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Charlie Songhurst

๐Ÿ‘ค Speaker
See mentions of this person in podcasts
640 total appearances

Appearances Over Time

Podcast Appearances

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

studied politics first with economics at Oxford, ended up very briefly at McKinsey, then at Microsoft, and then sort of bumbled my way into becoming an investor and do a lot of angel investing.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

So I think I've done about 500 angel investments.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

I think the actual number is 483 and about 300 in the portfolio at the moment.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

There's so many memories working with amazing people.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

The hostile acquisition of Yahoo as an attempt was just unbelievably intellectually fascinating.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

Trying to buy a company in a hostile acquisition for I think it's $47 billion and just the drama and the soap opera.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

realizing how much path dependency matters on big deals, how much a casual comment misinterpreted by one side or the other actually changes the outcome.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

It's remarkable how little system theory there is in the sense of if you ran experiments again and again, I think you would get a lot of different results in M&A activity.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

Whereas in things like product usage, good products and bad products would probably be the same in each experiment.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

In some ways, they're too tied together.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

So I think the dominant sort of failure mode for startups is the same at each different stage.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

So sort of pre-seed to seed, you basically have a failure to achieve labor productivity, which is really just a polite way of saying the team doesn't come together, doesn't gel and produce good output.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

Usually a team that just produces good work will generate enough sort of kinetic energy to get continuing funding.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

Once you're sort of going from seed to series A, it's another single cause, which is failure to get product market fit.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

You're basically on the search for demand curve, and you either find one or you don't find one.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

And this is where you've got the highest element of pure chance in a startup.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

It sort of always feels akin to sort of gold prospecting in the California gold rush, which is you can be good or you can be bad.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

You can do the right thing.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

You can do the wrong thing.

Invest Like the Best with Patrick O'Shaughnessy
Charlie Songhurst โ€“ Lessons from Investing in 483 Companies - [Invest Like the Best, CLASSICS]

But there's some irreducible amount of chance.