tl;dr: Iām adding a paid subscription plan!
This newsletter was always meant to be a little side-project while I looked for a āreal jobā, but after so much positive feedback, and continued prodding from readers and friends, Iāve decided to double-down and turn this into a real thing. š
Starting in two weeks, only paid subscribers will get this newsletter weekly. In addition, paid subscriber questions will be prioritized, plus theyāll get a few other goodies (see below). Free subscribers will now receive this newsletter only about once a month.
Whether youāre a founder, a PM, a growth lead, a manager, or just someone who wants to do better in their career, think of this newsletter as your personal advice column. Send me your questions, and in return, Iāll share actionable real-talk advice. Itās like having a personal coach, but for real cheap.
⨠To thank you for being an early supporter, subscribe in the next 48 hours and get 33% off for the first year ā just $100, or $10/month āØ

When I launched this newsletter six months ago, I had no real plan. I knew that after leaving Airbnb I ultimately wanted to start a company. Or maybe full-time advising. Or maybe just get another PM job. In any case, this newsletter was always meant to be a fun little side-project.
But while I wasnāt looking, this has turned into a real thing. And the feedback youāve been sharing with me has been immensely gratifying š„°
āYour writings have had a profound impact on meā
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āItās easily one of the most valuable emails I get every weekā
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āYour posts have enabled me to accelerate my professional developmentā
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āIt's transformed the way I work with my teamā
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āItās making me smarterā
Iāve been deliberating this for a while, and Iāve finally come to the conclusion that I should give this a real shot.
Whatās changing?
Free readers you will continue to get this same newsletter, but only about once a month. If that's enough for you, by all means, stick with it.
Paid subscribers will receive the newsletter weekly.
- The weekly editions will be more in-depth
- Subscriber questions will be prioritized
- Your support will mean the world to me. And, it will allow me to make this newsletter even better.
Iām also going to tinker with a few goodies for paid subscribers:
1. Access to a new private community, where we dive deeper on topics 2. Live AMAs with amazing guests 3. Intimate Zoom chats
Why should I subscribe?
To become better at your job.
Whether youāre a founder, a PM, a growth lead, a manager, or just someone who wants to do better in their career, think of this newsletter as your personal advice column. Send me your problems, and I (or a smarter guest) will give you real-talk actionable advice.
Itās like having a personal coach, but for real cheap.
A sampling of recent posts:
- Overcoming impostor syndrome
- How to kickstart and scale a marketplace business
- Turning around an underperforming team
- How to know if you've got product/market fit
- How to get into product management
What will it cost?
$150 per year, or $15/month.
My expectation is that you expense this. My pitch to you (or your manager) is that if this newsletter can help you make *one better decision each year, itāll pay for itself*. And if it doesnāt, you can cancel anytime.
For those of you that canāt expense it, or canāt afford it, Iāve got a deal for you. Just email me and let me know whatās up. Weāll work something out. I donāt want the price to be a financial burden on anyone.
⨠If you subscribe in the next 48 hours, get the first year for only $100, or $10/month (33% off) āØ
When will this change happen?
The first subscriber-only post will begin in two weeks! April 21st.
That means one more free post next week, and then subscriber-only content begins. If you want to make sure that you donāt miss anything, subscribe now and youāll automatically get the subscriber-only content. And you wonāt be charged until then.
If youāve found value in this newsletter, or just want to support the work Iām doing, consider subscribing. It would mean a lot to me. š
Sincerely,
Lenny š