Brett Caughran

Brett Caughran

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Former hedge fund investor (Maverick, D.E. Shaw, Citadel, Schonfeld); founder of Fundament Edge, training analysts; shares insights on fund analysis and industry practices.

Tech Cuts Tiger-Cub Teams From 100 to 15
SocialApr 19, 2026

Tech Cuts Tiger-Cub Teams From 100 to 15

In the 1995-2010 era, it took a lot of bodies to run a scaled Tiger-Cub strategy. 100+ headcount was common across research, back office & trading (starting in '08, I was one of a large research team) Largely due to technology,...

By Brett Caughran
Junior Investment Jobs Face Uncertain Future Through 2027
SocialApr 18, 2026

Junior Investment Jobs Face Uncertain Future Through 2027

For the first time since the ChatGPT moment in November 2022, I'm starting to get worried about the labor market outlook for junior investment talent into 2027. Maybe the kids won't be alright.

By Brett Caughran
Claude Cowork: Promising Concept, Frustratingly Buggy Experience
SocialApr 18, 2026

Claude Cowork: Promising Concept, Frustratingly Buggy Experience

Maybe it’s me but I find Claude Cowork to be fascinating in theory (Claude Code abstracted in a user friendly interface, with MCP integrations) but unusably buggy in practice Maybe a skill issue on my part

By Brett Caughran
Agents Will Turn AI Into Intuitive Investment Assistants
SocialApr 18, 2026

Agents Will Turn AI Into Intuitive Investment Assistants

Someone used the metaphor to me this week that chatbot LLMs are like a calculator, good at generating answers to specific questions, but you have to remember to use them. The cognitive burden of pulling your prompt off the...

By Brett Caughran
Track Normalized FCF/Share via Long‑Term Cycle Analytics
SocialApr 17, 2026

Track Normalized FCF/Share via Long‑Term Cycle Analytics

This is a great question One of the most important output metrics in any model, in my opinion, is normalized FCF/share. There are many assumptions that lead to your FCF/share metric, including revenue & normalized margin assumptions. But quarter to quarter and year...

By Brett Caughran
Deep Cash‑Flow Modeling Beats EPS for True Value
SocialApr 17, 2026

Deep Cash‑Flow Modeling Beats EPS for True Value

The senior analyst at a Tiger Cub who trained me on financial modeling back in '08 (shoutout Chris Laporte) walked me through the importance of deeply detailed cash flow builds. So much of the world is focused on EPS (certainly...

By Brett Caughran
AI Excel Nails Basics, Stumbles on Complex Updates
SocialApr 15, 2026

AI Excel Nails Basics, Stumbles on Complex Updates

Uploaded my Skill files and tried this out 1) Passed Level 1 Test: simple AMZN quarterly update, where I update the architecture, just needs numbers input (17/17) 2) Badly Failed Level 2 Test: real-world situation with UBER model 6 quarters out of...

By Brett Caughran
AI Agent Pipeline Delivers Institutional-Grade Earnings Previews
SocialApr 13, 2026

AI Agent Pipeline Delivers Institutional-Grade Earnings Previews

I could never quite get a chat-bot to give me a good, institutional-grade earnings preview. It required the confluence of too many separate prompts. I was working on this today for $DHR, and I personally was quite impressed with the result...

By Brett Caughran
AI Can't Replace Traditional Analyst Training for Investors
SocialApr 13, 2026

AI Can't Replace Traditional Analyst Training for Investors

Not the students fault. Asking students to speed-run an investment process with AI then having them pitch to Dan Loeb & David Tepper is a really bad idea. Hopefully an important lesson to young investors that even with AI, an intellectual power...

By Brett Caughran
One Low‑Vol Short Can Power an Entire Year’s Alpha
SocialApr 11, 2026

One Low‑Vol Short Can Power an Entire Year’s Alpha

It is underdiscussed how much great short selling talent sits at multis, and how important alpha shorting really is to success in the multi-manager model. One big short, particularly in a low vol name you can size in dollars, can make...

By Brett Caughran
Foundation Models Win, Yet Token Costs Threaten Adoption
SocialApr 10, 2026

Foundation Models Win, Yet Token Costs Threaten Adoption

There has been a long standing debate in Finance AI around "who wins": the foundation labs vs. the finance specific AI platforms (pejoratively, "the wrappers") The pendulum in asset management has shifted back towards a strong consensus that foundation labs directly...

By Brett Caughran
AI Still Lacks True Investment Judgment, Yet Perspectives Shift
SocialApr 9, 2026

AI Still Lacks True Investment Judgment, Yet Perspectives Shift

The common thing for investors to say about AI over the last 18 months is that "AI can help with process, but has no judgment". When I would hear that, I would pretty much agree. LLMs are fundamentally stateless with...

By Brett Caughran
Multi‑model AI Beats Single LLMs for Skill Building
SocialApr 8, 2026

Multi‑model AI Beats Single LLMs for Skill Building

I'm building my AI-native mock portfolio on Perplexity Computer for a few reasons: - It's multi-model (for example, GPT 5.4 is much better at auditing excel than Opus 4.6, and Claude models haven't been as good at images). The orchestra seems...

By Brett Caughran
Orchestrated AI Pipelines Replace Hundreds of Prompts
SocialApr 7, 2026

Orchestrated AI Pipelines Replace Hundreds of Prompts

The most exciting outputs I am getting from my experimentation in building an AI-native workflow are not the result of prompts or single workflow skills. The really exciting outputs are a function of orchestrated pipelines, which are a set of sequentially...

By Brett Caughran
Human Judgment Still Beats Overhyped AI Investing
SocialApr 7, 2026

Human Judgment Still Beats Overhyped AI Investing

"Should we outsource investment judgment to a machine?" While this feels like a new question, "quantamental" stock selection processes were the cutting edge of investment process in the 2010s. The argument was incredibly compelling conceptually: we can blend the best...

By Brett Caughran
AI-Driven Healthcare Coverage: Automating Institutional-Grade Research
SocialApr 3, 2026

AI-Driven Healthcare Coverage: Automating Institutional-Grade Research

I'm building out "AI-native" coverage on my old healthcare coverage (153 healthcare stocks ex-therapeutics that I covered institutionally for ~10 years). I am testing how close I can get to institutional-grade coverage while doing as little as possible manually: ramping...

By Brett Caughran
AI as Research Director Optimizes Investment Time Allocation
SocialMar 30, 2026

AI as Research Director Optimizes Investment Time Allocation

I'm deep in the process of building an AI-native investment process, and one of my favorite ideas so far is the "AI Research Director", where the AI system works to orchestrate human activity to its best and highest use. A former...

By Brett Caughran
OpenAI's Toolkit Nears Operational AI Investment Platform
SocialMar 29, 2026

OpenAI's Toolkit Nears Operational AI Investment Platform

Vibes are very pro-Claude right now, but it does seem that OpenAI has all the pieces to build an incredibly good “Cowork”style agentic work platform: > GPT 5.4 Pro (very good at Excel) > The best Deep Research capability > Codex (a...

By Brett Caughran
Right Data & Context Transform Zero‑Shot AI
SocialMar 26, 2026

Right Data & Context Transform Zero‑Shot AI

Very much agree with this Cowork zero shot is meh When connected to the right data and fed with deep, detailed context: it’s remarkable And once set up, the MCP and Skills architecture make it quite usable

By Brett Caughran
Maximize Context, Supercharge AI Outputs
SocialMar 24, 2026

Maximize Context, Supercharge AI Outputs

The new prompting is context-maxing I'm getting incredible outputs by simply dumping in as much context as I can For GPT 5.4, Claude and Perplexity Computer Context is the key leverage point

By Brett Caughran
Perplexity Computer Delivers Instant, Deep Guidance Credibility Analysis
SocialMar 24, 2026

Perplexity Computer Delivers Instant, Deep Guidance Credibility Analysis

I never found a way to adopt the old version of Perplexity in my investment process, but the things you can one-shot in Perplexity Computer are mind bogglingly good, and it has become a daily driver for me (for the...

By Brett Caughran
GPT‑5.4’s Power Needs Cowork Harness to Outpace Claude
SocialMar 17, 2026

GPT‑5.4’s Power Needs Cowork Harness to Outpace Claude

Will be very interested to see a Claude CoWork equivalent here One thing I’ve noticed, when carefully prompted, GPT 5.4 is an unbelievable model (higher ceiling than Opus 4.6 for investment research tasks). Some of the 5.4 Pro outputs I’ve...

By Brett Caughran
AI Adoption Needs Firm-Specific Exoskeletons, Not Just Tools
SocialMar 16, 2026

AI Adoption Needs Firm-Specific Exoskeletons, Not Just Tools

This is the exact light bulb moment I've had over the last two weeks. Helping firms become AI native is going to be much less around the technical complexity of the actual tooling. There's so much capex and engineering ingenuity pointed...

By Brett Caughran
AI Coding Tools Remain Hard to Adopt, Yet Rapidly Improving
SocialMar 16, 2026

AI Coding Tools Remain Hard to Adopt, Yet Rapidly Improving

Having spent a lot of the last two weeks experimenting with different user interfaces for Claude Code (including via terminal, Cursor and VS Code) one of my primary observations is how frustrating it can be to get up to a...

By Brett Caughran
Systematic Short Books Boost Agentic Edge for Funds
SocialMar 7, 2026

Systematic Short Books Boost Agentic Edge for Funds

If you are a long-short equity fund thinking about ways to adopt an agentic approach, I encourage you to think about building a systematic short book. 1) Good shorts tend to rhyme more than good longs and and so are fertile...

By Brett Caughran
AI Workflow Replaces WhaleWisdom for Fund Portfolio Tracking
SocialFeb 18, 2026

AI Workflow Replaces WhaleWisdom for Fund Portfolio Tracking

With 13Fs for Q4 out, retweeting this AI workflow (which I quite like). I will be building a stack of a couple dozen funds I follow to get a quick look at their portfolios: new additions, size ups/downs and portfolio...

By Brett Caughran