Building a successful venture capital portfolio is like assembling a winning sports team. You need a mix of players, some all-stars, some steady performers, and even a few rookies with high potential. This isn’t about picking a single winner, it’s about strategically allocating your resources across a range of investments to maximize your overall return. This begs the question, how do you go about crafting that perfect venture capital portfolio (VC fund)?

In this comprehensive guide, we’ll break down the art and science of a venture capital portfolio. We’ll cover everything from the key principles of portfolio construction to best practices for monitoring performance. We’ll also give you practical strategies for navigating challenges along the way. Let’s explore what goes into effective venture capital portfolio management.

Table Of Contents:

Understanding Venture Capital Portfolio Construction

Contrary to what some might believe, venture capital isn’t just about throwing money at exciting new ideas. A well-constructed portfolio follows certain principles, considering both risk and reward. It must consider several key aspects of venture capital to be effective.

Diversification is King

Think of diversification as spreading your bets across different industries and stages of company development. Just like you wouldn’t put all your eggs in one basket, VCs avoid putting all their capital into a single investment. Diversification shields your portfolio from the volatility of the venture world. If one sector takes a hit, others might be thriving. This concept is also true for individual venture capital portfolios as well.

I’ve seen this firsthand – back when I first started, I had the bright idea of investing in exclusively tech. That portfolio felt the heat of that particular bubble pop. This proved how much one good round of diversification would’ve saved it. Live and learn right?

Stage-Specific Allocation

Balancing your portfolio across various company life stages also offers diversification. Many VCs adopt an approach that balances early-stage companies (seed and Series A) with later-stage growth and expansion companies (Series B, C and D, even pre-IPO rounds.). Each funding level is linked to risk profile in a company life cycle as demonstrated by the inherent nature of venture investing shown in this table based on a sample from Entrepreneur.com in 2014:

RoundsCapital Invested ($USD millions)Portfolio Weighting (%)Estimated Annual Company Revenues ($USD millions)Companies in Portfolio
Seed1 to 31001
Series A5150-102-3
Series B, C, D5 to 10 per round3510-250+2-4
Expansion/Growth Stage20 to 3040$150 million – pre-IPO1

Because 75% of startup investments go belly up or barely make their money back (Hamilton Lane), spreading risk by diversification will increase return profiles, while creating stronger returns in each of your venture capital portfolios as well.

Balancing Risk and Reward

Early-stage companies offer the potential for the highest returns, think of 10x or more of the initial capital invested (even larger, up to 20-30x.), although they come with far greater risks. These businesses also fail at a far higher rate. Top VCs know to target more ventures in emerging industries showing strong, sustained revenue traction and expansion, which leads to these extraordinary exit returns in this portion of their venture capital portfolio.

Conversely, venture investing at later-stage ventures typically produces much lower multiples than investments at early stages. Sometimes only 1.5x the original investment, not necessarily a home run, they play a crucial role in balancing a portfolio. Because later-stage firms have more proven track records, they offer safer prospects for moderate and faster exits while holding reduced potential upside for the outsized “home runs” every early stage venture capitalist seeks. Although with far less risk (sometimes), later-stage deals contribute some predictability. They offer important downside protection within a venture capital portfolio.

Managing Your Venture Capital Portfolio: Best Practices

Creating a venture capital portfolio is only the first step. Venture capitalists become actively engaged, offering additional funds or advice throughout each investment lifecycle.

Due Diligence and Ongoing Monitoring

You always hear people like me saying due diligence is vital to venture capital portfolio management. I’m even telling people it doesn’t end after writing the initial check. Regular monitoring through ongoing financials and updates from the portfolio companies help VCs remain nimble. Ongoing contact lets a VC keep an eye out for potential problems so they’re able to adapt and potentially adjust to portfolio risks.

Active Engagement with Portfolio Companies

VCs usually grab seats on boards and are usually active members. Because many new startup business owners tend to require lots of mentorship, guidance, and connections from experienced startup investors (US Department of Labor stats demonstrate as high as 80%), investors get involved far beyond simply funding each round or simply writing additional checks. VCs often have extensive industry networks that offer game-changing assistance to younger portfolio companies, including introductions to top industry talent, mentors, vendors, partners or customers, helping drive the next stage of business expansion. These companies in return support an earlier exit for every experienced venture capitalist.

Follow-On Funding: Fueling Growth

Follow-on funding is like doubling down on your winning bets within your portfolio. VC’s need to reserve a good portion of their venture capital (around 66%) for existing promising businesses (Quora). VCs assist higher potential portfolio companies reach their next stage of growth with continuous support and also ensure each growing business within their portfolio hits important milestones as laid out from the outset, whether hitting required benchmarks laid out as part of a quarterly performance, or just maintaining profitability targets throughout each successive follow-on check or expansion funding round.

Venture capital portfolios present challenges which vary from changing macro conditions to navigating individual company problems.

External Market Volatility

This current world brings plenty of challenges like rising interest rates, currency collapses, macroeconomic collapses and other issues impacting VC returns. VCs always evaluate any risks by monitoring portfolio impact so they’re better able to support these new ventures throughout a down-turn. Adaptability is critical in such instances. This can be very challenging. I’m personally very grateful for having a background in macro that supports these quick and difficult funding decisions.

Internal Company-Specific Challenges

Companies experience problems. Many new founders have less experience dealing with these issues when growing businesses or leading larger organizations. I recall this one portfolio company (an incredible founder, true visionary) struggling hard to increase traction beyond the early stages. We connected her with a successful operations guy and because it aligned closely with our venture capital investment strategy and portfolio thesis, it allowed her company to truly expand.

The Role of Technology and Data in Portfolio Management

Just like it supports every modern business process today, specialized relationship intelligence tech assists greatly when supporting the unique job required within an investor’s daily portfolio responsibilities. Because portfolios require vast numbers of connections among numerous different company leaders and venture partners to maintain success and momentum with continuous venture deals as well as individual companies, investors use this powerful data relationship tracking throughout their career to identify future connections. Investors can quickly track individuals via deep portfolio connection relationship mapping by tagging them early.

Just think of being able to quickly map across people, their role, their title and how it has changed over time, which investors sit on various different boards or their current venture firms within certain regions or industry sectors – even what their interests are from certain types of ventures as identified and pulled across news posts as it may indicate preferences at future investments or future industries where a venture capitalist chooses to write follow-on funding rounds. For me, a good relationship tool brings greater trust and greater visibility through the diligence required from each person while ensuring continuous integrity in the decision process.

Conclusion

Building and managing a venture capital portfolio isn’t a sprint – this is definitely more of a marathon. Although returns aren’t necessarily guaranteed to offer the home run type investment everyone talks about at every venture conference they’ve gone to throughout their venture career, each new portfolio is another lesson. For those investors that fully understand what’s required for long-term VC success know to look for venture capital portfolio performance that aligns more closely to market index averages as tracked yearly across a span of more recent times. This makes the whole of each successful VC investor’s day job not much different than a common portfolio manager managing funds as if at large public financial companies such as Schwab, Merrill or Chase. Every new venture brings a risk. And each successful early, mid or later-stage venture that makes its full turn eventually yields another potential return.

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Author

Lomit is a marketing and growth leader with experience scaling hyper-growth startups like Tynker, Roku, TrustedID, Texture, and IMVU. He is also a renowned public speaker, advisor, Forbes and HackerNoon contributor, and author of "Lean AI," part of the bestselling "The Lean Startup" series by Eric Ries.