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Monetary Matters with Jack Farley
Monetary Matters with Jack Farley•September 3, 2025

How AI Tools Are Rapidly Disrupting the Investment Industry | Brett Caughran & David Plon

Brett Caughran and David Plon discuss the rapid evolution of AI tools in investment research, highlighting their potential to enhance productivity and generate insights while emphasizing the continued importance of human expertise and thoughtful implementation. They explore how AI can help analysts work more efficiently, generate ideas, and monitor investment theses, but caution against over-reliance and stress the need for careful, contextualized use of these emerging technologies.
AI & Machine Learning
Indie Hackers & SaaS Builders
Tech Policy & Ethics
Brett Karin
David Plon
Max
OpenAI
Google

Summary Sections

  • Podcast Summary
  • Speakers
  • Key Takeaways
  • Compelling StoriesPremium
  • Strategies & FrameworksPremium
  • Thought-Provoking QuotesPremium
  • Statistics & Facts
  • Additional ContextPremium
  • Key Takeaways TablePlus
  • Critical AnalysisPlus
  • Similar StrategiesPlus
  • Books & Articles MentionedPlus
  • Products, Tools & Software MentionedPlus
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Timestamps are as accurate as they can be but may be slightly off. We encourage you to listen to the full context.

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Podcast Summary

In this episode, Brett Karin from Fundamental Edge and David Plon from Portrait Analytics dissect the AI revolution transforming hedge fund research. They explore how sophisticated tools like GPT-4 with deep research capabilities (02:42) are becoming indispensable for investment professionals, moving from skeptical experimentation to competitive advantage. The discussion covers practical implementation strategies—from prompt engineering workflows to thesis monitoring systems—while addressing critical limitations including quantitative modeling challenges (44:02) and the ongoing need for human expertise in conviction building. Both experts emphasize that successful AI adoption requires clearly defined research processes (23:34) and thoughtful integration rather than wholesale outsourcing of analytical work.

Speakers

Brett Karin

Founder and head trainer at Fundamental Edge, a buy-side analyst training platform. Former analyst at a tiger cub that made its name shorting the tech bubble and banks during the GFC, bringing a skeptical approach to AI hype while recognizing transformative tools when they emerge.

David Plon

Co-founder and CEO of AI-powered investment research platform Portrait Analytics. Former buy-side analyst at Barclays, SlatePath, and Bowpost who left the traditional analyst track in 2021 to build AI tools specifically for fundamental investment research.

Max (Host)

Host of Other People's Money podcast, conducting in-depth conversations with investment professionals about industry trends and technology adoption in institutional asset management.

Key Takeaways

Decompose Your Investment Process Before You Accelerate It

Create a detailed research document defining your 12-15 critical investment workflows step-by-step. You can't augment a broken process - understand what drives alpha in your approach before layering AI on top. (13:24) Brett warns: "if more than one third of your investment research motion is outsourced to AI, that's probably too much."

AI Makes Smart People Smarter and Dumb People Dumber

The best AI implementation requires thoughtful experimentation and domain expertise to identify what's valuable versus garbage output. (34:00) Without investment context, AI-generated research may look impressive but contain critical flaws that only experienced professionals can catch.

Ground Your Models to Eliminate Hallucinations

Pair general-purpose models (ChatGPT, Claude) with grounded tools like NotebookLM by uploading your filings, research notes, and internal documents. (11:48) This creates an "anchored" system that minimizes hallucinations while maintaining access to your proprietary research stack.

Focus on Qualitative Leverage, Avoid Quantitative Pitfalls

AI excels at language-based research tasks but fails miserably with dates, numbers, and Excel modeling. (44:05) Use AI for getting up to speed on industries, thesis monitoring, and qualitative synthesis - but never trust it with financial calculations or building three-statement models.

Build Competitive Advantage Through Agentic Workflows

Create "thesis monitoring" systems that act like junior analysts watching your coverage universe 24/7. (15:36) Set up automated alerts for key thesis inflection points - like executive compensation changes or Medicare Advantage utilization trends - to scale your research bandwidth without hiring additional analysts.

Compelling Stories

Available with a Premium subscription

Strategies & Frameworks

Available with a Premium subscription

Thought-Provoking Quotes

Available with a Premium subscription

Statistics & Facts

  1. 25% to 30% of Brett's investment research motion can now be outsourced to AI, compared to just 2% six months ago (14:47) - marking a significant acceleration in AI adoption for investment research workflows.
  2. AI will make smart people smarter and dumb people dumber (33:54) - highlighting how AI effectiveness depends entirely on the user's expertise and ability to direct the technology properly.
  3. The average prompt in foundation models is only nine words (40:30) - demonstrating that most Wall Street professionals are "grunting into the context window" rather than utilizing proper prompting techniques for optimal AI output.

Additional Context

Available with a Premium subscription

Key Takeaways Table

Available with a Plus subscription

Critical Analysis

Available with a Plus subscription

Similar Strategies

Available with a Plus subscription

Books & Articles Mentioned

Available with a Plus subscription

Products, Tools & Software Mentioned

Available with a Plus subscription

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