Nov 17, 2023 · 1h 2m · more-or-less
#23: Why (and How) SMBs and Creators Will Win With AI, the New Financing Contracts, and More · More or Less Podcast
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In this episode of the More or Less podcast, co-hosts Dave Morin, Sam Lessin, Brit Morin, and Jessica Lessin explore how artificial intelligence and alternative financing models empower small businesses and creators over centralized tech incumbents. They debate the future of venture capital, the perils of automated content farming, and why durable human communities remain the ultimate economic moat.
How this conversation actually went
Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. The hosts hold 99.4% of the talking time here. How this is scored →
speaking balance: gold is the hosts, purple is the guest (3 minute bins)
Sam forcefully rejects Brit's defense of AI-driven blog generation and SEO rankings, calling those operations 'shit businesses' that will get obliterated by algorithmic shifts.
Hardest push from the hosts ▶ 30:41 Jessica rejects creator crowdfunding equity schemesJessica openly challenges the creator financing thesis by citing Substack's writer equity rounds, calling them deceptive moves that pull the wool over writers' eyes.
Biggest teaching moment ▶ 47:59 Sam schools Dave on the historical reality of mechanizationSam dismantles Dave's optimistic tractor analogy, demonstrating that increased agricultural output led to lower farmer incomes and structural commoditization rather than prosperity.
The host holds their own ▶ 5:22 Jessica shares firsthand reporting from Gina RaimondoJessica leverages her direct access and on-the-ground reporting with Secretary Raimondo to correct assumptions about tech lobbying and voluntary AI model reporting.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | The hosts as informed peer | Guest teaching | Guest disagreement | The hosts pushing back | Why |
|---|---|---|---|---|---|---|
| More or Less Official Podcast Opening Sequence | 2 | 1 | 1 | 1 | Casual banter and housekeeping opening the show. Brit and Jessica discuss facial treatments, osteopathy, and franchising the Face Gym concept before transitioning to tech topics. | |
| APEC Summit, Diplomatic Encounters, and AI Regulation | 8 | 2 | 2 | 3 | Jessica demonstrates strong journalistic expertise, detailing her on-the-record interview with Commerce Secretary Gina Raimondo regarding APEC, the AI executive order, and big tech regulatory cooperation. | |
| National Defense, Autonomous Drone Swarms, and Dirty AI | 5 | 5 | 5 | 4 | Sam forcefully rejects conventional AI regulation debates, mocking VC armchair politicking and arguing that 'dirty AI' and drone warfare pose far greater near-term threats than speculative AGI. | |
| Building Custom GPTs and AI Tools for SMBs | 5 | 2 | 3 | 2 | Dave explains how he concatenated podcast transcripts into a single file to build a custom More or Less GPT, playfully mocking Sam with AI-generated roasts. | |
| How AI Empowers SMBs Against Tech Monopolies | 6 | 4 | 4 | 5 | Sam lays out his VC thesis on how AI benefits massive platforms and lean SMBs while squeezing mid-tier firms. Jessica pushes back, questioning whether this mirrors unfulfilled promises made during the social media era. | |
| Alternative Financing Models: Creator Contracts, DAOs, and Franchising | 7 | 6 | 4 | 6 | Sam details his creator equity financing contracts as an alternative to debt, while Brit shares her Bobby community SPV structure. Jessica strongly pushes back on similar models like Substack's writer crowdfunding, characterizing it as predatory. | |
| Venture Capital Momentum and Startup Projections for 2024 | 6 | 5 | 5 | 5 | Jessica questions the narrative that traditional VC is dying when multi-billion dollar mega-funds are still raising capital. Sam uses a runaway train analogy, arguing institutional inertia keeps them going despite broken economics. | |
| Executive Attendance Demands, Remote Work, and AI Faking | 5 | 3 | 4 | 4 | The panel discusses Evan Spiegel demanding employees return to the office, hybrid work impacts on female executive progression, and Dave catching colleagues using AI-generated boilerplate in pitch meetings. | |
| The Tractor Analogy: AI Productivity vs. Real Value | 5 | 8 | 7 | 4 | When Dave uses a farming tractor analogy to argue AI will elevate skilled labor productivity, Sam forcefully counters, explaining that mechanization commoditized farming, decimated wages, and created grueling monoculture work. | |
| Commodity GPTs vs. Building Niche Communities | 5 | 6 | 8 | 6 | Brit defends using AI to double blog output and maximize Google SEO traffic. Sam bluntly dismisses ranking games as temporary tactics rather than sustainable businesses, bluntly calling pure SEO plays 'shit businesses.' | |
| The Rise of Personalized AI Bots and Social Media Evolution | 6 | 5 | 4 | 3 | Dave and Sam map the trajectory of social media from friends to influencers to hyper-personalized AI bots, noting that automated content threatens generic entertainment but cannot replace human networks. | |
| Content Maxis vs. Network Maxis in the AI Era | 6 | 4 | 3 | 2 | Dave synthesizes the episode by separating 'story/content maxis' from 'network maxis,' emphasizing that AI will commoditize mere content while resilient value belongs to localized, trust-based communities. |