I own a portfolio of Main St companies. NYT best-selling author | Invest: @CTVentureCap, https://t.co/GeVvWuYSgV | Build: @_CTCommunity @bizscout_ @resibrands
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Apr 9 • 13 tweets • 3 min read
Stressed about what you pay in taxes?
Start a business.
Whether you run a VC-backed startup or freelance on the side, the US tax code favors business owners over everyone else.
Here’s everything you should know:
1 - Business Expenses
You can take a deduction for anything you use to run your business.. internet, phone, software, conferences (including travel)
Business owners can also deduct their home office square footage from their rent or mortgage (which W-2 employees cannot!)
Apr 5 • 15 tweets • 5 min read
Business scaling isn't rocket science.
But it is a science.
After working with 100s of companies, I can tell you the difference between the ones that plateau and the ones that explode comes down to these 3 levers:
Every scalable business needs:
- The right people (who)
- The right systems (how)
- The right focus (what)
Miss any one, and you'll hit a ceiling.
Let's break down each piece (and I'll share what most get wrong):
Mar 29 • 15 tweets • 4 min read
Build your business so it’s sellable… and you’ll never be forced to sell.
This is the map for a business that runs without you (& attracts serious buyers):
Most people run their business until they're miserable. And then try to sell.
Don't be most people.
First step…
Mar 12 • 18 tweets • 5 min read
MBA graduates are no longer interested in employment at Goldman or Google.
They want ownership.
First wave was startups. Next wave will be acquisitions.
Here’s why buying businesses is the new gold rush:
Building = years with no profit.
Buying = cashflow from day one.
When you buy a business, you're not gambling on potential.
You're getting proven profits, existing customers, and someone else's 10,000 hours of work... Made yours overnight.
Feb 18 • 16 tweets • 3 min read
27 tips to build your empire in the margins.
1. The Law of Two Hours: 2 hours of dedicated work is worth more than most people’s 8 hours.
2. How to never fail with a business: Start as a side project. Keep your job. Use your salary to fund. Quit when you have enough cashflow.
3. It's not about time. It's about the F word. Focus. You don’t need 24 hours a day to build a business.
Feb 15 • 23 tweets • 7 min read
An entire generation has been misled about startups and wealth.
• New business failure rate: over 65%
• Acquisitions failure rate: under 20%
Opportunity's here. But you might miss it..
How to decrease your chance of failure buying a business (The 3 M’s of Risk):
Entrepreneurship is hard.
You'll lose money, sleep, time, and at the end of the day… It’s statistically likely that you’ll still fail.
Even the top .1% startup founders understand this truth:
Business is risk. You should expect to fail.
Feb 12 • 21 tweets • 5 min read
Underrated business model:
Turning a service into a product.
It helps solve the issue of scaling for:
• Agencies
• Freelancers
• Solopreneurs
Here’s how a "productized service" works:
First, let's talk about the trap most consultants & contractors fall into:
Trading hours for dollars.
Even at high hourly rates, you're still capped by time. Earn more = work more.
Stop working, and the money stops too.
But there's a better way...
Feb 8 • 19 tweets • 5 min read
Underrated opportunity: Med spas.
• Average gross margin: 71%
• Market expected to grow 19% by 2028
• 1/3 of clients have an annual household income over $100,000
Here’s how a couple I know bought one and 4x’d it to replace their 9-5s:
This is Olman.
His wife, Jen, got an $800 lip filler treatment that took 20 minutes.
Suddenly he looked at Botox, injections, and skin treatments… And saw profit margins, optimization, and dollar signs.
But do the numbers check out?
Feb 5 • 29 tweets • 7 min read
YouTube TV has its raised prices by 137%:
• 2017 launch → $34.99
• January 2025 → $82.99
Here’s how giant corporations get away with raising prices so often (& how a small business can do it the right way):
Remember when YouTube TV was the cheap alternative to cable?
5 years after launch, the price doubled.
Fast forward to the hike in January and we’re starting to wonder if it's a ripoff.
Think YouTube felt that anger in their bottom line?
Feb 2 • 20 tweets • 5 min read
If you want to acquire a million-dollar company, you don’t need to have millions.
Here’s how to buy a business that pays for itself (9 negotiation tips for seller financing):
First up:
What IS seller financing?
Doesn’t sound so nice as a seller… why am I paying for YOU to own my business?
That’s why I sometimes call it “self-liquidating acquisitions.”
Here’s how it works:
Jan 28 • 18 tweets • 5 min read
If you don’t understand acquisitions, you’ll never be truly wealthy.
Here’s what you need to know about how the rich buy businesses:
Think of any 3 rich people.
They likely have 1 thing in common.
They own. Often, they own companies.
The average person doesn't understand this about wealth. I love how Sam Altman put it:
Jan 25 • 18 tweets • 3 min read
When you move from a worker to the leader, you have to change everything.
What no one tells you about the mindset of owners:
You’re Either the Hammer…
Hammers make things happen. They aren’t afraid to swing hard, take calculated risks, and make an impact. They don’t wait for things to happen.
Jan 23 • 11 tweets • 4 min read
Biographies of billionaires teach you more than self-help business books.
Here are my 5 favorites:
1. Built from Scratch (Home Depot Founders)
Read for: Learning how to disrupt an industry.
Marcus & Blank were fired from Handy Dan. Then they noticed a gap in the system...
Jan 22 • 16 tweets • 6 min read
This UK entrepreneur turned a wire basket manufacturer into the world's largest advertising agency.
Warren Buffett allegedly offered to buy it at a 20% premium in 2012…
Here’s the strategy behind this now-$10B boring business:
Our story starts with Sir Martin Sorrell.
But before that, it starts with Wire and Plastic Products plc.
It was founded in 1971 as a manufacturer of shopping baskets, rat cages, and clothes lockers.
That is, until Sorrell came along…
Jan 21 • 16 tweets • 5 min read
The wealth transfer of the decade is happening on Britain's High Streets.
35 shops closed per DAY in 2024.
But where most see destruction, I see opportunity...
Here's the contrarian’s playbook to making $$$ saving local economies:
First, let’s paint a picture:
Nearly 7,000 chain stores closed in the first half of 2024. Pharmacies shuttered. Banks disappeared. Historic pubs went dark.
Jan 15 • 16 tweets • 5 min read
The American Dream isn't dead.
But it has moved.
Here's what everyone's getting wrong about American money:
We’ve been sold a lie.
• Sit still for 8hrs/day until you’re 18
• Take out $100k debt for college
• Get a good job - unless, oops, you don’t
• You still can’t afford a home or family
An America 2.0 that is feeling increasingly anti-American Dream…
Jan 11 • 13 tweets • 2 min read
35 lessons from selling and buying multiple businesses before I turned 35:
1. Your first business will likely fail. 2. All your money gets made after that.
3. Most people give up too fast.
4. You’ll outgrow almost everyone.
Jan 7 • 13 tweets • 4 min read
How to get a free education on money:
Podcasts.
But with 30M episodes published each year, 99.9% are worthless.
Here’s the .1% that will actually change how you think about wealth:
Let me save you 1,000+ hours.
Most money podcasts are recycled platitudes like "follow your passion" and "never give up."
But these episodes are different.
They have specific frameworks that will transform your relationship with wealth…
Jan 4 • 13 tweets • 3 min read
If you haven’t set your Q1 goals yet, you’re already behind...
Here’s how to transform your business in 3 months (Quarterly Planning Template):
I meet so many entrepreneurs with endless to-do lists, working 80hr weeks.
Yet their business barely grows.
Most people confuse tasks with goals and wonder why they're stuck.
There's 3 ways to fix the hamster wheel..
Jan 1 • 18 tweets • 2 min read
At 30, I thought I’d peaked.
At 38, I know I’m just getting started.
The biggest lessons this past year taught me (that you might need to hear too): 1. Marrying well is the biggest life hack of all. Period.
Dec 28, 2024 • 14 tweets • 3 min read
Your new self will cost you your old self.
21 re-frames to help you actually meet your goals this year:
1. The best predictor of future behavior is past behavior.
If you want to make this year better…
- Debrief your past year
- What went right?
- What do you need to avoid?