It’s a blog.

It’s educational.

It’s hopefully entertaining.

It’s not investment advice.

I write about how to think about investing for value.

Bundle of Joy
Matthew Hennessy Matthew Hennessy

Bundle of Joy

How do businesses make money? What does alligator reproduction have to do with M&A? Why do companies merge anyway? How you can use genetic scramble to frame an investment in merging companies.

Read More
Negative Space
Matthew Hennessy Matthew Hennessy

Negative Space

How do you run a business from Space? If its not profitable, is it valuable? How to deliver value working remote.

Read More
Shell Game
Matthew Hennessy Matthew Hennessy

Shell Game

What happens when rules change and investors don’t notice? What happens when investors screw up? How to take advantage of indifference and mistakes to find good opportunities.

Read More
Two Guys Walk Into a Bar
Matthew Hennessy Matthew Hennessy

Two Guys Walk Into a Bar

How low can expectations go? Kicking the tires on opportunities where investors have no expectations.

Read More
Pompidou en Houston
Matthew Hennessy Matthew Hennessy

Pompidou en Houston

Does the game you’re playing line up with the game your investments are playing?

Read More
Arcade Fire
Matthew Hennessy Matthew Hennessy

Arcade Fire

What are you playing at? Investors face a choice many never see: what game you play when making investments. Choosing the right one improves your odds of success.

Read More
A Different Kind of Contract
Matthew Hennessy Matthew Hennessy

A Different Kind of Contract

What did you expect? Broken expectations. How a cocktail of a busted deal, regulatory purgatory and a strong underlying business might offer investors an attractive opportunity.

Read More
Fine Print
Matthew Hennessy Matthew Hennessy

Fine Print

What do you know about the future? When investing, it helps to know something about that. How to think about the future without a crystal ball.

Read More
How Are We Feeling Today?
Matthew Hennessy Matthew Hennessy

How Are We Feeling Today?

How do you respond to losses? Market downturns hurt, emotionally. But they’re bound to happen. Rather than fight them, use them to take advantage of investment opportunities.

Read More
A World Away
Matthew Hennessy Matthew Hennessy

A World Away

How do you spot other investors’ mistakes? Bad behavior regularly crops up in investment markets. Use it to make better decisions.

Read More
Running of the Banks
Matthew Hennessy Matthew Hennessy

Running of the Banks

What causes bank runs like the one on Silicon Valley Bank? How can you avoid that?

Read More
Plan B
Matthew Hennessy Matthew Hennessy

Plan B

What happens when company adventures don’t go to plan? Evaluating an investment against numerous future scenarios. How investors can benefit from adaptability.

Read More
Rabbit Holes
Matthew Hennessy Matthew Hennessy

Rabbit Holes

What to do when you run into complexity? What happens when investors focus too much on one indicator? How to find opportunity by looking for what other investors miss.

Read More
Time Off For Good Behavior
Matthew Hennessy Matthew Hennessy

Time Off For Good Behavior

What happens when investors lose their mind? Investor fits happen frequently. How to take advantage of them?

Read More
Staying on Deck
Matthew Hennessy Matthew Hennessy

Staying on Deck

How much can you win? How much can you lose? How to think about balancing risk and reward.

Read More
Invest. Don’t Speculate
Matthew Hennessy Matthew Hennessy

Invest. Don’t Speculate

How do you pick a winning investment strategy? Sorting out the differences between proper investing and everything else. Thinking about risk and how you might feel if an investment goes wrong.

Read More