Writer of Lenny's Newsletter and host of Lenny's Podcast.
A guest post from GiveDirectly's team, shared alongside a Giving Tuesday fundraising appeal, walks through the experiments that raised roughly $3 million more in donations per year. It covers winning tests like faster…
Hilary Gridley, a WHOOP product director, argues that AI can help managers become "supermanagers" by scaling their coaching and feedback. She shares five practical strategies, from building custom GPTs that replicate…
Tal Raviv, a long-time individual-contributor PM, argues that flatter tech orgs demand PMs build their own systems to stay effective and healthy. The post offers practical tactics such as finishing meeting action items…
A guest-written post by storyteller Matthew Dicks argues that humor is a learnable skill rooted in surprise, not a fixed talent. It walks through seven practical strategies (nostalgia, exaggeration, o…
Lenny Rachitsky shares a guest post by prompt engineer Mike Taylor covering eight prompting techniques, from role-playing and few-shot examples to chain-of-thought, retrieval, and using an LLM as a judge. Each tactic…
Lenny Rachitsky and Louise Beryl analyze over 5,000 survey responses from newsletter subscribers to benchmark U.S. product manager salaries by level. The headline finding is the rise of the individual contributor path…
Coach Natalie Rothfels argues that stuck, overwhelmed product leaders are usually facing inner conflict between competing 'parts' of themselves, which external productivity tactics can't fix. She walks through the…
Lenny Rachitsky reports first results from a compensation survey of about 5,000 newsletter readers, finding that 75% prioritize salary over equity during negotiations. The post argues this reflects a desire for…
Jules Walter, a product leader at Google formerly of YouTube and Slack, lays out five tactics for building influence as a PM: gathering intel on how stakeholders decide, framing proposals from their point of view…
Lenny Rachitsky's follow-up report uses data from TrueUp (new tech job openings) and Live Data Technologies (job changes) to map the state of the product job market. It covers a slow recovery, a tilt toward senior PM…
“Q: I’m a founder and I’m planning to raise a seed round. What do I need to understand to raise a great round? Fundraising is arguably the most heartbreaking, confusing, and high-stakes part of a founder’s job. You have to learn how to do it from scratch, stay positive in spite of incessant rejection, and if you don’t get it right, your company dies. Then you have to do it over and over and over again. Don’t get it right once? That’s…”
Tara Seshan, a former Stripe and Watershed product leader, shares a playbook for presenting product tradeoffs so leadership actually makes a decision rather than defaulting to "do both." The post covers framing…
Phil Carter introduces the Subscription Value Loop, a framework for growing consumer subscription apps that face hard problems: app store control, dependence on paid acquisition, high churn, and low, hard-to-grow ARPU…
Lenny Rachitsky shares seven more practical productivity tactics following his popular time management post. The core argument is that small, concrete habits, such as arbitrary deadlines, physical to-do lists, graceful…
Lenny Rachitsky argues, in response to anxiety over AI replacing product managers, that PMs are the best-positioned tech role to thrive in an AI-driven world. He contends that AI excels at execution while PMs' soft…
An interview-based post with April Dunford, a positioning consultant, covering how to diagnose positioning problems, her five-step positioning exercise, and how positioning differs from messaging, branding…
An interview-style episode with Marily Nika, an AI product leader, on how product managers can use AI in their work and build AI-powered products. She covers practical ChatGPT prompts, when to build versus buy models…
A recap of a conversation with Y Combinator Group Partner Gustaf Alströmer, drawing on his work with more than 600 startups and his Airbnb experience. The core argument is that most startups fail because they don't talk…
Lenny Rachitsky shares ten time-management tactics he uses daily after years of trying productivity books, emphasizing ones that have lasted beyond a few weeks. The core argument is that small, durable habits, such as…
Hila Qu, a growth advisor and former GitLab and Acorns growth leader, walks through how B2B companies can add a product-led growth (PLG) motion alongside sales. Her core argument is that PLG and sales are complementary…
Executive coach Natalie Rothfels explains why asking for help builds career leverage rather than signaling weakness. The post offers a four-phase method for working through fear of asking, a structured template for…
A paid newsletter post summarizing Lenny Rachitsky's podcast conversation with SEO expert Ethan Smith. It explains the three main types of SEO, contrasts contextual and navigational internal links, and argues that…
Lenny Rachitsky and Palle Broe analyze how 44 application-layer tech incumbents monetize AI features, comparing direct and indirect strategies. They argue direct monetization (add-ons, standalone products, or plan…
Lenny Rachitsky shares near-real-time U.S. job-market data on product and product-adjacent roles, gathered via a third-party data firm. The post argues that growth roles are expanding fastest, PM hiring has plateaued…
Lenny Rachitsky and prompt engineer Mike Taylor ran a blind test to see how close AI comes to doing core product manager work. They argue that most headlines saying AI 'can't do X' rely on weak models and basic prompts…
Lenny Rachitsky and Kyle Poyar compiled lessons from more than 20 AI product builders on what surprised them about shipping AI features. The post argues that AI products need fresh thinking: prototype to discover what…
The post compares general management (GM), functional, and hybrid org models, explaining how company stage, how close a North Star metric sits to revenue, and how critical the end-to-end customer journey is shape the…
Lenny Rachitsky synthesizes lessons from Stytch's CEO and marketing leaders at other startups on running out-of-home (billboard, bus, transit) ad campaigns for B2B software. The post argues OOH is best for brand…
Lenny Rachitsky surveyed hundreds of product managers, then ran follow-up calls, to collect concrete ways PMs use Perplexity, the AI-powered search engine, in their daily work. The post groups 27 real prompts into six…
Guest author Ben Erez argues against the view that feature-team PMs are merely project managers, contending they do real product work and that feature-factory setups can suit CEOs with strong product visions. He…