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Drew Taggart

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

Appearances Over Time

Podcast Appearances

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

Is it the founders or is it our LPs?

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

The answer is both, obviously.

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

But you walk this tightrope where you're trying to decide where you think you should be putting the most time in.

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

For us, when we started, we were writing 25, 50k checks into companies.

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

That was all we could get.

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

And it was about proving ourselves and building a reputation.

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

A lot of those companies are doing really well.

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

It was like squeezing into a really important hot round with great investors and great founders.

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

And now that we're looking for

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

bigger allocation we're still having success but it's a different conversation now where you can't just be like yeah we're gonna put nice to have you yeah yeah yeah exactly so it's been really interesting and also like we have a team of people now that are extraordinary and everyone has their own identity and perspective on how they want to invest and evaluate things and i feel like my job has always been to try to reel them in like how we're trying to treat the chain smokers now

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

dumbing it down, keeping it more simple than confusing, because it's so hard to get wrapped up in the minutia of everything.

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

And I've talked myself out of really good deals for that reason.

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

stories for either side but me personally i'm trying to like not let the lessons that i've learned get in the way yeah yeah my skills are weird i mean i feel like i was thinking well i was talking about that and in venture i was googling words like tan on my first month of call i was like i don't know we can say that now what are these like fucking acronyms a big dam's good right yeah yeah and i'm just like they made me wrong and i feel like i'm constantly asking

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

stupid questions and honestly I really am grateful to a lot of the people we've had a chance to get to work with and interact with because we've approached this space with a lot of respect and everyone's I think hopefully acknowledges that now there is no dumb questions I'm always like explain this to me like a golden retriever it's kind of something I say a lot

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

as we've gone deeper into space and obviously like engineering is a huge part of any tech platform.

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

And I was like, I kind of want to like try to learn how to code a little bit because I want to have at least a semblance of not just respect, but understanding of when I'm discussing these things, the different processes and stuff.

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

And then now vibe coding and cursor and things like that exist.

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

And you're like,

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

Okay, so I don't need to learn coding anymore.

Invest Like the Best with Patrick O'Shaughnessy
The Chainsmokers - Music & Markets - [Invest Like the Best, EP.430]

And now it's back to taste, which I feel like I'm pretty good at.