VC Fund Secondary: Buy the Winning Ticket at Halftime
Venture capital isn’t for everyone. Most startups fail, and most investments return zero. Many VC funds don’t make any distributions in the first 5 years, and most of them take 10-15 years or longer to fully exit. The lack of predictability and a long period of illiquidity makes venture capital a challenging asset class for all but the most patient of investors.
That said, top VC funds can perform far better than the rest of the market, and the best tech companies can turn into unicorns that generate 20X, 50X, or sometimes even 100X returns.
If only there was a way to skip ahead five or more years and invest in just the VC funds that are doing well, wouldn’t that be great?
Spoiler alert: there is!
Skip The J-Curve: Buy VC Funds After They’re Already Winning
What if you could arrive at the game at halftime and bet on the team that was already ahead by 10 points? And what if you could buy that winning ticket at a discount? Imagine your friend called you up from the stadium and said, “Hey, I’ve got an emegency and have to leave the game right now – do you want my seat for half-price? I’ve also got a bet on the team that’s winning, but you have to stay until the end of the game to collect.”
Sound too good to be true? Well, it really does happen. Some fans who come to the game might need to leave early. Some investors in VC funds want liquidity before the fund term is over. Fans who leave at halftime will sell their seats at a discount. Investors who want early liquidity will take a haircut on returns in order to cash out immediately. This is the benefit of buying secondary in a VC fund after the first five years, aka “Skip the J-Curve.”
Why VC Secondary? No Blind Pool, Faster Growth, Shorter Liquidity
Beyond upfront discounts of 30-70%, there are other key benefits to investing in VC fund secondary.
Because portfolio companies are already established and growing, buyers have a better sense of what they’re getting for their money – they aren’t investing in a “blind pool” of unknown future assets. After five years or more, successful VC funds should have established winners at Series B or C and perhaps even early exits and distributions. Seeing the first few years of performance in the rearview mirror provides insight into how well the fund manager is doing and how well the fund is likely to perform in the future. Again, it’s kind of like checking the score at halftime to see which team is ahead.
Because funds over 5 years old may already be making distributions, investor capital is returned more quickly, perhaps in just a few years. And because Series B and C winners are scaling up fast (often 50-100% or more annually), their growth rates tend to drive the portfolio. As these companies become unicorns, typically one large outcome will dominate the portfolio and drive a power-law distribution of returns.
Finally, the typical 10-15 year holding period for a traditional VC fund can be cut in half when buying fund secondary. This reduces the long illiquidity period of venture capital substantially, making it more competitive with other alternative asset classes such as private equity, private credit, hedge funds, or real estate.
Fund Secondary vs. Company Secondary
Sometimes people may confuse buying fund secondary (partnership interests in a fund) with direct or company secondary (common or preferred stock in a company). Both types of transactions may be called “secondary.” However, they are quite different. Fund secondary is like buying a slice of the entire portfolio,rather than a stake in a single company.
Company secondary (also known as “direct secondary”) has become a popular strategy for retail investors to buy unicorns and get access to venture capital – although due to increased competition, there may be fewer bargains to be found than in the past. Because fund secondary is less common and because there are often more sellers than buyers, significant discounts are typically available to those investors willing to buy a slice of the portfolio.
Another difference is that because funds contain many assets rather than just one company, they are usually more complicated to evaluate and diligence (especially for investors less familiar with venture capital). And because there are multiple companies in a portfolio, fund secondary is usually more diversified than direct secondary in a single company.
Why are Discounts BIGGER for Fund Secondary than Company Secondary?
Fewer Buyers, More Arbitrage
Because there are fewer buyers specializing in Fund Secondary and because many sellers are competing for liquidity, buyers have greater leverage relative to sellers. Fund Secondary is a buyer’s market.
Basket of Assets, Harder to Value
Fund Secondary is often heavily discounted because it’s more complex to evaluate a basket of assets than just a single company. As former managers and LPs in over 40 venture funds, PVC has extensive experience evaluating multi-asset portfolios.
Unicorns Matter, Horses Discounted
Larger companies close to IPO or acquisition are in greater demand; smaller companies that are still growing are in less demand. Multi-asset portfolios are valued primarily based on current unicorns; future unicorns and other non-IPO winners are more heavily discounted.
Why do LPs and GPs Sell Winning Portfolios Early?
Non-institutional LPs may sell because:
HNWIs and family offices need liquidity when change happens (death, divorce, retirement)
Corporate LPs change strategy every few years, just as CEOs/CFOs come and go
LPs may need liquidity when purchasing a major asset (e.g., real estate)
Market volatility and uncertainty may increase the need for cash
Early-stage GPs may sell (or partner):
Sell a portion to show realized gains as they raise their next fund
Sell to generate cash for operational expenses, recycling, or distributions
Sell to hedge and take (some) money off the table
Partner (raise capital) to exercise pro-rata rights
Partner (co-invest) to increase investment in follow-on rounds
Conclusion
VC fund secondary combines the growth of venture capital with a shorter liquidity timeframe and the opportunity to invest at significant discounts. Buying fund secondary after the first five years of performance allows investors to pick funds that are already winning and return capital more quickly. Market downturns increase the need for liquidity, and since there aren’t many buyers for fund secondary, the discounts can be substantial.
Sometimes people really do need to leave at halftime. For those willing to stay until the end of the game, excellent seats are available.
Dave has been a nerdy Silicon Valley entrepreneur and investor for over 25 years. Prior to PVC, he was founding partner of 500 Startups, and previously worked at Founders Fund and PayPal. Dave has invested in hundreds of companies around the world, and some of them aren’t dead (yet).
Dave has been a Silicon Valley entrepreneur and investor for over 25 years. He has invested in hundreds of startups around the world, including 10+ IPOs and 40+ unicorns (Credit Karma, Twilio, SendGrid, Lyft, The RealReal, Talkdesk, Grab, Intercom, Canva, Udemy, Lucid, GitLab, Reddit, Stripe, Bukalapak).
Prior to launching PVC in 2019, he was the founding partner of 500 Startups, a global VC firm with $1B AUM that has invested in over 2,500 companies and 5,000 founders across 75 countries. Dave created 20 VC funds under the 500 brand and invested in 20 other VC funds around the world.
Dave began his investing career at Founders Fund where he made seed-stage investments in 40 companies, resulting in 4 unicorns and 3 IPOs. He led the Credit Karma seed round in 2009 (acq INTU, >400X return). His $3M portfolio returned >$200M (~65X) in under 10 years.
Before he became an investor, Dave was Director of Marketing at PayPal from 2001-2004. He was also the founder/CEO of Aslan Computing, acquired by Servinet in 1998. Dave graduated from the Johns Hopkins University (BS, Engineering / Applied Mathematics).
Nerd Cred
Forbes Midas List, top 100 global VCs (2016, 2017)
Largest multiple on invested capital: Talkdesk @ >1200X
Largest realized return on invested capital: Credit Karma @ >400X
Street Cred
Dean’s List (2X), Johns Hopkins University
Academic Probation (2X), Johns Hopkins University
Slept through final exam, Circuits & Systems (oops)
Steph is a recovering academic who placed a bet in 2014 that startups could use a neuroscientist secret weapon. She moved to Silicon Valley and was soon consulting with many product development teams to help them better understand user psychology, behavior design, and engagement—even though she thinks “engagement” is cheesy jargon.
Steph has been active in the startup and venture capital ecosystem of Silicon Valley for several years. Prior to PVC, she was a consultant with dozens of startups building both digital and hardware (smart home) products. She focused more on communications strategy and building evidence-based positioning as she veered toward venture capital communications.
Career 1.0 involved spending 15 years in the trenches of neuroscience labs – as in full-on mad scientist dropping electrodes into brains. She published research in sensory systems (3D motion perception), attention control, eye movements, decision-making, and error correction, while also teaching courses in behavior change and behavior-focused research design at Vanderbilt University and Washington State University.
Steph has also worked with major health care companies in the US, Africa, and Asia on health behavior change projects ranging from scripting a diabetes management chatbot to designing science-backed incentive structures for wellness programs. She previously was a mind-body wellness researcher.
Nerd Cred
Former editor of several professional journals and books
Former professor (Vanderbilt University). Went rogue.
Has done brain surgery on several species
PhD, Experimental Psychology, Washington State University
Street Cred
Always did those surgeries wearing Doc Martens. Because practical shoes.
Trained in Brazilian Jiu Jitsu. Enough to know a few mean submission holds.