Gabe Stengel - Building Investing Superintelligence - [Invest Like the Best, EP.492]
Gabe Stengel - Building Investing Superintelligence - [Invest Like the Best, EP.492]
Podcast1 hr 4 min
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Note: AI-generated summary based on third-party content. Not financial advice. Read more.
Quick Insights

Investors should consider positions in major investment banks like JPMorgan Chase (JPM), Goldman Sachs (GS), and Bank of America (BAC), as they are primed to expand profit margins by automating deal execution and capturing new volume in smaller business transactions. In enterprise technology, focus capital on specialized vertical AI software companies that solve complex regulatory and workflow integrations rather than general foundation model developers. Target software vendors transitioning to outcome-based pricing models, which allow them to directly monetize completed transactions rather than basic software seats. Within alternative assets, prioritize private equity and private credit firms adopting automated due diligence tools that compress transaction turnaround times from months to hours. Additionally, track emerging financial software platforms building secondary market liquidity and structured data exchanges for private assets as high-upside infrastructure investments.

Detailed Analysis

Vertical AI in Capital Markets & Financial Services

  • Artificial intelligence in financial services is evolving from basic copilots (information search and summarization) into full autopilots capable of preparing data rooms, drafting investment memos, analyzing customer concentration, and coordinating deal steps.
  • The primary competitive moat for vertical financial AI companies is not raw model intelligence, but the complex infrastructure:
    • Deep integration into proprietary systems of record (CRMs, portfolio monitoring, and data rooms).
    • Strict regulatory and compliance safeguards, including auditable data lineage and the handling of Material Non-Public Information (MNPI).
    • Custom user experience tailored for specific workflows (e.g., email-based pitch deck markups for managing directors).
  • Software pricing models in enterprise finance are beginning to shift from traditional per-seat models toward usage-based and ultimately outcome-based pricing (e.g., charging per validated investment idea or completed transaction deliverable).

Takeaways

  • Investors evaluating enterprise software should focus on applied vertical AI companies that solve unglamorous, highly regulated "last-mile" workflow integrations that general foundation model providers (like OpenAI or Anthropic) are unlikely to build.
  • Enterprise value in asset management and banking will increasingly shift away from pure human headcount toward proprietary internal software systems, institutional data graphs, and custom model harnesses.

Traditional Investment Banks (JPM, GS, BAC)

  • Large investment banks are leveraging generative AI to significantly lower the marginal cost of transaction execution.
    • Routine financial analysis, presentation deck updates, and initial due diligence workflows that previously took days can now be completed in minutes.
  • JPMorgan Chase (JPM) and other global banking franchises are utilizing AI-driven productivity gains to expand into previously underserved segments, such as small and medium-sized business (SMB) mergers and acquisitions, where smaller transaction fee pools historically could not justify human deal-team overhead.
  • Banks face an innovator's dilemma: incumbents must actively transform their operational structures to transition from human-dependent capacity constraints to scalable, software-enabled execution or risk losing market share to agile, AI-native entrants.

Takeaways

  • Large financial institutions with extensive balance sheets and proprietary data assets stand to improve operating margins as deal-making processes are automated.
  • Long-term competitive outperformance in the banking sector will belong to institutions that use AI not merely for localized cost-cutting, but to aggressively expand addressable transaction volume into lower-middle-market deals.

Private Markets & Alternative Assets

  • Private equity, private credit, and secondary markets remain heavily constrained by manual human coordination, bespoke deal documents, and unstructured data.
  • AI is poised to standardize and automate deal stages across the private asset lifecycle:
    • Automating due diligence questionnaires (DDQs), quality-of-earnings reports, and virtual data room analysis.
    • Enabling faster, automated risk pricing for debt and equity, reducing deal turnaround times from months to hours or minutes.
    • Laying the technical foundation for autonomous agent-to-agent negotiation and secondary market exchanges for private assets.
  • Human relationship-driven alpha will remain most durable in small-business transactions involving generational transitions, while sponsor-to-sponsor buyouts, fund secondaries, and private credit will see rapid automation.

Takeaways

  • Capital efficiency in private equity and private credit firms is set to expand dramatically as automated deal parsing lowers due diligence costs per asset.
  • Investors should monitor software platforms that create transaction liquidity and structured data exchanges for private assets, as they represent the foundation for future private capital market infrastructure.
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Episode Description
Gabe Stengel is the co-founder and CEO of Rogo, the AI platform for finance. He believes the best investors will spend the next several years reinventing their firms around AI, and Rogo is trying to build the infrastructure that allows them to do it. We discuss how Rogo evolved alongside the frontier models, why the last mile and the harness around the models matter so much, what happens when every portfolio manager can deploy thousands of agents against a problem, and how AI could transform the way capital is raised, assets are priced, and deals get done. We also cover which investing skills become more valuable as AI improves, the move from seat-based to outcome-based pricing, Rogo’s internal company brain called Shrek, the 40 investor rejections Gabe received before his Series A, why building in applied AI requires extraordinary aggression, and what it takes to become a black hole for talent and capital. Please enjoy my conversation with Gabe Stengel. For the full show notes, transcript, and links to mentioned content, check out the episode page ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠.  ----- Become a Colossus member to get our quarterly print magazine and private audio experience, including exclusive profiles and early access to select episodes. Subscribe at ⁠colossus.com/subscribe⁠. ----- ⁠Ramp’s⁠ mission is to help companies manage their spend in a way that reduces expenses and frees up time for teams to work on more valuable projects. Go to⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠ramp.com/invest⁠⁠ to sign up for free and get a $250 welcome bonus. ----- Trusted by thousands of businesses, ⁠Vanta⁠ continuously monitors your security posture and streamlines audits so you can win enterprise deals and build customer trust without the traditional overhead. Invest Like the Best listeners get a special offer of $1,000 off Vanta when you go to ⁠vanta.com/invest⁠.  ----- WorkOS⁠ is the infrastructure B2B and AI-native companies use to sell to enterprise. It covers everything enterprise security requires: SSO, SCIM, RBAC, Audit Logs, AI governance, and more. Trusted by 2,000+ fast-growing companies, including OpenAI, Anthropic, Cursor, and Vercel. ----- Rogo is the AI platform for finance. They're building agents for Wall Street that are trained to understand how bankers and investors actually do work: from diligence and modeling, to turning analysis into deliverables. To learn more, visit rogo.ai/invest. ----- ⁠Ridgeline⁠ has built a complete, real-time, modern operating system for investment managers. It handles trading, portfolio management, compliance, customer reporting, and much more through an all-in-one real-time cloud platform. Visit⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ridgeline.ai⁠. ----- Editing and post-production work for this episode was provided by The Podcast Consultant. Timestamps: (00:00:00) Welcome to Invest Like The Best (00:01:24) The Model Eras of Rogo (00:04:15) Why the Last Mile Mattered (00:06:14) Who’s Using Rogo Right Now (00:10:55) Which Investor Skills Still Matter (00:12:23) Inside Rogo's Data Stack (00:14:33) Competing With the Frontier Labs (00:16:57) Why the Harness Matters Most (00:18:05) What Makes a Vertical AI Winner (00:22:00) How Firms Buy AI Software (00:23:43) From Seats to Outcome Pricing (00:31:19) Auditability Beats Accuracy (00:32:55) Scaling Enterprise Sales Fast (00:34:48) Meet Shrek, Rogo's Company Brain (00:35:49) The Pitch to Great Talent (00:39:37) What Chewing Glass Feels Like (00:42:18) Forty Investor Rejections (00:47:41) Finance's Innovator's Dilemma (00:50:22) Questions Every Firm Should Ask (00:53:09) What Remains Most Uncertain (00:56:46) Becoming a Black Hole for Talent (00:57:56) The Kindest Thing
About Invest Like the Best with Patrick O'Shaughnessy
Invest Like the Best with Patrick O'Shaughnessy

Invest Like the Best with Patrick O'Shaughnessy

By Colossus | Investing & Business Podcasts

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