Nov 20, 2023 · 40m · founders-journal

Avoiding an OpenAI Fiasco by Successfully Building Your Board

Brett Adcock · 26m spoken Alex Lieberman · 10m spoken
0:00 / 0:00

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In this episode of Founder's Journal, Alex Lieberman and serial founder Brett Adcock analyze the sudden firing of Sam Altman at OpenAI to deliver an actionable masterclass on startup board construction, corporate governance, and protecting founder control.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Alex holds 27.1% of the talking time here. How this is scored →

Alex as informed peer 3.3 Guest teaching 5.4 Guest disagreement 2.3 Alex pushing back 0.5
05100:0015:0030:002:11–5:27 · Alex as informed peer 6/10 Deconstructing OpenAI's Corporate Structure and Altman's Ouster Alex opens with an extensive and detailed factual breakdown of OpenAI's corporate structure, cap table dynamics, and recent boardroom events. Brett listens and agrees without any friction.5:28–10:29 · Alex as informed peer 1/10 The Inherent Conflict Between Founders and Risk-Averse Boards Brett delivers a long masterclass on why boards are inherently risk-averse and how founders consistently get ousted across tech history. Alex listens silently, acknowledging occasionally.10:29–14:21 · Alex as informed peer 3/10 Mastering Board Seat Allocation and Executive Hiring Authority Brett breaks down executive hiring and firing powers, common seat negotiations, and board expansion dynamics across venture rounds. Alex asks an inquiring clarifying question regarding seat counts versus voting power.14:21–19:24 · Alex as informed peer 3/10 The Hazards of Independent Board Members and Large Boards Brett aggressively criticizes independent board members as risk-averse actors with no skin in the game who damage companies. Alex acts as an attentive sounding board, framing questions to allow Brett to elaborate.19:24–24:46 · Alex as informed peer 3/10 Leveraging Supermajority Voting and Dual-Class Stock Structures Brett details dual-class share structures and 10:1 supermajority voting rights, explaining why both board seats and voting leverage are necessary. Alex asks whether early-stage founders should realistically try to negotiate for this.24:47–29:32 · Alex as informed peer 2/10 Vetting Board Members and Building Unshakeable Alignment Brett explains the strict vetting required for board members, citing Elon Musk putting his brother on his board and calling out unhelpful investor archetypes like Vinod Khosla. Alex validates the perspective fully.29:32–36:12 · Alex as informed peer 4/10 Navigating Preferred Rights, Protective Provisions, and Investor Leverage Brett details preferred rights, NVCA standard terms, and protective provisions that can override founder authority during down rounds. Alex synthesizes and prompts Brett on how early founders can maintain leverage in negotiations.36:13–40:21 · Alex as informed peer 4/10 Closing Hidden Loopholes: The Services Requirement Trap Brett introduces the services requirement trap where ouster strips governance rights, and turns the question back to Alex regarding Morning Brew's origins. Alex candidly shares his own early-stage naivety.2:11–5:27 · Guest teaching 1/10 Deconstructing OpenAI's Corporate Structure and Altman's Ouster Alex opens with an extensive and detailed factual breakdown of OpenAI's corporate structure, cap table dynamics, and recent boardroom events. Brett listens and agrees without any friction.5:28–10:29 · Guest teaching 6/10 The Inherent Conflict Between Founders and Risk-Averse Boards Brett delivers a long masterclass on why boards are inherently risk-averse and how founders consistently get ousted across tech history. Alex listens silently, acknowledging occasionally.10:29–14:21 · Guest teaching 6/10 Mastering Board Seat Allocation and Executive Hiring Authority Brett breaks down executive hiring and firing powers, common seat negotiations, and board expansion dynamics across venture rounds. Alex asks an inquiring clarifying question regarding seat counts versus voting power.14:21–19:24 · Guest teaching 7/10 The Hazards of Independent Board Members and Large Boards Brett aggressively criticizes independent board members as risk-averse actors with no skin in the game who damage companies. Alex acts as an attentive sounding board, framing questions to allow Brett to elaborate.19:24–24:46 · Guest teaching 6/10 Leveraging Supermajority Voting and Dual-Class Stock Structures Brett details dual-class share structures and 10:1 supermajority voting rights, explaining why both board seats and voting leverage are necessary. Alex asks whether early-stage founders should realistically try to negotiate for this.24:47–29:32 · Guest teaching 6/10 Vetting Board Members and Building Unshakeable Alignment Brett explains the strict vetting required for board members, citing Elon Musk putting his brother on his board and calling out unhelpful investor archetypes like Vinod Khosla. Alex validates the perspective fully.29:32–36:12 · Guest teaching 6/10 Navigating Preferred Rights, Protective Provisions, and Investor Leverage Brett details preferred rights, NVCA standard terms, and protective provisions that can override founder authority during down rounds. Alex synthesizes and prompts Brett on how early founders can maintain leverage in negotiations.36:13–40:21 · Guest teaching 5/10 Closing Hidden Loopholes: The Services Requirement Trap Brett introduces the services requirement trap where ouster strips governance rights, and turns the question back to Alex regarding Morning Brew's origins. Alex candidly shares his own early-stage naivety.2:11–5:27 · Guest disagreement 1/10 Deconstructing OpenAI's Corporate Structure and Altman's Ouster Alex opens with an extensive and detailed factual breakdown of OpenAI's corporate structure, cap table dynamics, and recent boardroom events. Brett listens and agrees without any friction.5:28–10:29 · Guest disagreement 3/10 The Inherent Conflict Between Founders and Risk-Averse Boards Brett delivers a long masterclass on why boards are inherently risk-averse and how founders consistently get ousted across tech history. Alex listens silently, acknowledging occasionally.10:29–14:21 · Guest disagreement 2/10 Mastering Board Seat Allocation and Executive Hiring Authority Brett breaks down executive hiring and firing powers, common seat negotiations, and board expansion dynamics across venture rounds. Alex asks an inquiring clarifying question regarding seat counts versus voting power.14:21–19:24 · Guest disagreement 4/10 The Hazards of Independent Board Members and Large Boards Brett aggressively criticizes independent board members as risk-averse actors with no skin in the game who damage companies. Alex acts as an attentive sounding board, framing questions to allow Brett to elaborate.19:24–24:46 · Guest disagreement 2/10 Leveraging Supermajority Voting and Dual-Class Stock Structures Brett details dual-class share structures and 10:1 supermajority voting rights, explaining why both board seats and voting leverage are necessary. Alex asks whether early-stage founders should realistically try to negotiate for this.24:47–29:32 · Guest disagreement 3/10 Vetting Board Members and Building Unshakeable Alignment Brett explains the strict vetting required for board members, citing Elon Musk putting his brother on his board and calling out unhelpful investor archetypes like Vinod Khosla. Alex validates the perspective fully.29:32–36:12 · Guest disagreement 2/10 Navigating Preferred Rights, Protective Provisions, and Investor Leverage Brett details preferred rights, NVCA standard terms, and protective provisions that can override founder authority during down rounds. Alex synthesizes and prompts Brett on how early founders can maintain leverage in negotiations.36:13–40:21 · Guest disagreement 1/10 Closing Hidden Loopholes: The Services Requirement Trap Brett introduces the services requirement trap where ouster strips governance rights, and turns the question back to Alex regarding Morning Brew's origins. Alex candidly shares his own early-stage naivety.2:11–5:27 · Alex pushing back 0/10 Deconstructing OpenAI's Corporate Structure and Altman's Ouster Alex opens with an extensive and detailed factual breakdown of OpenAI's corporate structure, cap table dynamics, and recent boardroom events. Brett listens and agrees without any friction.5:28–10:29 · Alex pushing back 0/10 The Inherent Conflict Between Founders and Risk-Averse Boards Brett delivers a long masterclass on why boards are inherently risk-averse and how founders consistently get ousted across tech history. Alex listens silently, acknowledging occasionally.10:29–14:21 · Alex pushing back 1/10 Mastering Board Seat Allocation and Executive Hiring Authority Brett breaks down executive hiring and firing powers, common seat negotiations, and board expansion dynamics across venture rounds. Alex asks an inquiring clarifying question regarding seat counts versus voting power.14:21–19:24 · Alex pushing back 1/10 The Hazards of Independent Board Members and Large Boards Brett aggressively criticizes independent board members as risk-averse actors with no skin in the game who damage companies. Alex acts as an attentive sounding board, framing questions to allow Brett to elaborate.19:24–24:46 · Alex pushing back 1/10 Leveraging Supermajority Voting and Dual-Class Stock Structures Brett details dual-class share structures and 10:1 supermajority voting rights, explaining why both board seats and voting leverage are necessary. Alex asks whether early-stage founders should realistically try to negotiate for this.24:47–29:32 · Alex pushing back 0/10 Vetting Board Members and Building Unshakeable Alignment Brett explains the strict vetting required for board members, citing Elon Musk putting his brother on his board and calling out unhelpful investor archetypes like Vinod Khosla. Alex validates the perspective fully.29:32–36:12 · Alex pushing back 1/10 Navigating Preferred Rights, Protective Provisions, and Investor Leverage Brett details preferred rights, NVCA standard terms, and protective provisions that can override founder authority during down rounds. Alex synthesizes and prompts Brett on how early founders can maintain leverage in negotiations.36:13–40:21 · Alex pushing back 0/10 Closing Hidden Loopholes: The Services Requirement Trap Brett introduces the services requirement trap where ouster strips governance rights, and turns the question back to Alex regarding Morning Brew's origins. Alex candidly shares his own early-stage naivety.

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

0:00 · Alex 99.6% · guest 0.4%0:00 · Alex 99.6% · guest 0.4%3:00 · Alex 82.1% · guest 17.9%3:00 · Alex 82.1% · guest 17.9%6:00 · Alex 0% · guest 100%6:00 · Alex 0% · guest 100%9:00 · Alex 1.4% · guest 98.6%9:00 · Alex 1.4% · guest 98.6%12:00 · Alex 26.8% · guest 73.2%12:00 · Alex 26.8% · guest 73.2%15:00 · Alex 10.3% · guest 89.7%15:00 · Alex 10.3% · guest 89.7%18:00 · Alex 0% · guest 100%18:00 · Alex 0% · guest 100%21:00 · Alex 20.4% · guest 79.6%21:00 · Alex 20.4% · guest 79.6%24:00 · Alex 32.7% · guest 67.3%24:00 · Alex 32.7% · guest 67.3%27:00 · Alex 6.5% · guest 93.5%27:00 · Alex 6.5% · guest 93.5%30:00 · Alex 7.9% · guest 92.1%30:00 · Alex 7.9% · guest 92.1%33:00 · Alex 8.5% · guest 91.5%33:00 · Alex 8.5% · guest 91.5%36:00 · Alex 20.2% · guest 79.8%36:00 · Alex 20.2% · guest 79.8%39:00 · Alex 88.3% · guest 11.7%39:00 · Alex 88.3% · guest 11.7%
Sharpest disagreement ▶ 15:30 Denouncing independent directors

Brett forcefully rejects the standard governance model of independent board members, calling their lack of skin in the game appalling and disgusting.

Hardest push from Alex ▶ 13:34 Probing seat count versus voting power

Alex politely challenges the premise that board seat count is what matters most, contrasting it with dual-class supermajority voting structures like Mark Zuckerberg's.

Biggest teaching moment ▶ 36:11 Explaining services requirement clauses

Brett educates Alex and listeners on the hidden trap where losing employment automatically strips a founder of their common stock governance and board appointment rights.

Alex holds their own ▶ 2:18 Dissecting OpenAI's unique governance setup

Alex displays command of the complex legal and structural mechanics behind OpenAI's hybrid non-profit/capped-profit LLC structure and board composition.

the scores for every segment, with the reasoning behind each
ChapterTopicAlex as informed peerGuest teachingGuest disagreementAlex pushing backWhy
Deconstructing OpenAI's Corporate Structure and Altman's Ouster 6110 Alex opens with an extensive and detailed factual breakdown of OpenAI's corporate structure, cap table dynamics, and recent boardroom events. Brett listens and agrees without any friction.
The Inherent Conflict Between Founders and Risk-Averse Boards 1630 Brett delivers a long masterclass on why boards are inherently risk-averse and how founders consistently get ousted across tech history. Alex listens silently, acknowledging occasionally.
Mastering Board Seat Allocation and Executive Hiring Authority 3621 Brett breaks down executive hiring and firing powers, common seat negotiations, and board expansion dynamics across venture rounds. Alex asks an inquiring clarifying question regarding seat counts versus voting power.
The Hazards of Independent Board Members and Large Boards 3741 Brett aggressively criticizes independent board members as risk-averse actors with no skin in the game who damage companies. Alex acts as an attentive sounding board, framing questions to allow Brett to elaborate.
Leveraging Supermajority Voting and Dual-Class Stock Structures 3621 Brett details dual-class share structures and 10:1 supermajority voting rights, explaining why both board seats and voting leverage are necessary. Alex asks whether early-stage founders should realistically try to negotiate for this.
Vetting Board Members and Building Unshakeable Alignment 2630 Brett explains the strict vetting required for board members, citing Elon Musk putting his brother on his board and calling out unhelpful investor archetypes like Vinod Khosla. Alex validates the perspective fully.
Navigating Preferred Rights, Protective Provisions, and Investor Leverage 4621 Brett details preferred rights, NVCA standard terms, and protective provisions that can override founder authority during down rounds. Alex synthesizes and prompts Brett on how early founders can maintain leverage in negotiations.
Closing Hidden Loopholes: The Services Requirement Trap 4510 Brett introduces the services requirement trap where ouster strips governance rights, and turns the question back to Alex regarding Morning Brew's origins. Alex candidly shares his own early-stage naivety.

Statements from this episode (15)

Assertion Supported
Lieberman: Microsoft Learned of Altman's Ouster One Minute Before Announcement
“To cause the board to make this move, a move that Microsoft, OpenAI's biggest investor, found out about one minute before the press release and ended up losing fifty billion dollars in market cap from as their stock continued to trade.”
Alex Lieberman Nov 20, 2023 ▶ 3:38
Insight
Adcock: Risk-Averse Boards Directly Conflict With Early-Stage Startup Needs
“Generally the board is a very They're frightened of risk. They're frightened of getting sued. They're frightened of told the wrong thing. Like, a lot of times doing nothing is easier than doing something that might be very aggressive, that'd be hard, and a lot…”
Brett Adcock Nov 20, 2023 ▶ 7:50
Disclosure
Adcock: Figure's Initial Board Gave Him Control of Three Seats
“When I set up the business, like here at figure, like I set up basically three seats. For myself. So two for common shareholders, which I'm a majority of the common. So the common get to vote on two seats. I'm the majority of that being the, you know, the foun…”
Brett Adcock Nov 20, 2023 ▶ 11:05
Opinion
Adcock: Independent Board Members Make Terrible Decisions Because They Lack Equity
“So you have like all these folks that have like no stock and no skin in the game coming in, trying to be impartial that are making the worst decisions I've ever seen. Like, it's just a fundamental issue with public companies. I fundamentally believe independen…”
Brett Adcock Nov 20, 2023 ▶ 15:16
Disclosure
Adcock: Retooling Archer's Board for NYSE Independence Rules Was a Mistake
“I took my company public on the New York Stock Exchange. You have to have the majority of all your board seats be independent. So I had to basically retool my whole entire board at Archer when I went public. And it was a, you know, I made like a, basically loo…”
Brett Adcock Nov 20, 2023 ▶ 16:27
Disclosure
Adcock: Figure and Archer Used 10-to-1 Supermajority Founder Voting Stock
“What I've done at Figures here is I have a special class of stock, and I had this work at Archer that is super majority. So my stock is has a 10 for one vote versus the common and preferred. And that's sitting in the special share class of common stock.”
Brett Adcock Nov 20, 2023 ▶ 20:19
Insight
Adcock: Founder-Led Companies Require Both Board Control and Supermajority Stock
“You really need the board control in terms of, like, number of unique votes, and then you need the majority of votes, and then you really need the supermajority to be a true founder-led business.”
Brett Adcock Nov 20, 2023 ▶ 21:26
Assertion Contradicted
Adcock: Roughly 50 Dual-Class Companies Went Public in Two Decades
“Roughly 50 companies went public last like two decades that had this.”
Brett Adcock Nov 20, 2023 ▶ 22:20
Prediction Not checkable as stated
Adcock: Everyone Moving Fast at OpenAI Is Going or Gone
“Everybody that's moved fast at OpenAI is gonna go, or is gone. Like, and they'll be left with folks that move slow, want to think about safety and all this stuff”
Brett Adcock Nov 20, 2023 ▶ 23:53
Insight
Adcock: Truly Vetting Board Behavior Requires a Ten-Plus Year Relationship
“I think if you haven't had a relationship with somebody for like 10 plus years, you're never really going to truly understand how they're going to behave in certain instances on a board like this, to be really frank.”
Brett Adcock Nov 20, 2023 ▶ 25:38
Prediction Open · timeframe Nov 2028
Adcock: A Board Coup Will Never Happen to Altman or Me Again
“Like this will never happen to Sam ever again. This problem that we're talking about here will never happen to me going forward again.”
Brett Adcock Nov 20, 2023 ▶ 28:44
Prediction Not checkable as stated
Adcock: OpenAI Will Suffer Unrecoverable Speed and Brand Damage
“And now open AI is going to have a Massive issue with speed and brand and everything else, and it's going to be unrecoverable. They're never going to be a recover from what happened.”
Brett Adcock Nov 20, 2023 ▶ 35:09
Insight
Adcock: Hidden Contract Clauses Can Strip Fired Founders of Voting Rights
“Basically like, you know, like layman's terms, if you get fired, you lose, you can basically lose your common votes for governance purposes. These are kind of hidden in your transaction agreements. So the investor rights agreements, right at first refusal, co-…”
Brett Adcock Nov 20, 2023 ▶ 36:41
Prediction Not checkable as stated
Adcock: Sam Altman Will Emerge Ten Times Stronger From OpenAI Firing
“Sam's gonna come out of this, like 10 X stronger hellbent this was probably inevitable based on when the board was set up and the mess that was going on”
Brett Adcock Nov 20, 2023 ▶ 37:47
Prediction Not checkable as stated
Lieberman: Altman's Next Venture Will See the Decade's Most Competitive Fundraise
“I'm willing to bet that whatever, Whatever company they raise for, start raising for in the next few weeks or days will be the most competitive fundraise that probably has happened in the last 10 years.”
Alex Lieberman Nov 20, 2023 ▶ 38:27
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