Lenny’s Newsletter♥ 263
Dec 10, 2024 · 10 min
Subscriber post — summary onlyLenny Rachitsky, working with a labor-data firm, ranks roughly 50 companies by how much they accelerate the post-departure careers of their former product managers, using promotion, leadership, CPO, first-PM, and…
Lenny’s Podcast58 min
Seth Godin · Dec 8, 2024
Key learnings- Define quality as meeting spec, and relentlessly improve the spec in service of the people you serve rather than polishing…
- Treat good taste as anticipating what people want just before they do, and build it by working alongside people with high…
- Treat brand as a promise: decide what you stand for, what you don't do, and what you'd be missed for, then make a difficult…
Lenny’s Podcast114 min
Jonathan Lowenhar · Dec 5, 2024
Key learnings- Being a founder is a state of being, while being a CEO is a craft; founders should deliberately develop CEO skills like planning…
- Calibrate between founder mode and manager mode depending on what the moment needs; great CEOs know when to dive into details and…
- Start planning by working backwards from your next major milestone (exit, fundraise, profitability, or wind-down) and define what…
Lenny’s Newsletter♥ 125
Dec 3, 2024 · 15 min
Subscriber post — summary onlyA 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…
Lenny’s Podcast68 min
Amjad Masad · Nov 21, 2024
Key learnings- Replit aims to remove the setup friction of building software by bundling the editor, runtime, packages, database, and deployment…
- Once AI removes the build bottleneck, the limiting factor shifts to how fast you can generate and articulate good ideas, so…
- Product managers can use an AI agent to build a v1 prototype, test it with real users, and then hand a validated concept to…
Lenny’s Newsletter♥ 384
Nov 19, 2024 · 17 min
Subscriber post — summary onlyHilary 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…
Lenny’s Podcast84 min
Raaz Herzberg · Nov 17, 2024
Key learnings- Early in a startup, look for signs of real pull, such as prospects asking about pricing, timelines, or introducing you to their…
- Be willing to say 'I don't understand' in product discussions; a healthy culture makes admitting confusion a strength, and…
- Run a high volume of customer conversations (10 to 15 a day in Wiz's case) to find what actually resonates rather than relying on…
Lenny’s Newsletter♥ 496
Nov 12, 2024 · 18 min
Subscriber post — summary onlyTal 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…
Lenny’s Podcast94 min
Archie Abrams · Nov 7, 2024
Key learnings- Optimize for the absolute number of people reaching each funnel stage, not local conversion rates, since rate-chasing teams often…
- Judge growth by the total long-term value of a merchant cohort (cumulative GMV over several years) rather than per-merchant or…
- Keep long-term holdouts and revisit experiments at 3, 6, 12, and 24 months, because many short-term wins fade and some neutral…
Lenny’s Newsletter♥ 140
Nov 5, 2024 · 24 min
Subscriber post — summary onlyA 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’s Podcast49 min
Shreyas Doshi Live · Oct 31, 2024
Key learnings- A real, pre-aligned product strategy can collapse weeks of annual planning into a few days, since most planning rituals are…
- Many decisions treated as reversible 'two-way doors' become one-way doors in practice once commitments, QBR narratives, and…
- Judging ideas on their merits rather than on social proof, authority, catchy metaphors, or alliteration is a core skill of good…
Lenny’s Podcast95 min
Shreyas Doshi · Oct 31, 2024
Key learnings- Run a pre-mortem before launches by imagining the project has already failed, then surfacing tigers, paper tigers and elephants…
- Classify tasks as leverage, neutral or overhead; spend extra effort only on leverage tasks, and do less polish on neutral and…
- Beat procrastination on high-leverage work by doing a couple days of low-stakes placebo tasks first, then working from a…
Lenny’s Newsletter♥ 293
Oct 29, 2024 · 15 min
Subscriber post — summary onlyLenny 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’s Podcast121 min
Naomi Gleit · Oct 27, 2024
Key learnings- Keep one canonical doc per project that links to all other docs, listing workstreams, single-threaded owners, processes…
- Pursue a dream company or role persistently, even by volunteering informally in the role you want until the formal job becomes a…
- Pick a clear activation or retention milestone so the whole team optimizes toward one shared goal, even if the exact threshold is…
Lenny’s Newsletter · Free post♥ 161
Oct 22, 2024 · 12 min
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…
Lenny’s Podcast99 min
Jessica Hische · Oct 20, 2024
Key learnings- Startups can launch with a quick, internally made logo, then invest in a custom refresh once the company is more stable, avoiding…
- Signs it's time to upgrade a logo include a broader rollout of the brand, printing swag or hosting events, or needing assets that…
- A custom logo or typography makes your brand harder to copy than a freely available font, which matters once success attracts…
Lenny’s Podcast87 min
Anneka Gupta · Oct 17, 2024
Key learnings- Being strategic means pairing a compelling, simple 'why' behind decisions with the courage to champion hard, long-term changes…
- Reframe high-stress situations by asking what you can learn and by bringing humor into meetings, since your mood shapes how the…
- Summarize what others have said in meetings and end with a question inviting agreement or dissent; this builds trust and moves…
Lenny’s Newsletter♥ 252
Oct 15, 2024 · 22 min
Subscriber post — summary onlyCoach 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’s Podcast143 min
Tristan de Montebello · Oct 13, 2024
Key learnings- Treat speaking as a meta skill: improving it tends to lift confidence and results across work, relationships and daily life.
- Use enjoyment as a barometer; if practice or speaking feels unpleasant, you are probably overthinking or doing it wrong.
- Focus on root causes like pressure and self-trust rather than surface symptoms such as filler words or rushing.
Lenny’s Newsletter♥ 114
Oct 8, 2024 · 11 min
Subscriber post — summary onlyLenny 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…
Lenny’s Podcast101 min
John Mark Nickels · Oct 6, 2024
Key learnings- Treat leadership as any influence you have, not just formal management, and take responsibility for how you show up with others.
- When stressed in high-stakes meetings, first allow the emotion and thought rather than fighting it, since resisting it tends to…
- Stop seeking approval or self-worth from presentations and outcomes; anchoring to the mission and the product often improves both…
Lenny’s Podcast126 min
Alex Komoroske · Oct 3, 2024
Key learnings- Favor gardening over pure building: look for things that can grow on their own with ecosystem or network-effect dynamics, invest…
- Treat LLMs as squishy, imperfect 'magical duct tape' and design products that tolerate occasional failures rather than assuming…
- Build taste by finding a distinctive perspective that resonates with people, since cheap content generation makes differentiation…
Lenny’s Newsletter♥ 232
Oct 1, 2024 · 13 min
Subscriber post — summary onlyJules 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’s Podcast104 min
Benjamin Lauzier · Sep 29, 2024
Key learnings- Before reaching product-market fit, avoid marketplace mechanics and focus on delivering core value to one side of the marketplace.
- Pick the hardest side to grow, which is usually supply, and find a hack or existing channel to jumpstart it before worrying about…
- Measure liquidity as the share of intentful demand that converts, and track a market health metric like ETA that predicts it.
Lenny’s Podcast93 min
Tamar Yehoshua · Sep 26, 2024
Key learnings- Excel in your current role before chasing the next one; advancement follows demonstrated impact, not just hitting goals or…
- Evaluate a potential employer's engineering partner before joining, since great ideas that can't be built lead nowhere.
- Don't assume a company must be well run to succeed; hyper-growth firms often run chaotically, but prioritize companies whose…
Lenny’s Newsletter♥ 175
Sep 24, 2024 · 10 min
Subscriber post — summary onlyLenny 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…
Lenny’s Podcast159 min
Eli Schwartz · Sep 19, 2024
Key learnings- Treat SEO as a product: start by understanding the user's search journey and what they would actually type before investing…
- Skip SEO if you can't name the specific searches your target user would make; many SaaS products lack a real search journey and…
- Expect AI answers to absorb top-of-funnel discovery queries, and focus SEO effort on mid-funnel, intent-rich queries where users…
Lenny’s Newsletter · Free post♥ 243
Sep 17, 2024 · 24 min
“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…”
Lenny’s Podcast101 min
Camille Fournier · Sep 15, 2024
Key learnings- Share credit generously with engineers and give them room to present their own technical contributions rather than taking the…
- Show genuine interest in engineering details, even if you don't need to master them, since dismissing them signals a lack of…
- Avoid acting as a go-between for engineers and stakeholders; if you keep relaying questions back and forth, connect the people…
Lenny’s Podcast144 min
Phyl Terry · Sep 12, 2024
Key learnings- Join or form a small Job Search Council of six to eight peers who meet regularly, since shared accountability turns job-search…
- Write a short 'Mnookin two-pager' listing what you want and don't want, then refine it with peers before taking it to the market.
- Run a listening tour with reverse exit interviews, broader network, and recruiters, asking 'If you were in my shoes, how would…