Colin Ryan Colin Ryan

Venture Debt: The Financier’s Perspective

Venture debt offers startups non-dilutive capital while providing lenders high-yield returns based on future equity raises rather than historical cash flow. With structured 4-year loans, interest income as the primary return, and high-yield seniority, it’s a strategic, asymmetric play in the venture ecosystem for lenders.

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Colin Ryan Colin Ryan

Venture Debt 101

Venture debt is a flexible, low-dilution funding option for VC-backed startups, typically used alongside equity to extend runway without giving up more ownership. It’s repaid through future equity raises, not cash flow, and works best right after a funding round when momentum is strong and capital needs are high.

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Colin Ryan Colin Ryan

TVPI vs. DPI: Unpacking the Metrics That Define Fund Performance

TVPI measures a fund’s total value, including unrealized gains, while DPI shows actual cash returned to investors—making DPI the more reliable indicator of true performance. TVPI can signal potential upside, but DPI is the ultimate proof that a fund has delivered real returns to LPs.

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Colin Ryan Colin Ryan

Venture Capital Vintage Years: Returns Through the Decades

In venture, a fund’s “vintage year” marks when it starts investing—and performance varies widely by era. While late ’90s and post-2008 vintages delivered standout returns, recent vintages (2020–2021) face headwinds, highlighting how market timing and disciplined investing shape long-term outcomes.

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Colin Ryan Colin Ryan

The Carried Interest Loophole

Carried interest is taxed as long-term capital gains (max 20%) instead of ordinary income (up to 37%), a major tax break for GPs that's repeatedly come under political fire. Despite years of reform attempts, including efforts in 2017 and 2022, the loophole remains—and the debate over its future is far from over.

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Colin Ryan Colin Ryan

Fund Economics: Carried Interest

Carried interest is the share of a fund’s profits GPs earn—typically 20%—but only after LPs are repaid and a minimum return (the hurdle rate) is met. It’s paid through a structured waterfall and varies by fund model, making it a high-reward but performance-dependent incentive for venture fund managers.

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Colin Ryan Colin Ryan

Venture Math: The Power Law and What it Takes to Return a Fund

In venture capital, returning a fund isn’t enough—LPs expect outsized returns to justify the high risk. Due to high failure rates and dilution, only a massive outlier (100x+) can make the math work, making power-law outcomes essential for top-tier fund performance.

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Colin Ryan Colin Ryan

Interest Rates & VC Capital Allocation

Venture capital thrives in low-rate environments, but rising interest rates and strong public equity returns have made VC less attractive on a risk-adjusted basis. If high rates persist, LPs may shift capital away from VC—unless macro conditions or tech growth swing the pendulum back.

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Colin Ryan Colin Ryan

Inside the VC Machine: Roles, Incentives, and What They Mean for You

VC teams are structured with distinct roles and incentives—from analysts seeking career growth to GPs driven by fund performance and personal capital at stake. Founders should understand who they’re talking to during fundraising, recognizing that while junior team members are valuable allies, investment decisions ultimately rest with partners.

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Colin Ryan Colin Ryan

Optimizing Common Equity: Understanding the Dilution Impacts of an ESOP

An ESOP is essential for attracting talent and aligning teams in early-stage startups, but its structure can significantly impact founder and investor dilution. Creating the ESOP pre-money protects new investors but dilutes existing shareholders more, so founders must strategically plan size and timing with legal and financial guidance.

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Colin Ryan Colin Ryan

Investors’ Edge: Preferred Shares Explained

Preferred shares give investors downside protection and priority in exits, while common shares are typically reserved for founders and employees. With tools like liquidation preferences and conversion options, preferred shares—especially participating ones—offer investors strong exit upside, making it crucial for founders to understand and negotiate these terms carefully.

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