Michael Gilroy

speaker

885 appearances 1 recordings 1 series first heard Jul 2026 last heard 20 Jul

Michael Gilroy’s voice in public audio — every appearance, attributed to the second.

Trend

recordings per month · last 12 months

Recordings per month over the last 12 months — 1 in all, peaking in Jul 2026 with 1.

Appearances

newest first · ▶ plays the moment

How I Invest with David Weisburd · E405: Why AI Has Made Venture Capital Harder (Not Easier) · 20 Jul 2026 podcast

being right in situations like that, but we take it a step further and we say, hey, okay, what does accounting actually mean, right?

Is it audit?

Is it tax?

Is it opening and closing books?

What exactly is it?

And then let's go out there and then look at the end of the people there and the efficiencies there

back into an ACV.

And so we're just taking four or five or six different cuts and layers to this TAM so that we don't end up in an end market where maybe it's a huge number and a different example from an accounting if they're selling into manufacturing or something like that.

it's a very top heavy industry.

So the market's very big, but if I don't get the top five customers, who cares?

The long tail is very small.

I don't want to be in a business, particularly at the early stage, where if we find out by series B, the top five customers either don't want it or they're going to build it themselves, then the TAM's really small, right?

And so it's really understanding the layers and detail of that underlying TAM and making sure we can capture enough to return the fund.

This is similar to the anthropic example that I just gave, right?

You could have looked at Oracle.

There's so many companies that were doing something very similar, and I think the best investors can discern that, right?

So I look at Uber, and hopefully we would look at that today and say, well, do people take taxis in every city every day?

Do people enjoy driving in these short routes across Manhattan or anywhere, right?

And you can say, well, it's a combination of taxi services, black car services, potentially some metro or public transportation, and then our own transportation, right?

That would be the way to nail that and to see it in a different way than other investors did at the Series A. So I don't actually view that as this brand new TAM creation with Uber necessarily.

Showing 101–120 of 885 · page 6 of 45