YBAWS! Growing Corporate Value and Marketability

YBAWS! Growing Corporate Value and Marketability

Venture Capital

The Series A Crunch: Part 2

How Bridge Rounds Become Quicksand

Sean Cavanagh YBAWS!'s avatar
Sean Cavanagh YBAWS!
Nov 12, 2025
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Bridge rounds were supposed to be rare exceptions. Now they’re standard practice, with 42% of seed companies raising extensions. Each round adds 8-12% dilution, destroys cap table cleanliness, and signals weakness to Series A investors. What founders believe extends runway actually accelerates the path to acqui-hire or shutdown.

10 KEY TAKEAWAYS: THE BRIDGE ROUND EPIDEMIC

  1. 42% raise multiple seed rounds: Nearly half of seed-stage companies now execute seed extensions, pre-seed, seed, seed-plus, seed-2 structures before attempting Series A.

  2. Each extension adds 8-12% dilution: Bridge rounds consume 15-25% total founder equity before Series A, leaving insufficient ownership to maintain motivation through exit.

  3. Bridge rounds signal distress, not strength: Series A investors interpret multiple seed rounds as inability to hit milestones, not capital efficiency or strategic patience.

  4. The orphaned company phenomenon: Companies achieving $500K to 1M ARR exist in purgatory, too successful to die but not exciting enough for institutional Series A.

  5. Valuation stagnation becomes inevitable: Bridge rounds at flat or down valuations destroy the step-up narrative essential for attracting growth-stage capital.

  6. Cap table complexity explodes: Multiple seed rounds create 15-25 investors on the cap table before Series A, creating governance nightmares and signaling problems.

  7. Founder salary compression extends: Each bridge round resets the clock on below-market compensation, burning personal savings and opportunity cost for years longer.

  8. The correlation paradox intensifies: Companies that execute perfectly on bridged timelines find goalposts moved again, as investors discount even strong metrics.

  9. Acqui-hire becomes the likely exit: Big Tech targets companies at 18-30 months post-seed when teams are strong but momentum stalled, delivering 3x instead of 20x returns.

  10. Alternative structures become essential: The multi-round seed trap proves traditional equity dilution can’t accommodate the extended timelines modern ventures require.

📚 READING PREREQUISITES

This is Part 2 of a three-part series examining the seed-to-Series-A financing gap. This post builds directly on the graduation rate data and valuation convergence analysis established in Part 1.

Required Prior Reading:

  • The Series A Crunch Part 1

  • The Series A Crunch Part 2

  • The Series A Crunch Part 3

  • The Series A Crunch Bonus Track

This Series:

  • Part 1: The Graduation Rate Collapse

  • Part 2: The Multi-Round Seed Trap (You Are Here)

  • Part 3: The New Reality and What Comes Next

The Bridge Round Epidemic: When Extensions Become Quicksand

In venture capital’s golden age (2015-2020), bridge rounds were exceptional events signaling either unexpected opportunity or concerning distress. Approximately 15-20% of seed-stage companies raised extensions, and those that did faced significant stigma in subsequent fundraising conversations.

That world no longer exists.

Current data shows 42% of seed-stage companies now raise at least one extension round (seed-plus, seed-2, or similar structure) before attempting Series A. In certain sectors like B2B SaaS and deep tech, the percentage exceeds 55%. What was once the exception became the majority pattern.

This shift represents more than changing terminology. It reflects a fundamental breakdown in the seed-to-Series-A financing model that creates cascading problems for founders, investors, and the broader ecosystem.

The Anatomy of a Multi-Round Seed Journey

Let’s trace the typical path of a company caught in the multi-round seed trap, using realistic numbers based on current market data:

Month 0-6: Initial Seed Round (The Optimistic Beginning)

Company: B2B SaaS startup with strong founding team from tier-one tech companies Round: $3M seed at $12M post-money valuation Investors: Lead investor commits $2M, syndicate fills remaining $1M across 5 angels Metrics at raise: $50K ARR, strong product-market fit signals Founder equity remaining: 75% (25% dilution including option pool) Plan: Reach $2M ARR in 18 months, raise $8M Series A at $25M post

Everything feels achievable. The team executes well. Product development stays on track. Early customers validate the vision.

Month 6-18: The Grind (Slower Than Expected)

Actual progress:

  • Month 6: $200K ARR (vs. $300K planned)

  • Month 12: $600K ARR (vs. $1M planned)

  • Month 18: $1.1M ARR (vs. $2M planned)

The company grew 22x in 18 months, a genuinely strong performance. But they’re 45% below plan. Customer acquisition cost ran higher than modeled. Sales cycles stretched longer than enterprise software veterans predicted. Technical debt accumulated faster than anticipated.

The Series A conversation at Month 18:

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