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Topic Deep Dives

Deep dives on topics our readers are most interested in

📶 should you (or should you not) build a concentrated portfolio?
LockSimple

Nov 12, 2025

📶 should you (or should you not) build a concentrated portfolio?

Some tradeoffs you should consider when it comes to building the right portfolio size

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📶 What’s (actually) working in GTM in 2025
LockSimple

Oct 31, 2025

📶 What’s (actually) working in GTM in 2025

What's working / not working, the new GTM stack, and AI impact is lower than anticipated

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📶 dear emerging manager,
LockSimple

Oct 30, 2025

📶 dear emerging manager,

Some things an LP thinks you should hear

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📶 VOL, pricing improbability, and positioning yourself in an increasingly unpredictable world
LockSimple

Oct 29, 2025

📶 VOL, pricing improbability, and positioning yourself in an increasingly unpredictable world

How to win as the world becomes harder to predict

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📶 some thoughts on the right # of companies per fund
LockSimple

Oct 28, 2025

📶 some thoughts on the right # of companies per fund

Why more > less, where value accrues for AI companies, and Sequoia raises another set of funds

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📶 some thoughts on engineering luck
LockSimple

Oct 24, 2025

📶 some thoughts on engineering luck

Ways to get luckier, data on deal counts and dollars, a16z is raising another massive fund, and some more signs of hope for emerging managers

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📶 some unfiltered thoughts for somebody thinking about starting their own investment firm
LockSimple

Oct 23, 2025

📶 some unfiltered thoughts for somebody thinking about starting their own investment firm

Playing devil's advocate against the advice that everybody should start their own firm

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📶 momentum is not a moat
LockSimple

Oct 22, 2025

📶 momentum is not a moat

Some thoughts on the AI bubble, you can now raise SAFEs through Stripe Atlas, NFX raises a new fund, and a visual on the token revolution

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📶 systems of records ➡️ systems of action
LockSimple

Oct 15, 2025

📶 systems of records ➡️ systems of action

Autonomous systems, the death of social contracts, and some data on how frothy the market really is

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📶 courage is the moat
LockSimple

Oct 14, 2025

📶 courage is the moat

The last moat in venture, access vs. outliers, and a deep dive on the solo GP model at scale

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📶 prediction markets and product-moment fit

Oct 13, 2025

📶 prediction markets and product-moment fit

Thoughts on the prediction economy, notes from Outlaw, and the best from last week

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📶 some new GTM benchmarks
LockSimple

Oct 9, 2025

📶 some new GTM benchmarks

Data on what "great" looks like for GTM teams, takeaways from LP meetings, and thoughts on only investing in what you know

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📶 consensus (investing) is for cowards
LockSimple

Oct 8, 2025

📶 consensus (investing) is for cowards

Finding conviction, what junior roles are still hiring for, and some data on founder vesting schedules

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📶 some notes on hiring venture associates
LockSimple

Oct 8, 2025

📶 some notes on hiring venture associates

Venture hiring thoughts, the best career advice, and data on co-founder splits

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📶 what (really) happens in the harvest period?
LockSimple

Oct 7, 2025

📶 what (really) happens in the harvest period?

Knowing when to sell, thoughts on new media and investing becoming a content business, plus the best from last week

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📶 eight laws for AI dev tools
LockSimple

Oct 2, 2025

📶 eight laws for AI dev tools

New rules for developer tool companies, a new era for consumer software, and the post-AI org chart

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📶 forward deployed everything
LockSimple

Oct 1, 2025

📶 forward deployed everything

FDEs and the future of work, the greatest trick the devil plays on people, and we're (definitely) in an AI bubble

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📶 AI long tails
LockSimple

Sep 26, 2025

📶 AI long tails

Layers of AI adoption, some fund data from Carta, the most valuable private companies, and some thoughts about rejecting compression

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📶 the future org chart
LockSimple

Sep 25, 2025

📶 the future org chart

Away with the traditional pyramid structure, the late innings of institutional compounding, VC fund performance cheat sheet, and some data on a16z returns

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📶 negative gross margins, supernovas, and the end of pricing power
LockSimple

Sep 24, 2025

📶 negative gross margins, supernovas, and the end of pricing power

Questioning the logic around negative margins for supernova AI companies, lessons from investing in challenger banks, and which types are agents are getting the most utility

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📶 the vertical AI playbook
LockSimple

Sep 23, 2025

📶 the vertical AI playbook

How we got here, some differences between selling AI and selling software, and five steps to winning in vertical AI

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📶 agent managers and the new middle management
LockSimple

Sep 22, 2025

📶 agent managers and the new middle management

The rise of the agent manager, some stats from the launch of Outlaw, why we're terrified of one-way doors, and is an MBA worth anything anymore?

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📶 when billion-dollar outcomes become "small"
LockSimple

Sep 17, 2025

📶 when billion-dollar outcomes become "small"

Removing the intelligence constraint, why $100b outcomes are the new "normal", and Altman Cap raises a fresh fund

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📶 private is the new public
LockSimple

Sep 15, 2025

📶 private is the new public

What the Klarna IPO proves, building the Microsoft Office of agents, and what critiques of the venture industry miss

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📶 where does seed VC go from here?
LockSimple

Jul 24, 2025

📶 where does seed VC go from here?

Structural issues for seed funds, AI talent and the mixed bag that comes with it, the era of the bootstrapped solo founder, and thoughts on CLTV/CAC

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