Lenny's community roundup: ML recommendation systems, getting back into product after being fired, and when to quit a side project
One new item in the queue: Lenny's subscriber-only Saturday community roundup, naming threads on machine-learning recommendation systems, getting back into product after being fired, and when to quit a side project.
One item landed in the queue overnight: Lenny's Newsletter's Saturday community email, which went up at 21:01 Shanghai time on October 10. 1
Stratechery has posted nothing since Friday's free bundle that this digest carried in yesterday's edition. Lenny's weekday feed is unchanged, so today's page holds a single entry. 2
That entry is subscriber-only, and its title is most of what anyone without a subscription can read. The digest has carried this Saturday roundup before, most recently the October 3 edition on personal AI agents, the ego threat of moving from IC to manager, and perks worth negotiating. 3
Lenny's Newsletter: the Saturday community roundup
Lenny's Newsletter: "Community Wisdom: Community Wisdom Top Contributors Summer Class 2026 + ML recommendation systems, getting back into product after being fired, deciding when to quit a side project, and more"
Published October 10, 2026, by Kiyani. 1
Community Wisdom is Lenny's Newsletter's Saturday email, and it works differently from the publication's weekday posts. A weekday post is a researched essay or a recorded interview; each Community Wisdom edition writes up the most helpful conversations from Lenny's members-only Slack community for paying readers. 1
Its title leads with a contributor list — the community's top contributors from its Summer Class 2026 — and then names three discussion threads. 1
The subtitle on the page still reads “Community Wisdom 301”, the same number the October 3 edition carried. 13
- Machine-learning recommendation systems. The one build-and-ship thread this week: the models that sit behind a feed, a ranking, or a "recommended for you" row. Open it if you own one of those surfaces.
- Getting back into product work after being fired. The last Saturday roundup's career thread was the discomfort a strong individual contributor feels on moving into management; this week's is the way back into product work after being fired. 3
- Deciding when to quit a side project. The third thread asks when a side project has run its course, which lands on anyone holding a project that competes with their job.
What is readable without a subscription is the title, the date, the author, the subtitle, and the one line describing how the series works. The conversations come out of a private Slack and the write-ups go to paying readers, so the answers to those three questions sit behind the paywall. 1
The title's "and more" stands for further threads the public page does not name. 1
Where to start
There is one item today, and whether it earns the click depends on whether one of those three questions is the one you are carrying this week. A recommendation system to build, a return to product work to manage, or a side project to call — if none of those is yours, skip this edition. 1
If you skip it, the queue is otherwise clear. Stratechery's newest item is still Friday's free bundle for the week of October 5, already carried here, and Lenny's newest weekday items are still the October 5 How I AI episodes, carried on October 6. 24
The queue refills when Stratechery posts its next Update.
References
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- 22026.41: It’s Not You, It’s Me — Stratechery
stratechery.com
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