Leadership advice, without waiting for your 1:1.
Proven frameworks from the teams that built Stripe, Airbnb, and Figma — distilled into coaching you can use right now.
Fresh insights from the leaders building today’s companies.
How Stripe scales engineering. How Airbnb rebuilds culture. How Lovable ships fast with a tiny team. Thousands of lessons from the companies you want to operate like.
Podcasts updated weekly
Lenny’s Podcast
Lenny Rachitsky
How I Built This
Guy Raz
Masters of Scale
Reid Hoffman
Acquired
Ben Gilbert & David Rosenthal
The Twenty Minute VC
Harry Stebbings
The a16z Podcast
a16z
First Round Review
First Round Capital
Y Combinator
Y Combinator
The NFX Podcast
James Currier
Startups For the Rest of Us
Rob Walling
Harvard Business School Case Studies
Google’s Project Oxygen: Do Managers Matter?
D. Garvin, A. Wagonfeld
OpenAI: Idealism Meets Capitalism
S. Ghosh, S. Bagai
Elon Musk’s Big Bets
D. Yoffie, E. Baldwin
Barbie: Reviving a Cultural Icon at Mattel
E. Ofek, R. Noe, S. Mehta
The Turnaround at Ford Motor Company
A. Edmondson, O. Jung
Copilot(s): Generative AI at Microsoft and GitHub
F. Nagle, S. Greenstein
How it works
Describe your situation
“How did Lovable’s team reach $400M ARR so fast?” “What’s ElevenLabs’ playbook for scaling engineering?” “How did Figma’s PM org work before the Adobe deal?” Ask what you’d ask a mentor who knows every company.
Get advice you can trace
Every recommendation links to a specific podcast episode, book, or case study. Not summaries of summaries — the actual source with the founder’s own words.
Rehearse before the real thing
Practice the conversation with an AI that stays in character — defensive, emotional, resistant. Then get a coaching debrief with SBI analysis.
Practicing with Jordan
Senior Engineer · 3 turns
Jordan (Senior Engineer)
Jordan (Senior Engineer)
New Manager Transition
3 phases · 9 steps · 4 completed
Phase 1: First 30 Days
Write 3–5 core values that guide your decisions [1]
Share them with your team in week 2 [3]
Revisit after 90 days to test alignment [1]
Phase 2: Build Foundations
Phase 3: Accelerate
Walk out with a plan
Turn any conversation into a step-by-step playbook. Phases, checkpoints, sub-steps — ready to print and follow through.
Scripts. Frameworks. Decision matrices.
Not a chatbot that rephrases your question back to you. A thinking partner that gives you the actual words to say, the model to apply, and the scorecard to track.
Conversation Scripts
YOU
“I want to talk about the last two sprints. Specifically, the missed deadline on the API migration and the production outage on March 12.”
IF THEY PUSH BACK
“I hear you — your migration work was strong. I'm not questioning your ability. I'm flagging a pattern so we can fix it together.”
CLOSE
“What does success look like for the next sprint? Let's define it now so we're aligned.”
Decision Analysis
PLUS
Promotes high performer
Retains key talent
Builds leadership bench
MINUS
Lose top IC output
No mgmt experience
Team dynamic shifts
INTERESTING
Could co-lead for 90 days
Mentorship pairing option
Trial period possible
Reflection Prompts
Am I giving feedback to help them, or to vent my frustration?
What would I want to hear if I were in their position?
Have I given them enough context to actually improve?
Am I avoiding this conversation because it's hard, or because it's wrong?
Deep Research
Research on new-manager transitions consistently shows the first 90 days are decisive. [1] Watkins argues that new leaders must “secure early wins” while building coalitions, [2] but Goleman's work suggests emotional intelligence matters more than quick results. [3]
A meta-analysis of 483 leadership transitions found that managers who prioritized relationship-building over task execution in month one had 2.4x higher retention at 12 months. [4]
The complete toolkit.
Verified Sources
Every claim backed by numbered citations from podcasts, books, and case studies you can read or listen to
Practice Mode
Rehearse difficult conversations with AI characters that push back like real people
Playbooks
Step-by-step action plans generated from any coaching conversation
Memory
Remembers your role, team, and ongoing situations across sessions
Updated Weekly
New podcast episodes transcribed and indexed every week. Always current, never stale
Coaching Debriefs
SBI-structured feedback with radical candor after every practice session
The playbook behind the companies you admire — one conversation away.
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