Mar 9, 2018 · 59m · y-combinator

Andy Bromberg - Startup Investor School Day 4 · Y Combinator

Andy Bromberg · 44m spoken
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In this Y Combinator Startup Investor School presentation, CoinList CEO Andy Bromberg presents a comprehensive history of early-stage venture capital, tracing its evolution from mid-20th-century institutional VC to modern token sales and democratized angel investing. Through historical analysis and an interactive Q&A session, Bromberg highlights key macro trends, structural legal innovations, and the emerging paradigms of crypto fundraising.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. How this is scored →

The partners as informed peer 1.4 Guest teaching 1.0 Guest disagreement 0.4 The partners pushing back 1.0
05100:0015:0030:0045:008:02–12:38 · The partners as informed peer 0/10 History of Venture Capital: 1940s to 1970s Solo lecture segment where Andy Bromberg outlines the earliest decades of venture capital from ARDC to the 1970s. The host does not speak.12:38–17:56 · The partners as informed peer 0/10 The 1980s Venture Boom, Market Shifts, and 1990s Dot-Com Era Monologue presentation detailing the institutional capital boom of the 1980s and the dot-com bubble of the 1990s. No interaction takes place.17:56–22:07 · The partners as informed peer 0/10 Post-Bubble Recovery, Accelerators, Convertible Notes, and Angel Platforms Andy presents on the post-bubble recovery, the emergence of accelerators like YC, and the standardisation of convertible notes. No host involvement.22:07–28:54 · The partners as informed peer 0/10 The 2010s Evolution: JOBS Act, YC SAFE, ICOs, and Angel Democratization Monologue explaining the regulatory impacts of the JOBS Act, the launch of the YC SAFE, and the emergence of token sales and angel democratisation.28:54–38:22 · The partners as informed peer 0/10 Current Landscape: Equity Seed vs. Token Fundraising & Filecoin Case Study Andy delivers a deep dive comparing equity seed deals to SAFT/token models using Filecoin as a concrete mechanics example. Sole speaker.38:22–46:20 · The partners as informed peer 4/10 Future Outlook for Early-Stage Investing and Key Takeaways The Q&A opens with the host stepping in to ask how investors evaluate quality without meeting founders in person. Andy explains how diligence works across pseudonymous and open-source crypto projects.46:20–59:10 · The partners as informed peer 6/10 Q&A: Crypto Lobbying, SAFE Dynamics, Value Accrual, and Liquidity Realities The host articulates why modifying the SAFE for ICOs breaks its core simplicity and questions whether instant liquidity is actually beneficial compared to long-term holds like Dropbox. Andy explains token value accrual and lockups.8:02–12:38 · Guest teaching 0/10 History of Venture Capital: 1940s to 1970s Solo lecture segment where Andy Bromberg outlines the earliest decades of venture capital from ARDC to the 1970s. The host does not speak.12:38–17:56 · Guest teaching 0/10 The 1980s Venture Boom, Market Shifts, and 1990s Dot-Com Era Monologue presentation detailing the institutional capital boom of the 1980s and the dot-com bubble of the 1990s. No interaction takes place.17:56–22:07 · Guest teaching 0/10 Post-Bubble Recovery, Accelerators, Convertible Notes, and Angel Platforms Andy presents on the post-bubble recovery, the emergence of accelerators like YC, and the standardisation of convertible notes. No host involvement.22:07–28:54 · Guest teaching 0/10 The 2010s Evolution: JOBS Act, YC SAFE, ICOs, and Angel Democratization Monologue explaining the regulatory impacts of the JOBS Act, the launch of the YC SAFE, and the emergence of token sales and angel democratisation.28:54–38:22 · Guest teaching 0/10 Current Landscape: Equity Seed vs. Token Fundraising & Filecoin Case Study Andy delivers a deep dive comparing equity seed deals to SAFT/token models using Filecoin as a concrete mechanics example. Sole speaker.38:22–46:20 · Guest teaching 3/10 Future Outlook for Early-Stage Investing and Key Takeaways The Q&A opens with the host stepping in to ask how investors evaluate quality without meeting founders in person. Andy explains how diligence works across pseudonymous and open-source crypto projects.46:20–59:10 · Guest teaching 4/10 Q&A: Crypto Lobbying, SAFE Dynamics, Value Accrual, and Liquidity Realities The host articulates why modifying the SAFE for ICOs breaks its core simplicity and questions whether instant liquidity is actually beneficial compared to long-term holds like Dropbox. Andy explains token value accrual and lockups.8:02–12:38 · Guest disagreement 0/10 History of Venture Capital: 1940s to 1970s Solo lecture segment where Andy Bromberg outlines the earliest decades of venture capital from ARDC to the 1970s. The host does not speak.12:38–17:56 · Guest disagreement 0/10 The 1980s Venture Boom, Market Shifts, and 1990s Dot-Com Era Monologue presentation detailing the institutional capital boom of the 1980s and the dot-com bubble of the 1990s. No interaction takes place.17:56–22:07 · Guest disagreement 0/10 Post-Bubble Recovery, Accelerators, Convertible Notes, and Angel Platforms Andy presents on the post-bubble recovery, the emergence of accelerators like YC, and the standardisation of convertible notes. No host involvement.22:07–28:54 · Guest disagreement 0/10 The 2010s Evolution: JOBS Act, YC SAFE, ICOs, and Angel Democratization Monologue explaining the regulatory impacts of the JOBS Act, the launch of the YC SAFE, and the emergence of token sales and angel democratisation.28:54–38:22 · Guest disagreement 0/10 Current Landscape: Equity Seed vs. Token Fundraising & Filecoin Case Study Andy delivers a deep dive comparing equity seed deals to SAFT/token models using Filecoin as a concrete mechanics example. Sole speaker.38:22–46:20 · Guest disagreement 1/10 Future Outlook for Early-Stage Investing and Key Takeaways The Q&A opens with the host stepping in to ask how investors evaluate quality without meeting founders in person. Andy explains how diligence works across pseudonymous and open-source crypto projects.46:20–59:10 · Guest disagreement 2/10 Q&A: Crypto Lobbying, SAFE Dynamics, Value Accrual, and Liquidity Realities The host articulates why modifying the SAFE for ICOs breaks its core simplicity and questions whether instant liquidity is actually beneficial compared to long-term holds like Dropbox. Andy explains token value accrual and lockups.8:02–12:38 · The partners pushing back 0/10 History of Venture Capital: 1940s to 1970s Solo lecture segment where Andy Bromberg outlines the earliest decades of venture capital from ARDC to the 1970s. The host does not speak.12:38–17:56 · The partners pushing back 0/10 The 1980s Venture Boom, Market Shifts, and 1990s Dot-Com Era Monologue presentation detailing the institutional capital boom of the 1980s and the dot-com bubble of the 1990s. No interaction takes place.17:56–22:07 · The partners pushing back 0/10 Post-Bubble Recovery, Accelerators, Convertible Notes, and Angel Platforms Andy presents on the post-bubble recovery, the emergence of accelerators like YC, and the standardisation of convertible notes. No host involvement.22:07–28:54 · The partners pushing back 0/10 The 2010s Evolution: JOBS Act, YC SAFE, ICOs, and Angel Democratization Monologue explaining the regulatory impacts of the JOBS Act, the launch of the YC SAFE, and the emergence of token sales and angel democratisation.28:54–38:22 · The partners pushing back 0/10 Current Landscape: Equity Seed vs. Token Fundraising & Filecoin Case Study Andy delivers a deep dive comparing equity seed deals to SAFT/token models using Filecoin as a concrete mechanics example. Sole speaker.38:22–46:20 · The partners pushing back 3/10 Future Outlook for Early-Stage Investing and Key Takeaways The Q&A opens with the host stepping in to ask how investors evaluate quality without meeting founders in person. Andy explains how diligence works across pseudonymous and open-source crypto projects.46:20–59:10 · The partners pushing back 4/10 Q&A: Crypto Lobbying, SAFE Dynamics, Value Accrual, and Liquidity Realities The host articulates why modifying the SAFE for ICOs breaks its core simplicity and questions whether instant liquidity is actually beneficial compared to long-term holds like Dropbox. Andy explains token value accrual and lockups.

speaking balance: gold is the partners, purple is the guest (3 minute bins)

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Sharpest disagreement ▶ 56:25 Refuting the comparison between ICOs and IPOs

Andy firmly corrects the premise that ICOs resemble IPOs, calling it an unfortunate misnomer and explaining that ICOs function strictly like early-stage seed rounds.

Hardest push from the partners ▶ 51:40 Pushing back on the assumption that faster liquidity is better

The host challenges the notion that fast liquidity is inherently good, citing historical 11-year hold returns in DEC and Dropbox to argue that slower liquidity often yields higher value.

Biggest teaching moment ▶ 48:48 Explaining token value accrual vs company equity

Andy educates the room and host on why value in decentralised networks accrues to tokens rather than equity, effectively turning protocol companies into holding vehicles rather than fee-collecting corporations.

The partners hold their own ▶ 47:48 Explaining why YC cannot simply modify the SAFE for ICOs

The host demonstrates deep legal and operational expertise in YC's instrument design, explaining that adding provisions for speculative token mechanics destroys the SAFE's defining simplicity.

the scores for every segment, with the reasoning behind each
ChapterTopicThe partners as informed peerGuest teachingGuest disagreementThe partners pushing backWhy
History of Venture Capital: 1940s to 1970s 0000 Solo lecture segment where Andy Bromberg outlines the earliest decades of venture capital from ARDC to the 1970s. The host does not speak.
The 1980s Venture Boom, Market Shifts, and 1990s Dot-Com Era 0000 Monologue presentation detailing the institutional capital boom of the 1980s and the dot-com bubble of the 1990s. No interaction takes place.
Post-Bubble Recovery, Accelerators, Convertible Notes, and Angel Platforms 0000 Andy presents on the post-bubble recovery, the emergence of accelerators like YC, and the standardisation of convertible notes. No host involvement.
The 2010s Evolution: JOBS Act, YC SAFE, ICOs, and Angel Democratization 0000 Monologue explaining the regulatory impacts of the JOBS Act, the launch of the YC SAFE, and the emergence of token sales and angel democratisation.
Current Landscape: Equity Seed vs. Token Fundraising & Filecoin Case Study 0000 Andy delivers a deep dive comparing equity seed deals to SAFT/token models using Filecoin as a concrete mechanics example. Sole speaker.
Future Outlook for Early-Stage Investing and Key Takeaways 4313 The Q&A opens with the host stepping in to ask how investors evaluate quality without meeting founders in person. Andy explains how diligence works across pseudonymous and open-source crypto projects.
Q&A: Crypto Lobbying, SAFE Dynamics, Value Accrual, and Liquidity Realities 6424 The host articulates why modifying the SAFE for ICOs breaks its core simplicity and questions whether instant liquidity is actually beneficial compared to long-term holds like Dropbox. Andy explains token value accrual and lockups.

Statements from this episode (21)

Insight
Bromberg: The venture market consistently trends toward faster liquidity
“The arc of the market bends towards liquidity. And we'll see this over time starting early and going all the way to now that liquidity and faster liquidity, ah, is something the market's always pushing towards.”
Andy Bromberg Mar 9, 2018 ▶ 7:18
Prediction Didn’t hold up
Bromberg: Startup liquidity timelines will revert to moving faster again
“Certainly in the last few years we've seen, ah, the speed to liquidity go down, ah, we think that's gonna revert back and we're gonna see that, that come faster again.”
Andy Bromberg Mar 9, 2018 ▶ 7:30
Assertion Supported
Bromberg: ARDC returned 500x on DEC over 11 years
“ARDC really had what we consider to be the first venture win. So they invested in Digital Equipment Corporation and returned about 500 X in 11 years there.”
Andy Bromberg Mar 9, 2018 ▶ 8:46
Assertion Not checkable as stated
Bromberg: Early VC required founders to self-fund hundreds of thousands
“We saw that for basically the first 40 years of venture, you had to invest hundreds of thousands of dollars of your own money or scrounge it up from someone. Before a venture fund would invest in you.”
Andy Bromberg Mar 9, 2018 ▶ 10:34
Assertion Supported
Bromberg: CRV launched at $5M and Kleiner Perkins at $7M in the 1970s
“In 1970, CRV was a five million dollar fund, and KP was a seven million dollar fund. Ah, those are smaller than most investments those funds make today in raw dollars, but that was the entire fund size at that point in the 19 seventies.”
Andy Bromberg Mar 9, 2018 ▶ 11:03
Assertion Supported
Bromberg: 1980s VC funds exploded from a few dozen to over 650
“There were a few Dozen funds in the early eighties. There were more than 650 at the end of the eighties.”
Andy Bromberg Mar 9, 2018 ▶ 13:05
Assertion Partly supported
Bromberg: VC had $12B AUM in 1996, but saw $120B invested in 2000
“In 1996, the venture industry as a whole had an AUM of about twelve billion dollars. In the calendar year 2000, LPs put a hundred and twenty billion dollars into venture.”
Andy Bromberg Mar 9, 2018 ▶ 16:25
Assertion Partly supported
Bromberg: Dot-com era VC funds commanded 30% to 40% carried interest
“Carry changed. Funds were getting 30, sometimes even 40% carry on these deals, because there was liquid so quickly, and people couldn't put enough money into the space”
Andy Bromberg Mar 9, 2018 ▶ 17:20
Assertion Supported
Bromberg: Between 2002 and 2009, VC returned just $220B on $205B invested
“2002 to 2009, it was about two hundred and five billion invested in venture and about two hundred and twenty billion returned”
Andy Bromberg Mar 9, 2018 ▶ 18:04
Assertion Partly supported
Bromberg: Early-stage deals historically used only equity before convertible notes
“Historically, all of these deals had been done with just equity, straight equity, selling preferred stock.”
Andy Bromberg Mar 9, 2018 ▶ 19:27
Assertion Contradicted
Bromberg: Startup seed rounds crested $1M for the first time around 2010
“In 2010 after the recession more angels, more seed funds investing smaller and smaller amounts. At the same time, we saw seed rounds crest a million dollars for the first time”
Andy Bromberg Mar 9, 2018 ▶ 20:27
Prediction Not checkable as stated
Bromberg: ICO Industry May Need JOBS Act-Style Safe Harbor Legislation
“In the same way we saw the Jobs Act in 2012, I wouldn't be surprised if the ICO industry needs something similar. If there's a non-exemptive safe harbor or some legislation around, ah, codifying some of the rules and guidelines around ICO, ICO fundraising.”
Andy Bromberg Mar 9, 2018 ▶ 28:34
Assertion Contradicted
Bromberg: ICOs raise $10M to $200M via SAFTs
“Token fundraising ICOs, mostly raised on what are called SAFTS, Simple Agreements for Future Tokens... Mostly raised from hedge funds, venture funds, institutions, and again, angels putting money into these ICOs. But they're raising 10 to two hundred million d…”
Andy Bromberg Mar 9, 2018 ▶ 29:22
Insight
Bromberg: A token is an incentive layer on a network
“A token's an incentive layer on top of a network... We can layer markets on these decentralized networks.”
Andy Bromberg Mar 9, 2018 ▶ 33:47
Prediction Not checkable as stated
Bromberg: Early ICO rounds will increasingly resemble traditional seed funding
“I think we'll see more bifurcation between really early ICO rounds and later ICO rounds, where in the early rounds it'll look a lot more like traditional seed funding than it does today.”
Andy Bromberg Mar 9, 2018 ▶ 41:36
Assertion Supported
Bromberg: European ICOs have raised as much capital as US ICOs
“Right now, it is a very global phenomenon, so about as much money has been raised by ICOs based in Europe as based in the United States”
Andy Bromberg Mar 9, 2018 ▶ 45:01
Prediction Held up
Bromberg: Crypto and Venture Capital Will See Much More Lobbying
“I think, especially given the attention given to regulation in the space, we will see way more lobbying happening in crypto and in venture capital over the coming years.”
Andy Bromberg Mar 9, 2018 ▶ 47:00
Insight
Bromberg: In Well-Built Token Networks, No Value Accrues to the Company
“If the network's built well, we would argue that no value actually accrues to the company itself. The purpose of the token is to remove the centralized party. And so the company itself, the LLC or the corporation shouldn't get transaction fees. They shouldn't …”
Andy Bromberg Mar 9, 2018 ▶ 48:59
Prediction Not checkable as stated
Bromberg: Massive Number of Token Companies Will Fail Running Out of Money
“The reality of the situation is that a massive number of token companies are going to crash and burn because they run out of money and their network will never really reach its potential.”
Andy Bromberg Mar 9, 2018 ▶ 55:33
Opinion
Bromberg: ICOs Are Similar to Seed Rounds, Not IPOs
“I don't think I, ICOs are anything like IPOs. I think it's a really actually unfortunate naming convention that we have called them the same thing. They're much more similar to seed fundraising.”
Andy Bromberg Mar 9, 2018 ▶ 56:44
Prediction Held up
Bromberg: Regulators Will Classify Almost All Token Sales as Securities
“I think that what will happen is that the regulators are going to say, these are almost all securities. You can't just sell these tokens to anyone on the public markets.”
Andy Bromberg Mar 9, 2018 ▶ 58:24
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