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The biggest mistake founders make is spending too much time analyzing which strategy to choose instead of executing and learning from customers.

Both speakers agree that founders should spend minimal time on strategy analysis and maximum time executing—talking to customers, finding early buyers, and adjusting course based on real market feedback. ✦ AI generated

Andy · a16z Podcast · 2026-08-13 · original ↗

starts at this moment · 37:40

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Why why would a founder sort of mis- misjudge what game they're playing? Or how how have you seen founders kind of misjudge whether they're doing lighthouse or land grab?

I think I think the biggest mistake that I see founders make in an early stage, honestly, is just spending too much time trying to figure it out, right? It's like too much time on the strategy. And strategy's important, but you should spend like 1% of your time on the strategy. Pick it and then spend 99% of your time trying to execute. So, you know, rather than sit back and say, 'Well, you know, should we do lighthouse or should we do land grab?' Get out, talk to your customers. Figure out which ones, you know, are are willing to, you know, buy your product, the features and the services that it delivers today, and then chase that path, right? There's no bonus points for hard-earned revenue. You know, you don't get extra, you know, multipliers on your revenue if you get the big logo or something. Like go after the customers you can, you know, and then, you know, constantly be improving your product and then, you know, you can always reassess your strategy.

verbatim transcript · starts at 37:40

Transcript · around this moment

37:39misjudge whether they're doing lighthouse or land grab? >> I mean, it sounds way more sexy to sell to JP Morgan Chase than to, you know, Schmitty Schmitty Mormon. >> [laughter] >> I think I think the biggest mistake that I see founders make in an early stage, honestly, is just spending too much time trying to figure it out, right? It's like too much time on the strategy. And

38:00strategy's important, but you should spend like 1% of your time on the strategy. Pick it and then spend 99% of your time trying to execute. So, you know, rather than sit back and say, "Well, you know, should we do lighthouse or should we do land grab?" Get out, talk to your customers. Figure out which ones, you know, are are willing to, you know, buy your product, the features and

38:18the services that it delivers today, and then chase that path, right? There's no bonus points for hard-earned revenue. You know, you don't get extra, you know, multipliers on your revenue if you get the big logo or something. Like go after the customers you can, you know, and then, you know, constantly be improving your product and then, you know, you can always reassess your strategy. You You after the first year, if you get all

38:38your your revenue milestones, you can look at it and say, "Well, could we be more effective doing this?" Maybe. But just don't spend too much time in analysis paralysis mode. >> Yeah, totally agree with that. I totally agree with that. >> Joe, Joe, you had some you had some fun questions for Andy. I It was a lightning round question. >> Yeah, lightning round, okay. >> Lightning round. I'll see what other

38:56ones I can come up off the top of my head, but the first one is maybe like your favorite place you ever weirdest place you ever closed a deal. >> Yeah, I mean, we've had some customers that, you know, have have taken taken us to some some funny places, right? I mean, I've closed deals on fishing trips. I've closed deals, you know, out at shooting ranges. I've closed deals at

39:17ballparks. So, yeah, I think those are all, you know, kind of unique, like anywhere that wasn't a meeting room. >> Um airport Chili's? >> [laughter] >> Uh probably. Probably over probably over the years. Yeah, certainly at Samsara where we're selling to, you know, logistics and and transportation companies, you know, a lot of truck yards and and that kind of stuff. Um you know, sanitation sites. >> Yeah, yeah.

39:38>> There's some There's some pretty >> When you're doing land grab motions, I think this is like the the permeating theme is just like people willing to go and and sell wherever. Maybe Andy, if you could go back and tell yourself one thing when you're building out these these teams or like early in your career, what would you tell yourself? >> Um early in my career. Well, I mean,

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