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Tom Digan

đŸ‘€ Speaker
322 total appearances

Appearances Over Time

Podcast Appearances

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

And at that point, this is the day after Christmas 2019, came to the board and proposed that we needed to make some pretty significant leadership changes in order to really reset the business.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

And as part of that,

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

We had some changes at the executive level, including naming Greg CEO.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

Felt like at that moment, we had this sense of we can go build this thing now.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

Our problems were hardly solved, but it felt like the problems were now worth solving.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

Just felt like there was nothing we weren't willing to do to make it work.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

I think that's why it was appealing to meet someone else that felt that way, that was going to be in that foxhole.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

I should have learned that lesson and said, I need to not raise money from friends and family.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

Instead, they were the only people at that moment that I needed to double and triple down.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

You just had to go even further all in.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

Not sure I would do it again or recommend other people take that path.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

Why not?

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

You have to just know deep down that you'd be willing to do whatever it takes, including some very difficult conversations with your...

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

wife and you're building a family and you're leaving a lot on the table on a much easier, cushier hedge fund country club type existing here in the Northeast.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

And you want to go and do something hard.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

Turns out it's pretty fucking hard.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

I think that dynamic is why Ladder's here.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

It's literally late March 2020 when we have zeroed in on the concept for this new product.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

And we're having to go fully remote.

Invest Like the Best with Patrick O'Shaughnessy
Tom Digan & Greg Stewart - Building the World’s Best Fitness App - [Invest Like the Best, EP.454]

The team's new.