We do the homework before you spend the time or money.

Interesting ways to make money.

Better ways to run a business.

Businesses worth buying.

AI that might actually be useful.

We investigate the economics, pressure-test the assumptions, and sometimes put real time and money into finding out what actually works.

Then we tell you what we found.

Including when the answer is NO.

We do the homework before you spend the time or money.

Interesting ways to make money.

Better ways to run a business.

Businesses worth buying.

AI that might actually be useful.

We investigate the economics, pressure-test the assumptions, and sometimes put real time and money into finding out what actually works.

Then we tell you what we found.

Including when the answer is NO.

INTERESTING ISN'T ENOUGH.

The internet is very good at finding interesting ideas.

A business you can supposedly start for $2,000.

An AI tool that can allegedly replace $40,000 of labor.

A marketing strategy someone claims generated 600% ROI.

A boring business for sale that might be a fantastic acquisition.

A new revenue stream an ordinary small business is completely overlooking.

Great.

But there's a much more important question:

IS IT ACTUALLY WORTH DOING?

That's what we're interested in.

Would I Do It? investigates commercial ideas, claims, problems and opportunities to figure out which ones deserve your time, attention and money.

Sometimes we find something we'd pursue.

Sometimes there's something interesting there — but only under the right circumstances.

And sometimes...

HELL NO.

Those may be some of the most useful investigations we publish.

WHAT WE INVESTIGATE

Different rabbit holes. Same question.

MAKE MONEY

Businesses, side ventures, arbitrage, new services and overlooked opportunities capable of creating meaningful income.

Not $73-a-month beer money.

We're interested in opportunities with enough potential to actually matter.

GROW A BUSINESS

Customer acquisition. Sales. Pricing. Retention. New revenue streams. Better offers.

Practical ways existing businesses can create more revenue without blindly throwing money at marketing.

SAVE MONEY

Labor. Software. Vendors. Purchasing. Waste. Duplication. Inefficiency.

Sometimes the easiest dollar to make is the one a business can stop unnecessarily spending.

FIX A BUSINESS

Broken processes. Bottlenecks. Owner dependence. Operational inconsistency.

Things held together by memory, heroic employees and crossed fingers.

We look for problems worth fixing — and practical ways to fix them.

BUY A BUSINESS

Finding businesses. Evaluating them. Financing them. Structuring deals. Improving them.

And occasionally asking the extremely important question:

Why in the world would anybody buy this?

PUT AI TO WORK

  • No AI news.

  • No breathless coverage of the newest model.

  • No “50 Amazing Prompts That Will Change Your Life.”

  • We want to know where AI can produce measurable economic value in an ordinary business.

  • More revenue.

  • Less labor.

  • Lower cost.

  • Faster execution.

  • Better decisions.

  • If we can't connect it to an economic result, we're probably not interested.

DIFFERENT RABBIT HOLES.

SAME QUESTION.

WOULD I DO IT?

Every substantial investigation starts with something that caught our attention.

Then we start pulling it apart.

OPPORTUNITY
ECONOMICS
CATCH
TEST
VERDICT

01 THE OPPORTUNITY

  • What exactly are we looking at?

  • Why is it interesting?

  • Who could potentially benefit?

02 THE ECONOMICS

  • What could it realistically make or save?

  • How much time does it require?

  • Where do the customers come from?

  • What has to happen for the economics to work?

01 THE CATCH

  • What isn't obvious at first?

  • Where could the idea break?

  • What assumptions are people

    conveniently ignoring?

04 THE TEST

  • What's the cheapest practical way to prove — or kill — the thesis?

02 THE VERDICT

  • After all of that, we answer the question:

THE VERDICT

There's enough here that we'd pursue it — and we'll explain how we'd approach it.

The economics, risk, complexity or execution don't survive the investigation.

There's something here, but only under specific circumstances.

The verdict isn't the end of the investigation.

The WHY is the important part.

SOMETIMES RESEARCH ISN'T ENOUGH.

Sometimes the only way to answer the question is to actually try it.

That's when an investigation becomes:

I TRIED IT

We might spend $100.

Or $500.

Or 30 days.

We document what we did.

What it cost.

What happened.

What surprised us.

What we'd change.

And whether we'd ever do it again.

If it works, you'll see the numbers.

If it fails, you'll see those too.

Because a failed experiment can still be extremely valuable...

especially if it prevents you from paying to conduct the same failed experiment yourself.

NO REQUIREMENT THAT THE ANSWER BE YES.

  • Would I Do It? doesn't need every opportunity we investigate to be amazing.

  • We don't need every AI product to change the world.

  • We don't need every business model to make money.

  • And we don't need every experiment to succeed.

  • Our job isn't to convince you to do something.

  • Our job is to figure out whether something is worth doing.

That means:

NO is a perfectly good answer.

So is:

Maybe, but only if these three things are true.”

Trust is worth considerably more than making every shiny object look like an opportunity.

BUILT FOR PEOPLE WHO ACTUALLY DO THINGS.

Would I Do It? isn't intended to be endless entrepreneurial entertainment.

It's for commercially curious people who are capable of acting when they find something worthwhile.

  • Business owners.

  • Operators.

  • Investors.

  • Business buyers.

  • Serious side-hustlers.

  • Experienced entrepreneurs looking for their next thing.

People who occasionally encounter something and think:

HUH. THERE MIGHT BE SOMETHING THERE.”

We investigate the something.

THE NEXT RABBIT HOLE IS ALREADY OPEN.

One substantial investigation at a time.

Real economics.

Real skepticism.

Real experiments when they're warranted.

And a verdict you can actually use.

Get the next investigation

SEND US DOWN A RABBIT HOLE.

  • Found a strange business model?

  • An opportunity everyone suddenly seems to be talking about?

  • A small-business problem nobody seems to solve well?

  • An AI claim that sounds a little too good?

  • A business-acquisition strategy you want pressure-tested?

Tell us about it.

The best reader-submitted ideas may become future Would I Do It? investigations.

SUBMIT AN IDEA

SEND US DOWN A RABBIT HOLE.

  • Found a strange business model?

  • An opportunity everyone suddenly seems to be talking about?

  • A small-business problem nobody seems to solve well?

  • An AI claim that sounds a little too good?

  • A business-acquisition strategy you want pressure-tested?

Tell us about it.

The best reader-submitted ideas may become future Would I Do It? investigations.

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WHOT IS BEHIND THIS?

Hi, I'm Scott, the Lead “Would I.”

I've spent a lot of my career building, buying, selling, marketing, fixing and occasionally breaking businesses.

I've led sales teams, worked with business owners, bought businesses, taught entrepreneurs and spent an unreasonable amount of time pulling apart commercial ideas simply because I wanted to know whether they actually made sense.

Eventually I realized that habit could be useful to more than just me.

That's why I created Would I Do It?

I'm not interested in pretending I already know the answer.

I'm interested in doing enough homework to have an opinion worth listening to.

We do the homework before you spend the time or money.

Independent commercial intelligence for people who actually do things.

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