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Ex-family office trader challenges crypto's 'HODL' culture

A former Peter Thiel family office macro trader wants to bring Wall Street risk management to cryptocurrency investing and is finding particular interest among Asian institutions seeking liquid alternatives to venture capital.
Ex-family office trader challenges crypto's 'HODL' culture

Most cryptocurrency investors are missing massive opportunities by making the assets their "full identity" and refusing to take profits during market cycles, according to David Kalk, chief investment officer at Reflexive Capital.

After managing billions in traditional markets, including running macro trading at Peter Thiel's family office, he wants to bring institutional-grade risk management to an asset class he describes as being dominated by permanent holders and venture capitalists.

David Kalk,
Reflexive Capital

"For macro traders, the approach to crypto is fundamentally different," Kalk told AsianInvestor.

"We're always looking for asymmetric opportunities - where the potential upside far outweighs the downside risk."

This macro trading mindset shaped Kalk’s interest and entry into cryptocurrency markets.

"When you first learn about crypto, you think 'I don't know if this will work, but if it does, it could be transformative,' he said.  

“That's why macro traders are often more open to these markets - we're trained to look for these kinds of potentially massive opportunities."

MACRO TRADERS VIEW

Kalk believes the cryptocurrency market presents a unique opportunity for institutional-style trading precisely because it lacks traditional market participants.

"The opportunity I see in crypto comes from having a different mandate than everyone else in the space and a different skill set," Kalk said.

He points to the stark contrast with traditional financial markets, where competition is fierce and strategies are well established.

"In traditional markets, like interest rates, FX, or commodities for example, you're competing against thousands of traders all trying to do the exact same trade for the exact same reasons," he said.

This vacuum of professional trading approaches in cryptocurrency markets he believes has created a distinctive opportunity.

"In crypto, most players are either venture capitalists making long-term bets or retail investors holding indefinitely. Having an institutional trading approach - where you actively manage risk and respond to market cycles - that's still relatively unique in this space."

Kalk's perspective comes from 15 years in institutional finance, including roles at Goldman Sachs, Thiel Capital and Commonwealth Asset Management.

BEYOND HODLING

The term "HODL" originated from a 2013 Bitcoin forum post where an exuberant trader misspelled "hold" while vowing not to sell during a market crash.

The typo has since become a rallying cry across crypto markets, representing an unwavering commitment to hold digital assets regardless of market conditions. The behaviour has also seen retail investors often being compared to a possessed cult.

This prevalent "HODL" mentality in crypto poses particular challenges for institutional investors seeking professional risk management, according to Kalk.

"If you look at the top 50 crypto assets from 2017, by the next market peak 41 of them were down 75% on average - despite the overall market being four times higher," he said.

"You're much better positioned to evaluate new opportunities if you've cleaned house at the end of a cycle."

Instead of holding indefinitely, Kalk advocates for a dynamic approach that responds to market conditions.

"It's about understanding how network effects develop in response to short-term incentives. In crypto, when prices rise, speculation takes over. These conditions create potential for price spirals, and you need to be able to manage that risk.”

ASIAN APPEAL

The strategy has found particular traction among Asian family offices and institutions, who approach crypto differently than their Western counterparts.

"In San Francisco, everyone wants to do venture capital with ten-year lock-ups," Kalk said.

"Asian family offices have a stronger preference for liquidity. They're more open to strategies that don't require long-term capital commitments."

This shift toward more dynamic strategies reflects evolving institutional approaches in the Asia pacific region.

Matthew Lam, head of research at Aspen Digital, notes that while Asian family offices typically enter crypto markets with buy-and-hold positions in Bitcoin and Ethereum, they increasingly seek broader market exposure.

Source: Asian Private Wealth in Digital Assets 2024, Aspen Digital

"Asian family offices are looking to capture diverse crypto sector exposure with limited downside risks," Lam told AsianInvestor.

Matthew Lam,
Aspen Digital

"They're particularly interested in emerging sectors like AI and DeFi, and are keen to explore various strategies beyond simple holding positions."

This preference for liquid strategies has made Asian institutions more receptive to Kalk's approach.

While Western institutions have favored venture-style structures with long lockups and infrequent marks, where the volatility isn't reduced but less apparent, Asian family offices have shown a propensity for capturing the upside while not sacrificing on liquidity or flexibility, said Kalk.

"We're creating a new bucket," he explains. "We don't believe anyone has done it before, no one's seen it work. When you combine that with a preference for liquid over locked-up structures, it resonates particularly well with Asian institutions."

For Asian institutions looking to capitalise on the crypto space, a more macro approach offers a middle ground between pure speculation and permanent holding, with professional risk management at its core, added Kalk.

Lam's research appears to support this trend.

"We're seeing increasing interest in products offering diverse crypto sector exposure, including fundamental fund of funds, as institutions mature beyond their initial buy-and-hold strategies," said Lam.

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