How to invest $1.6B

One of my friends manages $1.6 billion, and he is worth studying for his method rather than for any single position: where an investor's edge actually comes from, how you value things nobody knows how to value, and why the best entry points rarely feel comfortable.

1. Know exactly where your edge is

The first question any investor should be able to answer is where they have asymmetric edge. His edge is depth rather than stock-picking. His real advantage is the sheer amount of time he spends inside his companies, working on product and distribution, sitting in the hard board meetings, doing incubations and turnarounds. His firm's structure is what lets that happen: from day one, everyone is handed as much agency as they will take, and is expected to define their own way of producing returns. Picking is table stakes. Knowing what you are uniquely good at, and building your whole process around it, is the edge.

2. The money is made in the bear market

There is a line from an old rowing coach worth keeping in mind: races in the spring are won in the fall. The work that produces returns happens long before the returns show up, in the quiet, unglamorous part of the cycle.

All the money actually gets made in the bear market.

The easy money has been competed away. The old pattern of raising at one price, then a higher price, then a listing, and dumping into it, is over. What replaces it is longer time horizons and stranger deal structures: buyouts, incubations, contributor arrangements. The conditions for real early-stage work are better now precisely because everyone else is asleep at the wheel.

3. Crypto is money, so use it to coordinate real work

People treat these systems as money, whatever the ideology says. The question is what you do with an asset ledger beyond payments and trading. The answer he lands on is incentive alignment, using tokens to pay people to solve problems that were previously uncoordinated. That logic runs from his DePIN thesis to what he now calls internet labor markets: give people tokens to do some arbitrary useful thing, and you can bootstrap a network that could not otherwise exist.

The canonical early example was Render Network, one of the first positions he worked on, back in 2021. The insight was that compute is not homogeneous, so the winner would be whoever could aggregate the right resources and orchestrate the workloads across them. Render and its parent OTOY, led by Jules Urbach, were vertically integrated in a way no other compute network was. The thesis has since matured from static, one-time contributions, like plugging in a hotspot, into ongoing active-contribution networks such as Fuse and Crunch.

4. Value networks like businesses, then force the market to agree

Valuation is where it gets sharp. DePIN tokens trade badly, for two fixable reasons:

Two ways to pay contributors Time-based emissions A fixed number of tokens every epoch, regardless of the work actually done. Most of it is immediately market-sold. No chart survives that forever. Dynamic rewards Payment tied to the measured quality of the contribution. Sold in line with the value created. Where the better teams are moving.

The fix for the valuation problem is web2 comparables. Is Helium priced like Crown Castle or like T-Mobile, or some blend? Is GEODNET a Trimble, a Hexagon, or a TomTom? A team cannot simply complain that the market misunderstands it and has to say, explicitly, here are my three metrics, here is how to think about demand two years out, here is how you should price me. That investor-relations muscle barely exists in crypto, and building it is an edge. The exercise works in any category once you do it honestly: a privacy network should be able to say whether it is priced like Proton at roughly $134 million in revenue, like NordVPN at $357 million, or like Zscaler at $3.36 billion in ARR, and defend the answer. I worked that example through in State of Privacy Tech.

Price the network like the business it resembles The network Its web2 comparables Helium wireless coverage trades like? Crown Castle · T-Mobile GEODNET precise positioning trades like? Trimble · Hexagon · TomTom

He passed on GEODNET in 2022 on market-size and execution concerns, then re-engaged in 2024 when token burns went vertical and led an $8M round into founder Mike Horton's network. What changed his mind was watching Horton do the hard physical thing: take big, expensive positioning hardware and make it small and cheap, cover most of the addressable world in under eighteen months on a single-digit share of token supply, and pull enterprise customers off the incumbents at an order-of-magnitude lower price. With millions of robots, drones, and autonomous vehicles all needing centimeter-level positioning, that footprint is the bet.

5. Back mission-critical infrastructure, run by teams you would not bet against

On Jito, the thesis is that it provides a mission-critical service to Solana: getting transactions reliably included and ordered. As real economic value on Solana grows, Jito compounds with it, and the DAO and foundation are direct beneficiaries. The protocol is changing, Jito's newer work like BAM (its Block Assembly Marketplace) is partly a bridge, and the block engine's role could shrink as Solana internalizes more of these functions. The conviction rests less on the current mechanism and more on the team behind it, led by Lucas Bruder.

I don't know why you would bet against that team.

6. Be willing to say what is overrated

The other side of the ledger matters just as much, and two categories look overrated:

The throughline across all of it is that he treats investing as a craft rather than a series of calls. The edge is operational, and the discipline is valuing what you build like a real business and then telling the market how to price it. And the best time to do the work is exactly when it feels least rewarding.

Quotes are his. The framing and any errors are mine.