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Career Advice

0 claims7 moments6 on the cutting room floor

Lenny's Written Position

Podcast Moments

Sam Schillace00:00:00
We tend to undervalue the things we're good at. We tend to think work has to be unpleasant. And so if something is easy and fun, we don't tend to think it's valuable. You should go do the thing that you feel guilty to get paid for, if there's a thing like that, and do the hell out of it.

How to be more innovative | Sam Schillace (Microsoft deputy CTO, creator of Google Docs) · Sam Schillace

Sam Schillace00:00:00
Lots of people gravitate in this direction of like, let's go do unpleasant things and grind our way through the career because that's the way to make it. But the reality is... if you get pleasure from doing something that people want to pay you for, do it the best you can do it, as hard as you can do it. Work doesn't necessarily have to be hard.

How to be more innovative | Sam Schillace (Microsoft deputy CTO, creator of Google Docs) · Sam Schillace

Sam Schillace00:00:00
If that's messing around and playing around with cool ideas, do the hell out of that.

How to be more innovative | Sam Schillace (Microsoft deputy CTO, creator of Google Docs) · Sam Schillace

Tom Conrad00:00:00
You don't have to be the person that raises the seed round.

Billion dollar failures, and billion dollar success | Tom Conrad (Quibi, Pandora, Pets.com, Snap, Zero) · Tom Conrad

Sriram Krishnan00:06:18
I do think a lot of people trying to get ahead in their career, especially in technology, should just write cold emails, cold DMs, notes, put out content, and that leads to good things. In Elon's case, what wound up happening was he DMed me out of the blue. He saw something I'd written and wanted something from the company and I think he went through the org chart and he DMed me. I called him and we built up a relationship after that.

Hot takes and techno-optimism from tech’s top power couple | Sriram and Aarthi · Sriram and Aarthi

Ian McAllister00:00:00
If you forget about everything else, forget about politics, forget about promotion, or having a bigger org or whatever, if you simply wake up every day trying to have the biggest impact you can, or if you're a leader trying to use your team to have the biggest impact you can in the company, how you do every part of your day, that's a really good guiding light.

What it takes to become a top 1% PM | Ian McAllister (Uber, Amazon, Airbnb) · Ian McAllister

Gokul Rajaram00:30:00
The best way to get started angel investing is to invest in people you've worked with. You already have the best possible signal on their ability to execute. Don't try to pick markets or technologies; pick people you know are exceptional.

Gokul Rajaram on designing your product development process, when and how to hire your first PM, a playbook for hiring leaders, getting ahead in you career, how to get started angel investing, more · Gokul Rajaram

Cutting Room Floor

Guest insights on this topic that Lenny hasn't (yet) written about in his newsletters. Potential material for future posts.

Sam SchillaceUnsynthesized
We tend to undervalue the things we're good at. We tend to think work has to be unpleasant. And so if something is easy and fun, we don't tend to think it's valuable. You should go do the thing that you feel guilty to get paid for, if there's a thing like that, and do the hell out of it.

How to be more innovative | Sam Schillace (Microsoft deputy CTO, creator of Google Docs) · Sam Schillace

Sam SchillaceUnsynthesized
Lots of people gravitate in this direction of like, let's go do unpleasant things and grind our way through the career because that's the way to make it. But the reality is... if you get pleasure from doing something that people want to pay you for, do it the best you can do it, as hard as you can do it. Work doesn't necessarily have to be hard.

How to be more innovative | Sam Schillace (Microsoft deputy CTO, creator of Google Docs) · Sam Schillace

Sam SchillaceUnsynthesized
If that's messing around and playing around with cool ideas, do the hell out of that.

How to be more innovative | Sam Schillace (Microsoft deputy CTO, creator of Google Docs) · Sam Schillace

Tom ConradUnsynthesized
You don't have to be the person that raises the seed round.

Billion dollar failures, and billion dollar success | Tom Conrad (Quibi, Pandora, Pets.com, Snap, Zero) · Tom Conrad

Sriram KrishnanUnsynthesized
I do think a lot of people trying to get ahead in their career, especially in technology, should just write cold emails, cold DMs, notes, put out content, and that leads to good things. In Elon's case, what wound up happening was he DMed me out of the blue. He saw something I'd written and wanted something from the company and I think he went through the org chart and he DMed me. I called him and we built up a relationship after that.

Hot takes and techno-optimism from tech’s top power couple | Sriram and Aarthi · Sriram and Aarthi

Ian McAllisterUnsynthesized
If you forget about everything else, forget about politics, forget about promotion, or having a bigger org or whatever, if you simply wake up every day trying to have the biggest impact you can, or if you're a leader trying to use your team to have the biggest impact you can in the company, how you do every part of your day, that's a really good guiding light.

What it takes to become a top 1% PM | Ian McAllister (Uber, Amazon, Airbnb) · Ian McAllister