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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Colin Ryan Colin Ryan

Cap Table—the DNA of a Company’s Equity

A cap table is the foundation of your startup’s ownership, tracking how equity is distributed and how fundraising impacts it over time. Understanding it is critical, and using a dynamic model with SAFE, Series A, and ESOP scenarios can help founders make smarter equity decisions.

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Colin Ryan Colin Ryan

Equity: Choose Wisely, Raise Strategically

Venture funding can accelerate growth, but founders must be strategic with equity to avoid excessive dilution and misaligned investors. The best investors offer more than capital—aligning on vision and long-term value is key to maintaining a healthy cap table and founder motivation.

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Colin Ryan Colin Ryan

The SAFE Calculator

SAFEs let early-stage startups raise capital quickly by promising investors future equity, typically triggered during the next priced round or an acquisition. Key terms like valuation caps and discounts determine how much equity investors get.

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Colin Ryan Colin Ryan

Is the IRA Here to Stay?

Despite Trump’s vow to repeal the IRA, a full rollback is unlikely due to economic gains in red states and internal GOP resistance; a partial repeal is more realistic. Even if scaled back, core clean energy incentives are expected to survive, keeping climate tech investment cautiously optimistic.

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Colin Ryan Colin Ryan

The Dry Powder Paradox: A Venture Capital Conundrum

Venture capital is awash with dry powder, but too much capital chasing too few quality startups is inflating valuations and leading to rushed, inefficient investments. To avoid distorted returns and ecosystem imbalances, funds must prioritize strategic deployment over speed and hype.

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Colin Ryan Colin Ryan

The $157B OpenAI Valuation Bear Case

Critics argue OpenAI’s $157B valuation is overhyped, citing a lack of technical moat, intense competition from big tech and open-source models, and rapidly declining pricing power. Coupled with leadership turnover and an unsustainable 42x revenue multiple, the bear case sees OpenAI as more MySpace than Microsoft.

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Colin Ryan Colin Ryan

The $157B OpenAI Valuation Bull Case

OpenAI's $157B valuation may seem extreme, but proponents argue it reflects its first-mover advantage, rapid user growth, and potential to reshape entire industries. With AI seen as a generational shift like the internet or semiconductors, traditional revenue multiples may underestimate its long-term impact.

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Colin Ryan Colin Ryan

Can venture M&A make a comeback?

Venture M&A remains sluggish due to high interest rates and low fund distributions, with most deals happening at the earliest stages. A meaningful rebound hinges on lower hurdle rates, improved startup performance, and the growing appeal of secondary sales as discounts narrow.

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