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Ed Sim: Why Seed Has Never Been More Competitive & Why Pricing Has Never Been Higher | E1076

Every single 20VC episode is recorded with Riverside.FM. It is the one product that I could not live without. Try it today here (https://creators.riverside.fm/20VC) and use the code 20VC for 15% off. ----------------------------------------------- Ed Sim is one of the best seed round investors in venture as the Founder and Managing Partner @ Boldstart, Ed focuses specifically on developer, infra and SaaS at pre-seed and seed round. Over the last decade, Ed has backed some of the best including Snyk, BigID, Kustomer, Front and Superhuman. ----------------------------------------------- Timestamps: (00:00) Intro (0:16) Introduction & Background (02:02) Understanding Investment Stages and Dynamics (25:07) Current Market Analysis & Trends (33:24) Advice for Founders & Investment Strategy (37:37) Personal Reflections & Lessons (43:19) Competitive Dynamics (45:26) Quick-Fire Round ----------------------------------------------- In Today’s Episode on Seed Rounds We Discuss: 1. The Three Types of Seed Round: What are the three different types of seed round today? Has seed ever been this competitive? Will seed be unimpacted by the macro decline we are seeing? Why are growth and multi-stage funds being more active than ever in seed? 2. Too Much Cash Will Kill You! Why does Ed believe that too much capital can kill companies at the seed round? Why does Ed believe that the best founders are not always optimising for the highest price? What are the single biggest negatives of taking a high price at the seed round? What advice does Ed have for founders who have large offers from multi-stage funds at seed? 3. Is Growth Dead? Why does Ed disagree and suggest that growth is not dead? What do multi-stage and growth funds now what to see that they did not before? How will the growth market evolve over the next 12-18 months? 4. IPOs, AI and M&A: What will cause the IPO windows to crack open again? Why does Ed believe that many investing in AI are simply giving money to Nvidia? Does Ed agree that 95% of the cash going into AI from venture today will go to zero? Will we see more or less M&A in the next 12 months? How did Ed evaluate the Loom acquisition by Atlassian? ----------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZTtgTNBKwtZBMHvl?si=85bc9196860e4466 Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast/the-twenty-minute-vc-20vc-venture-capital-startup/id958230465 Follow Harry Stebbings on Twitter: https://twitter.com/HarryStebbings Follow Ed Sim on Twitter: https://twitter.com/Edsim Follow 20VC on Instagram: https://www.instagram.com/20vc_reels Follow 20VC on TikTok: https://www.tiktok.com/@20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/contact ----------------------------------------------- #EdSid #Boldstart #venturecapital #20vc #HarryStebbings

Ed SimguestHarry Stebbingshost
Oct 26, 202350mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Ed Sim Dissects Hyper-Competitive Seed, Jumbo Rounds, And VC Discipline

  1. Ed Sim of Boldstart outlines how seed-stage investing has evolved into highly competitive, often oversized inception rounds, with prices and round sizes pushed up by multi-stage funds deploying excess capital. He introduces a three-part framework for inception rounds—discovery, classic, and jumbo—and argues strongly that too much money too early generally harms startups and distorts hiring, execution, and future financing paths. The conversation covers fund sizing, ownership, reserves strategy, and why capital efficiency and disciplined pricing matter more in a world of compressed exit multiples. They also dive into AI hype, enterprise SaaS prospects, M&A dynamics, and hard‑won lessons from wins like Kustomer and Snyk and from over-leaning into preemptive rounds.

IDEAS WORTH REMEMBERING

5 ideas

Avoid oversizing early rounds; constraints help founders execute better.

Sim argues that raising $10–20M at inception usually creates bloat, bad hiring dynamics, and impossible follow-on expectations; most companies are better off with a leaner $3–5M 'classic' inception round that forces focus and discipline.

Choose round size and valuation with future financings in mind.

High-priced jumbo rounds (e.g., $10M on $50M+) can trap companies when growth is slower than expected, whereas a smaller initial round at a fairer valuation leaves room for logical follow-on rounds and healthier cap table evolution.

Fund size must match the new seed reality and ownership goals.

Given larger seed/inception rounds and the need to support companies through multiple bridges and up to Series B, Sim believes concentrated, ownership-focused seed funds now need roughly $150–250M, not the traditional $50–100M.

Capital efficiency and avoiding ‘GPU-burn’ models are critical.

Sim refuses to back businesses where most of the raise just flows to vendors like NVIDIA, emphasizing that LPs can buy those public stocks directly; he prioritizes high-margin, capital-efficient enterprise software over compute-heavy plays.

Being first on the cap table with meaningful ownership matters most in compressed-multiple environments.

With public and growth valuations structurally lower, Sim stresses that early, substantial ownership in durable companies is what still drives strong returns, rather than paying up late in the growth stack.

WORDS WORTH SAVING

5 quotes

Necessity is the mother of all invention. Having more comfort screws you.

Ed Sim

Too much cash can kill startups, no matter what stage.

Ed Sim

I don’t even know what the fuck an AI startup is.

Ed Sim

You need to have ball control… you have to be able to do anything from a $1M check to a $10M inception round.

Ed Sim

I just wish there was more rationality around what everyone was doing. It’s gotten so fucking competitive out there.

Ed Sim

Definition and evolution of inception, pre-seed, and seed roundsImpact of oversized jumbo rounds and early high valuationsFund sizing, ownership strategy, and reserve allocation in seed VCCapital efficiency, dilution, and navigating downshifting growth marketsAI investing hype versus durable software and data moatsEnterprise SaaS outlook, category creation, and competing with incumbentsM&A, growth-stage reset, and lessons from past cycles and exits

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