1-hour career strategy jam

You have multiple interesting paths in front of you, and picking the "wrong one" feels scary (and the opportunity cost very expensive).

You have more than one serious offer on the table, or you will soon. The conversations are already happening.

Maybe you're at a small startup and wondering whether the next move is leading a bigger org, founding something, or a sharper career pivot is in order. You keep flipping on it depending on who you talked to that day.

These are big decisions and there's no playbook for them. I'd love to help you think through it in a hyper-personalized container.

An honest map of the options in front of you, including the angles you hadn't considered yet. Sharper thinking on which tradeoffs actually matter and which ones just feel loud. And conviction on what to do next, not because I told you what to do, but because you'll have thought it through with someone whose only agenda is helping you think clearly.

I'm a former Meta PM, 3x first PM, ex-founder, advisor, coach, and builder based in Brooklyn (with my wife, daughter and golden retriever). You can read a bit more about my experience here.

I run a top-rated Maven course on Product Sense & Analytical Thinking interviews and offer an AI-powered practice copilot for these interviews.

I've published popular guides on mastering product sense and analytical thinking interviews in Lenny's Newsletter. Those pieces have reached hundreds of thousands of PMs and remain some of the most-shared resources on PM interview prep.

I co-host the Supra Insider weekly podcast with Marc Baselga, who is also my partner in building Insider Loops where we share verified, up-to-date intel on the PM interview process at top companies including Anthropic, Google, OpenAI, Stripe, DoorDash, Figma and Uber.