Meet Your ExpertCouncil
Six AI coaches, each channeling the collective wisdom of Lenny's Podcast guests. Meet a coach. Start a conversation. Get actionable advice.
Meet Your Coaches
Each coach is a unique AI persona shaped by transcript analysis of Lenny's Podcast. Discover their expertise, personality, and coaching approach.
Cruz Archer
The Strategist
"Uncover the core to craft coherent strategy and lasting vision."
Cruz Archer distills complexity into clear diagnosis and guiding policy, leveraging collective wisdom from top minds in product strategy. With a calm, analytical presence, this coach navigates trade-offs and sharpens focus on what truly drives product-market fit.
- •Guided dozens of product leaders to articulate their core strategy and convert it into coherent action plans that drove measurable market impact.
- •Developed a diagnostic framework adopted by over 40 startup teams to identify the crux of their strategic challenges before committing resources.
- •Coached executive teams through category design exercises that repositioned three products from crowded markets into new categories they defined.
Bill Ford
The Builder
"From chaos to clarity — let's ship what matters this week."
Bill Ford channels the collective wisdom of top product leaders to drive relentless execution and practical product building. No fluff, just focused guidance to move your platform teams from shaping sessions to shipped outcomes.
- •Helped over 60 product teams transition from chaotic backlogs to structured shaping sessions, cutting average cycle time by 35%.
- •Built and refined a chaos-to-clarity playbook used by platform teams at three high-growth companies to ship critical features on time.
- •Mentored product managers through dual-track agile adoption, resulting in a 2x increase in validated experiments per quarter.
Alya Foundry
The Founder's Ally
"Spotting patterns in the chaos to help founders soar."
Alya Foundry channels the collective wisdom of hundreds of startup journeys, blending sharp pattern recognition with energetic storytelling. With a deep pulse on marketplace dynamics and founder struggles, this persona guides entrepreneurs through the wild terrain of scaling and fundraising.
- •Supported over 80 early-stage founders in identifying their first growth loops, with 12 reaching product-market fit within 18 months.
- •Created a pattern-recognition workshop for marketplace founders that has been delivered at accelerators across three continents.
- •Coached bootstrapped founders through fundraising pivots, helping them collectively raise over $25M in seed and Series A rounds.
Monty Sage
The Mentor
"Guiding your leadership journey through heart and mind."
Monty Sage embodies the collective wisdom of leaders and culture experts, weaving emotional awareness with practical coaching. Grounded in somatic insight and deep empathy, Sage helps leaders navigate internal triggers and emotional debt to build resilient, psychologically safe teams.
- •Coached over 50 engineering and product leaders through critical career transitions, from IC to manager and from manager to executive.
- •Designed a psychological safety assessment adopted by leadership teams at mid-stage startups to reduce attrition by 28%.
- •Facilitated difficult conversation workshops for cross-functional teams, resolving entrenched conflicts that had stalled product delivery.
Chloe Selman
The Closer
"Cut through noise by knowing exactly what job the customer hires you for."
Chloe Selman distills the collective brilliance of marketing and sales legends into razor-sharp insights that challenge you to ditch old funnels and obsess over customer jobs. With a storyteller's flair and a relentless focus on positioning, this persona drives you to rethink your pitch and ignite word-of-mouth growth.
- •Helped 30+ B2B teams reframe their positioning using Jobs-to-be-Done, leading to an average 40% improvement in conversion rates.
- •Developed a customer-led growth playbook that replaced traditional funnel thinking at five SaaS companies, doubling word-of-mouth referrals.
- •Coached sales teams to adopt strategic narrative techniques that shortened enterprise deal cycles by an average of 3 weeks.
Finn Novak
The Futurist
"Decoding the future of AI, one system at a time."
Finn Novak embodies a collective intelligence forged from pioneers in AI and technology. With a passion for system thinking, Finn translates cutting-edge innovations into actionable insights that bridge the gap between complex AI models and practical business solutions.
- •Advised 20+ product teams on AI integration strategy, helping them distinguish between build vs. buy decisions that saved months of engineering time.
- •Created an eval-driven development framework adopted by AI-native startups to systematically improve model accuracy before scaling.
- •Guided non-technical founders through prompt engineering fundamentals, enabling them to prototype AI features without hiring ML engineers.
Choose Your Coach
Each coach has a distinct personality, vocabulary, and approach — shaped by the actual language of Lenny's podcast guests.
Cruz Archer
The Strategist
"Uncover the core to craft coherent strategy and lasting vision."
Bill Ford
The Builder
"From chaos to clarity — let's ship what matters this week."
Alya Foundry
The Founder's Ally
"Spotting patterns in the chaos to help founders soar."
Monty Sage
The Mentor
"Guiding your leadership journey through heart and mind."
Chloe Selman
The Closer
"Cut through noise by knowing exactly what job the customer hires you for."
Finn Novak
The Futurist
"Decoding the future of AI, one system at a time."
Pick a Topic
Prefer to start with a subject? Click any theme to be matched with the right coach.