Your job is a trust fund

Think of your job as a trust fund that provides you with a steady income, enabling you to pursue other interests. 

Want to write a book? Your job provides you with the living expenses you need to survive while you’re writing. 

Want to build a small business? Your job salary is the startup funds you need to get started. 

Don’t hold your day job in contempt because you feel like it’s preventing you from doing something great. Reframe it as the steady flow of income it is to help you launch the next thing.

Impresarios make softball happen

The MLB is investing in the Athletes Unlimited Softball League, a long-overdue organization for the United States’ outstanding softball players.

I’m sharing this article here, not because the MLB is investing in it, but for a different reason entirely.

As I read this, all I could think was, “A group of impresarios made this happen.”

Impresario: someone who organizes something, who brings the right people together to connect and make things happen that need to happen.

A group of people (mostly strong, driven women) said, “Why isn’t there a professional softball league? Why aren’t softball players making a career of this after dominating in college like all the men in MLB get to do?”

So what did they do? They made it happen themselves. Eventually, other groups, such as ESPN and MLB, took notice and decided to invest. But that isn’t the impressive part.

What’s impressive is that a small group of people decided that something that didn’t exist should exist. And they made it happen, without permission, by bringing the best and the brightest softballers together to build something great.

This is the work of an impresario.

This is leadership.

25 free business ideas you can steal

As a follow-up to yesterday’s post, I challenged myself to come up with as many business ideas as I could in 10 minutes that met the criteria I laid out. Here’s what I came up with. Feel free to steal any of them and start your own business.

  1. Offer training content creation services to businesses with a small (or non-existent) L&D department.
  2. Become a health coach and offer sessions in-person or online.
  3. Lead in-home personal training sessions for clients (a concierge training offering). As a bonus, help them set up a minimum viable home gym to meet their health goals.
  4. If you’re a clear and persuasive writer, offer your writing services to small businesses or the marketing departments of larger organizations.
  5. Help other people land new jobs, negotiate raises, or change careers by offering your services as a career coach. This one, you could offer as a no-fee upfront service and take a small percentage of their new salary as payment (like a talent agent).
  6. Become a health and wellness consultant for large companies and design wellness coaching packages for their employees as part of their HR offerings.
  7. Start a green lawn care service, using only electric tools to keep people’s yards looking nice while lowering the carbon footprint of that work (I’m sure you’ve seen all the e-lawn tools if you have a Costco membership).
  8. Become a piano tuner. You can learn how for less than $1,500 bucks, and you’ll have almost no competition as it’s a dying trade.
  9. Become a drum tech for churches. Have you ever seen how beat up and terrible-sounding those drum sets are?
  10. Here’s an easy one: teach music lessons. Specialize in helping students prepare for, and win, auditions. There’s a lot of scholarship money to be had for musicians in college (and the military).
  11. Become a tutor in whatever field you know best. Take the summers off or offer “preparatory” tutoring when school is out.
  12. Become a writing coach for K-12 students. This may be the most important skill students will learn today as AI proliferates and the skill that makes us human is supplanted by garbage.
  13. Create and sell a really helpful e-book that teaches someone how to do a very specific task or skill.
  14. Create an online course on a topic or skill you know well. You can put it up on an e-learning site like Teachable, or you can offer it as an “email correspondence” course like Ryan Holiday does with his excellent Stoic challenges.
  15. Shuttle seniors to doctor’s appointments. You could charge them a low price by the mile or see if senior care homes might pay you for the service.
  16. Start a “walking school bus” for the children in your neighborhood. Children need more movement in their days, and parents might be willing to have a responsible adult or two get their kids to school in the morning while also working off some of that kiddo energy.
  17. Here’s one I’ve been thinking about: create a membership group to organize people around citizenship and political activism.
  18. Offer pet grooming services in your town.
  19. Along the same lines, wash and detail cars.
  20. Here’s another: buy a sponge, bucket, squeegee, and cleaning solution, then sell your services as a window washer to businesses and restaurants in your city.
  21. This one is big where I live: powerwash houses and driveways.
  22. One more handyman idea: paint houses.
  23. Know how to promote the work of others? Become a marketing consultant for small businesses. Trust me, they all need help getting the word out.
  24. Are you a decent cook? Deliver home-cooked meals to customers who don’t have time to cook for themselves every night.
  25. Speaking of cooking, why not offer healthy cooking classes to small groups looking to improve their health and that of their families?

10 minutes, 25 business ideas. I don’t know that I could pull all of them off, but some of them seem promising.

The hard part is picking one and being brave enough to face rejection. Regardless of what you choose, you’ll get a lot of no’s.

But if you’re starting your own thing, that comes with the territory. Don’t let it deter you!

You’re fired. Now what?

Here’s a question I’ve been noodling on:

What if you got fired today? What would you do?

But wait, it gets worse…

Not only were you fired, but your industry collapsed and no longer exists. And to make matters worse, all the specialized skills you built up in that industry are now irrelevant (hypothetically, an AI could do them all now and for free).

And, you can’t hide by going back to school for another degree.

You have to start something of your own—you have no choice.

What would you start? What would you build? What problem would you solve and for whom?

Take a 20-minute walk and think on this today.

The secret approach to bootstrapping

You can be an entrepreneur: someone who builds something big, hires lots of people to do the work, and gets a ton of start-up money from investors.

Or you can be a freelancer: a skilled craftsperson who does high-quality work directly for clients.

But there’s a third option: bootstrapping.

To bootstrap a business is to find a group of customers with a problem who are so willing for you to solve it that they will pay you up front to build the business that will solve it for them.

And the secret to bootstrapping that many up-and-coming business people don’t know is that you don’t necessarily have to have the solution to the problem.

You simply have to see the problem, empathize with the people who have it, and trust yourself to know that you can and will figure out a solution that works.1

Why does this approach matter? Because smart, solution-oriented people often get so bogged down in the details of how to solve a problem that they never do the hard work of finding customers with a problem that needs solving.

So, find people who need help first, then figure out how to solve the issue.

(H/t to Seth Godin and the folks over at Purple Space)


  1. Don’t lie to people and tell them you can solve their problem, then take their money and run. That’s not bootstrapping – that’s a con. ↩︎