month in 2024.

But I was burned out, stressed, and overwhelmed.

Here are 9 lessons I wish I knew earlier (bookmark this):🧵

In 2021, Tim Ferriss mentioned me in his newsletter.

Read by over 3M people, it changed my life overnight.

But I didn’t pitch him, DM him, or buy access.

Here's the full story:🧵

This family runs one of the world's most successful empires—but no one knows them.

With $50 billion in annual revenue in 2024, Hershey, Ferrero, and Nestlé envy their success.

Here's the fascinating story behind Mars Inc.—the most powerful family-owned empire in the world:🧵

13 proven methods to expand an idea in your writing:

1. Tips
2. Stats
3. Steps
4. Stories
5. Quotes
6. Benefits
7. Lessons
8. Reasons
9. Mistakes
10. Examples
11. Questions
12. Resources
13. Frameworks

Here's a breakdown of each one—so you never stare at a blank page again:🧵

This was me in 2013.

I ran for Class President in my senior year of high school.

What followed was 2 landslide victories, an impeachment trial, and 3 angry suburban moms with pitchforks.

Here's what happened and the 3 powerful marketing frameworks that I never forgot:🧵

Terrible advice I almost fell for:

“Quit your job and follow your passion.”

Instead, I found a different (but unconventional) path to quit my $200k/year Wall Street job.

Here's the entire roadmap (from $0 to $25k/month):🧵

In 1999, an 18-year-old kid built Napster to save the world from expensive CDs.

It got shut down but accidentally created a 1.5 TRILLION dollar industry that everyone hates.

Today, Netflix, Amazon, and Big Tech use this trick to bleed you dry.

Here's the full story:🧵

Jeff Bezos built Amazon into a $200B+ empire.

And his most famous decision-making model was inspired by a book he has reread every year for 25+ years.

7 lessons from "The Remains of the Day":🧵

If you can tell a compelling story, you can shape the world.

But most people believe they have nothing worth sharing.

So, I use these 3 simple ways to find viral stories in small, everyday moments:🧵

Bezos banned PowerPoint at Amazon.

Memos only.

He said, "There is no way to write a six-page narratively structured memo without clear thinking."

This is the Bezos Writing Framework (steal this and start using it today):🧵

The single most expensive tax:

An unmade decision.

It steals my time, hogs my attention, zaps my energy.

So I use these 8 mental models to go from stuck to decided in under 2 minutes:🧵

At 24, I was a BlackRock trader making $180K.

I was burned out and hated my life.

5 years later, I’ve built 4 businesses and made $15,000,000.

Here’s the underrated career pivot that helped me earn an extra $10K/month (and love work again):🧵

College is the worst place to learn how to write.

Period.

So, I spent 100+ hours studying one of the greatest writers alive—Stephen King.

I found 7 rules anyone can use to become a better writer:🧵

In 2020, I was stuck in a corporate job on Wall Street.

But today I run a digital writing business doing 7 figures in revenue.

Here's the playbook that made me $5,000,000 from a single digital product: 🧵

One of my favorite podcasts from the last 2 years:

Tim Ferriss <> James Clear

Here are my 5 big takeaways (on journaling, breaking bad habits, & writing a best-selling book):🧵

It's March 1st:

A perfect time to start writing online.

Use these 31 templates for your next 31 days of writing (to make writing every day effortless):🧵

This man created one of the most luxurious brands—but no one talks about him.

With a $3.1 BILLION turnover in 2024, Ralph Lauren, Hugo Boss, and Burberry envy their success.

Here's the forgotten story of how a father's ultimatum created a billion-dollar empire: 🧵

Terrible life advice:

“Quit your job and follow your passion.”

I almost fell for it.

Instead, I found an unconventional path to escape my $200k/year Wall Street job.

Here's the full roadmap:🧵

For years, I struggled to build a daily writing habit.

But now I write for 90 minutes every single day.

I used these 5 dead-simple steps to create a habit I could actually stick to:🧵

I used to hate AI.

I thought it was all hype.

But now I write with it every single day.

Here's how (with prompts):🧵

Writing is a superpower.

But I wasted years as a horrible writer.

Then I found a timeless writing guide by two legendary advertising executives.

Staple these 12 tips to your desk:🧵

I'm 29.

In the last 5 years, my little business has made $15,000,000.

If you're ambitious and in your 20s, but feeling stressed, lost, or stuck, open this thread:🧵

In 1991, Warren Buffett gifted Bill Gates his favorite book.

Bill Gates read it and said:

"This is the best business book I've ever read."

5 timeless lessons from Business Adventures that built Microsoft into a $3 trillion empire:🧵

This woman was the "Da Vinci" of luxury.

Her designs influenced Dior, Saint Laurent, and every major fashion house for the next century.

Over 100 years later, Chanel is a $38 billion empire with $17.2 billion in revenue in 2023.

Here's the story of Coco Chanel:🧵

Warren Buffett is worth $155 billion.

He has written the Berkshire Hathaway annual letters for 60 years.

I spent last weekend collecting the writing tricks that make Wall Street hang on his every word.

Here's his philosophy:🧵

Cornelius Vanderbilt was the king of U.S. railroads.

He once said:

"You have undertaken to cheat me. I won't sue you, for the law is too slow.

I'll ruin you."

Here's the story of the most ruthless businessman in history, and the frameworks behind his $2.4B fortune:🧵

This book should be on the desk of every entrepreneur:

Good To Great by Jim Collins.

5 frameworks every digital builder should know (and start using in their business today):🧵