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The Times Tech Podcast

Expensify's David Barrett: “Any good idea has to sound bad”

The Times Tech Podcast

Will Morley

Business, Unknown, Technology

4.9654 Ratings

🗓️ 21 February 2020

⏱️ 56 minutes

🧾️ Download transcript

Summary

The Sunday Times’ tech correspondent Danny Fortson brings on David Barrett, founder of Expensify, to talk about competing for talent with unicorns (2:00), the odd reason for the company’s founding (5:15), creating a fictional expense-reporting startup (6:20), the deification of serial founders (10:30), why he promotes from within (14:15), the expenses industry (16:20),why he takes the whole company overseas every year (18:30), why he doesn’t like venture capitalists (25:40), buying out his investors (28:30), the stages of development (30:45), using a subscription model (32:00), why it took 12 years to get where they are (36:30), whether he wants to go public (38:15), the homelessness problem (41:30), the great rewards/points scam (43:45), his worst day of work (49:30), and the time when his employees got dengue fever (54:30).

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Transcript

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0:00.0

That's the hardest thing about being an entrepreneur I've found is just disregarding bad advice

0:05.3

because there's so much of it.

0:07.4

The advice that we're told in Silicon Valley is very good at making money for VCs and that's

0:12.5

why it's told.

0:13.4

Yo, technology.

0:16.2

What is it all about?

0:26.2

Hello and welcome to Danny in the Valley, your weekly dispatch from behind the scenes and inside the minds of the top people in tech.

0:28.9

Thank you for tuning in.

0:30.4

We have a fabulous show for you this week.

0:32.5

David Barrett is on the program.

0:35.5

Now, David is the founder of Expensify, and chances are you have not heard of Expensify.

0:41.7

It processes expenses, which sounds super boring.

0:46.0

But think about it another way.

0:47.3

Expensify is the unicorn that you have never heard of.

0:51.9

Barrett's previous company was Red Swish, which was co-founded by another guy you

0:55.9

may have heard of, Travis Kalanick. And Barrett just has a really interesting story to tell. So

1:01.3

Expensified Process is something like $20 billion worth of expenses now. And Barrett runs it in a

1:07.3

very particular type of way. The company is super spread out. He's actually based in

1:12.0

Portland, Oregon, but he was down in San Francisco for the day, which allowed us to sit down.

1:17.3

And he just has a different type of management style. For a month, every year, he takes the whole

1:22.6

company with families to some exotic place where they all just hang out and work in another country,

1:28.7

which is something I've never heard of.

...

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