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Sample Agons

78 debates, argued by the council.

Hypothetical decisions, real frameworks. See how the council argues from different angles — then bring your own question.

Abhishek Chakravarty — Youform ($18K MRR)

“I've been competing on price in a crowded form-builder market. My product is gaining traction at $18K MRR, but I'm worri…”

Niccolò MachiavelliMarie CurieSun Tzu

Alex Van Le — AI app portfolio ($20K/mo)

“My VC-backed startup failed and I pivoted to bootstrapping a portfolio of AI apps. I'm at $20K/month across multiple app…”

Marcus AureliusNiccolò MachiavelliMarie Curie

Ali Rohde — Outset Capital / VCSheet

“I'm running both a VC fund (Outset Capital) and a platform business (VCSheet). Both are growing but competing for my tim…”

Niccolò MachiavelliSun TzuMarcus Aurelius

André Costa — Design products portfolio

“I got fired from my corporate job and built a portfolio of design products that's generated $500K over three years. But …”

Marcus AureliusSun TzuMarie Curie

Andris Reinman — Open-source monetized product ($13K MRR)

“I maintained a well-known open-source project for years on donations. Now I've built a paid product on top of it at $13K…”

Marcus AureliusNiccolò MachiavelliMarie Curie

Anton Volkov — SaaS tool ($10K+/mo)

“I built a SaaS tool on top of my agency's workflows and it's now at $10K/month. But I'm still running the agency alongsi…”

Niccolò MachiavelliSun TzuMarie Curie

Arjun Jain — Agentic engineer tool ($500K ARR)

“I spun my internal dev agency tool out as a standalone product and it's at $500K ARR. But I'm still running the agency a…”

Niccolò MachiavelliSun TzuMarcus Aurelius

Arsen Ibragimov — SaaS tool ($10K+/mo)

“I built a SaaS tool on top of my agency's workflows and it's now at $10K/month. But I'm still running the agency alongsi…”

Niccolò MachiavelliSun TzuMarie Curie

Ben Hargrove — Leadgen tool ($23K MRR)

“After five failures, my leadgen tool hit $23K MRR in six months. I built it by spotting a pattern in my agency's workflo…”

Niccolò MachiavelliSun TzuMarcus Aurelius

Brennan Dunn — Rebuilt SaaS ($30K MRR)

“My original tool flopped and I bought out my co-founder and rebuilt from scratch. Now I'm at $30K MRR. But I'm carrying …”

Marcus AureliusMarie CurieLeonardo da Vinci

Caleb Porzio — Open-source ecosystem (5-figure MRR)

“I've built a five-figure MRR business around an open-source ecosystem. My community is my moat. But open-source contribu…”

Marcus AureliusNiccolò MachiavelliSun Tzu

Cameron Trew — Kleo ($62K MRR)

“I rebuilt my product from scratch after LinkedIn sent a cease-and-desist on v1. The rebuild worked — $62K MRR. But I'm s…”

Sun TzuNiccolò MachiavelliMarie Curie

Camille Okafor — Seed-stage venture fund

“My fund thesis is built around demographic shifts — aging population, gen Z, changing consumer behavior. These trends pl…”

Marie CurieSun TzuMarcus Aurelius

Charles Hudson — Precursor Ventures

“I make 75-100 investment decisions per fund as a solo GP. Each decision gets less time and attention than it would at a …”

Marie CurieMarcus AureliusSun Tzu

Claire Moreau — Product portfolio ($100K+/yr)

“After nearly 10 years of not building, I finally took the leap and now have a portfolio generating over $100K/year. But …”

Niccolò MachiavelliMarcus AureliusMarie Curie

Daniel Peris — GEO tool ($30K-$50K MRR)

“I built a GEO (generative engine optimization) tool and it's growing fast — mid-five-figure MRR within a year. But GEO i…”

Sun TzuNiccolò MachiavelliMarie Curie

Darius Novak — First SaaS (5-figure ARR)

“I left my service company to build a product. I built it in 20 hours and it's now at a 5-figure ARR. But it's still bare…”

Sun TzuLeonardo da VinciMarie Curie

David Lin — AI app portfolio ($20K/mo)

“My VC-backed startup failed and I pivoted to bootstrapping a portfolio of AI apps. I'm at $20K/month across multiple app…”

Marcus AureliusNiccolò MachiavelliMarie Curie

Diana Ross-Kline — Venture capital fund

“I'm known primarily as a writer and educator, but I also run Kline Capital as a solo GP. The writing builds my brand and…”

Marcus AureliusLeonardo da VinciNiccolò Machiavelli

Dmytro Krasun — Screenshot tools portfolio ($25K+ MRR)

“I've hit $25K MRR by deliberately building small, unglamorous tools instead of chasing big ideas. But I'm now running a …”

Sun TzuMarcus AureliusMarie Curie

Erik Larsen — Open-source monetized product ($13K MRR)

“I maintained a well-known open-source project for years on donations. Now I've built a paid product on top of it at $13K…”

Marcus AureliusNiccolò MachiavelliMarie Curie

Fernando Pessagno — Design products portfolio

“I got fired from my corporate job and built a portfolio of design products that's generated $500K over three years. But …”

Marcus AureliusSun TzuMarie Curie

Gabriel Nunes — AI tool ($20K MRR)

“I built my product in a half-day hackathon and it's now at $20K MRR after two years. But the codebase reflects its hacka…”

Leonardo da VinciMarie CurieSun Tzu

Harry Brodsky — SaaS tool ($500K ARR)

“We pivoted from a niche market to a wider audience and hit $500K ARR. But going broad means we're now competing with big…”

Sun TzuNiccolò MachiavelliMarcus Aurelius

Henri Dubois — Micro-SaaS portfolio ($120K MRR)

“I've acquired 6 micro-SaaS companies. I shut one down, sold two, and run three at $120K MRR combined. I have capital to …”

Niccolò MachiavelliMarcus AureliusMarie Curie

James Calloway — Rebuilt SaaS ($30K MRR)

“My original tool flopped and I bought out my co-founder and rebuilt from scratch. Now I'm at $30K MRR. But I'm carrying …”

Marcus AureliusMarie CurieLeonardo da Vinci

Jason Chapman — Solo GP / Early-stage

“As a solo GP, I don't have partners to challenge my thinking on deals. I rely on my own judgment for every investment de…”

Marie CurieMarcus AureliusNiccolò Machiavelli

Jonathan Chan — Portfolio ($30K/mo)

“I quit my $420K/year job eight months ago and my portfolio of two businesses is at $30K/month. But the two businesses co…”

Niccolò MachiavelliSun TzuMarcus Aurelius

Julian Shapiro — Julian Capital

“I'm known primarily as a writer and educator, but I also run Julian Capital as a solo GP. The writing builds my brand an…”

Marcus AureliusLeonardo da VinciNiccolò Machiavelli

Kevin Zhao — Product portfolio ($30K/mo)

“I quit my $420K/year job eight months ago and my portfolio of two businesses is at $30K/month. But the two businesses co…”

Niccolò MachiavelliSun TzuMarcus Aurelius

Lars Eriksen — Nordic Ventures (Fund III, $6M)

“I deliberately capped my Fund III at $6M instead of raising a much larger fund. Bigger fund means more management fees b…”

Marcus AureliusNiccolò MachiavelliSun Tzu

Lily Tsang — Seed-stage venture fund

“As a solo GP running a small emerging fund, I'm trying to build a track record with limited capital. Should I make more,…”

Sun TzuNiccolò MachiavelliMarie Curie

Louis Pereira — AI tool ($20K MRR)

“I built my product in a half-day hackathon and it's now at $20K MRR after two years. But the codebase reflects its hacka…”

Leonardo da VinciMarie CurieSun Tzu

Lucas Grant — Open-source ecosystem (5-figure MRR)

“I've built a five-figure MRR business around an open-source ecosystem. My community is my moat. But open-source contribu…”

Marcus AureliusNiccolò MachiavelliSun Tzu

Mara Jensen — Venture advisory / deal analytics

“I'm running both a VC fund (Outset Capital) and a platform business (VCSheet). Both are growing but competing for my tim…”

Niccolò MachiavelliSun TzuMarcus Aurelius

Marco Vitale — AI design tool ($10K MRR)

“I built my AI design tool in 3 weeks and hit $10K MRR in 6 weeks. The explosive launch is over and growth is normalizing…”

Sun TzuNiccolò MachiavelliMarie Curie

Marcus Webb — Early-stage venture fund

“I make 75-100 investment decisions per fund as a solo GP. Each decision gets less time and attention than it would at a …”

Marie CurieMarcus AureliusSun Tzu

Mattia Pomelli — AI design tool ($10K MRR)

“I built my AI design tool in 3 weeks and hit $10K MRR in 6 weeks. The explosive launch is over and growth is normalizing…”

Sun TzuNiccolò MachiavelliMarie Curie

Michael Torres — Solo GP / Early-stage

“As a solo GP, I don't have partners to challenge my thinking on deals. I rely on my own judgment for every investment de…”

Marie CurieMarcus AureliusNiccolò Machiavelli

Minh Tran — Two SaaS products ($15.8K/mo)

“I'm running two SaaS products at a combined $15.8K/month. Both are growing slowly but neither is breaking out. Should I …”

Marie CurieNiccolò MachiavelliMarcus Aurelius

Monique Woodard — Cake Ventures

“My fund thesis is built around demographic shifts — aging population, gen Z, changing consumer behavior. These trends pl…”

Marie CurieSun TzuMarcus Aurelius

Nathan Cross — SaaS tool ($500K ARR)

“We pivoted from a niche market to a wider audience and hit $500K ARR. But going broad means we're now competing with big…”

Sun TzuNiccolò MachiavelliMarcus Aurelius

Natty Zola — Solo GP / Early-stage

“I'm an emerging manager trying to build a track record and raise from LPs who are skeptical of solo GPs. Should I focus …”

Niccolò MachiavelliSun TzuMarcus Aurelius

Neil Murray — Nordic Web Ventures (Fund III, $6M)

“I deliberately capped my Fund III at $6M instead of raising a much larger fund. Bigger fund means more management fees b…”

Marcus AureliusNiccolò MachiavelliSun Tzu

Oleg Petrov — Screenshot tools portfolio ($25K+ MRR)

“I've hit $25K MRR by deliberately building small, unglamorous tools instead of chasing big ideas. But I'm now running a …”

Sun TzuMarcus AureliusMarie Curie

Pascal Levy-Garboua — Micro-SaaS portfolio ($120K MRR)

“I've acquired 6 micro-SaaS companies. I shut one down, sold two, and run three at $120K MRR combined. I have capital to …”

Niccolò MachiavelliMarcus AureliusMarie Curie

Pauline Clavelloux — Product portfolio ($100K+/yr)

“After nearly 10 years of not building, I finally took the leap and now have a portfolio generating over $100K/year. But …”

Niccolò MachiavelliMarcus AureliusMarie Curie

Pavel Nowak — Open-source directory + boilerplate ($13K/mo)

“I turned an open-source directory into a paid boilerplate product at $13K/month. But my community expects things to stay…”

Niccolò MachiavelliMarcus AureliusSun Tzu

Phuc Le — Two SaaS products ($15.8K/mo)

“I'm running two SaaS products at a combined $15.8K/month. Both are growing slowly but neither is breaking out. Should I …”

Marie CurieNiccolò MachiavelliMarcus Aurelius

Piotr Kulpinski — Open-source directory + boilerplate ($13K/mo)

“I turned an open-source directory into a paid boilerplate product at $13K/month. But my community expects things to stay…”

Niccolò MachiavelliMarcus AureliusSun Tzu

Priya Mehta — Agentic engineer tool ($500K ARR)

“I spun my internal dev agency tool out as a standalone product and it's at $500K ARR. But I'm still running the agency a…”

Niccolò MachiavelliSun TzuMarcus Aurelius

Raj Anand — FormStack ($18K MRR)

“I've been competing on price in a crowded form-builder market. My product is gaining traction at $18K MRR, but I'm worri…”

Niccolò MachiavelliMarie CurieSun Tzu

Rob Hallam — Leadgen tool ($23K MRR)

“After five failures, my leadgen tool hit $23K MRR in six months. I built it by spotting a pattern in my agency's workflo…”

Niccolò MachiavelliSun TzuMarcus Aurelius

Romàn Czerny — Growth tool ($27K MRR)

“I had a successful exit before and used the same growth tactic to build a new product to $27K MRR. But I'm essentially r…”

Sun TzuMarie CurieMarcus Aurelius

Sarah Chen — Banana Capital

“As a solo GP running a small emerging fund, I'm trying to build a track record with limited capital. Should I make more,…”

Sun TzuNiccolò MachiavelliMarie Curie

Founders — considering transparency vs. stealth

“Should I build in public?”

Marcus AureliusNiccolò MachiavelliSeneca

Founders — considering early pricing strategy

“Should I charge for my product from day one?”

Marie CurieJohn D. RockefellerBenjamin Franklin

“Should I form an LLC or Delaware C-Corp?”

Niccolò MachiavelliBenjamin FranklinMarie Curie

Founders and team leaders — deciding on team structure

“Should I go remote or in-person?”

Marcus AureliusBenjamin FranklinFlorence Nightingale

Founders — non-technical or semi-technical, needing technical leadership

“Should I hire a CTO or find a technical cofounder?”

Steve JobsNiccolò MachiavelliMarie Curie

Founders — considering first hire

“Should I hire my first employee?”

Niccolò MachiavelliMarcus AureliusMarie Curie

Founders — considering YC, Techstars, or equivalent

“Should I join an accelerator?”

Niccolò MachiavelliMarcus AureliusJohn D. Rockefeller

Founders — deciding when to ship the first version

“Should I launch now or wait until the product is perfect?”

Steve JobsMarcus AureliusMarie Curie

Founders and product builders — deciding on launch strategy

“Should I launch on Product Hunt?”

Steve JobsBenjamin FranklinJulius Caesar

Founders and product builders — deciding on pricing strategy

“Should I offer a free tier?”

Steve JobsAndrew CarnegieMarcus Aurelius

“Should I pivot to AI or double down on my domain?”

Steve JobsMarie CurieNiccolò Machiavelli

Founders — considering seed timing

“Should I raise a seed round?”

Niccolò MachiavelliSun TzuMarie Curie

Founders — evaluating readiness for institutional capital

“Should I raise a Series A?”

Marie CurieJohn D. RockefellerNiccolò Machiavelli

Founders and product builders — deciding on brand identity

“Should I rebrand?”

Steve JobsMarcus AureliusNiccolò Machiavelli

Founders — considering exit

“Should I sell my startup?”

Niccolò MachiavelliMarcus AureliusSun Tzu

Founders — evaluating a venture term sheet

“Should I sign this term sheet?”

Niccolò MachiavelliCiceroMarcus Aurelius

Founders — deciding cofounder equity structure

“Should I split equity 50/50 with my cofounder?”

Niccolò MachiavelliMarcus AureliusCicero

“Should I take the money or the equity?”

John D. RockefellerNiccolò MachiavelliMarcus Aurelius

Sophie Parker — Social analytics tool ($62K MRR)

“I rebuilt my product from scratch after LinkedIn sent a cease-and-desist on v1. The rebuild worked — $62K MRR. But I'm s…”

Sun TzuNiccolò MachiavelliMarie Curie

Stefan Kovic — Growth tool ($27K MRR)

“I had a successful exit before and used the same growth tactic to build a new product to $27K MRR. But I'm essentially r…”

Sun TzuMarie CurieMarcus Aurelius

Tomás Herrera — GEO tool ($30K-$50K MRR)

“I built a GEO (generative engine optimization) tool and it's growing fast — mid-five-figure MRR within a year. But GEO i…”

Sun TzuNiccolò MachiavelliMarie Curie

Tomas Varga — Solo GP / Early-stage

“I'm an emerging manager trying to build a track record and raise from LPs who are skeptical of solo GPs. Should I focus …”

Niccolò MachiavelliSun TzuMarcus Aurelius

Val Sopi — First SaaS (5-figure ARR)

“I left my service company to build a product. I built it in 20 hours and it's now at a 5-figure ARR. But it's still bare…”

Sun TzuLeonardo da VinciMarie Curie

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