Dec 22, 2021 · 29m · american-optimist

How to Fix Dysfunctional Government with Esper CEO Maleka Momand · Joe Lonsdale

Maleka Momand · 19m spoken Joe Lonsdale · 8m spoken
0:00 / 0:00
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In this episode of American Optimist, host Joe Lonsdale interviews Esper CEO Maleka Momand on how modern enterprise software, natural language processing, and data transparency can repair the administrative state and drive economic innovation.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Joe holds 31.1% of the talking time here. How this is scored →

Joe as informed peer 4.4 Guest teaching 4.4 Guest disagreement 0.5 Joe pushing back 0.5
05100:0010:0020:000:19–2:39 · Joe as informed peer 3/10 Title Sequence: American Optimist featuring Maleka Momand Lonsdale opens the interview exploring Momand's personal background, bassoon background, and work at the Institute for Justice. Momand explains the basics of FOIA requests in an informative, friendly tone.2:39–6:24 · Joe as informed peer 4/10 The Problems of the Unchecked Administrative State Momand describes how legislative power shifted to unelected administrative agencies that write, enforce, and judge rules. Lonsdale reinforces her points with constitutional principles and asks clarifying questions about licensing reciprocity.6:24–8:29 · Joe as informed peer 5/10 The Expanding Federal Register and Economic Growth Impacts Lonsdale and Momand discuss the ballooning Federal Register and the Mercatus Center study on compounding regulatory drag. Lonsdale probes whether regulations save lives or have clear trade-offs, which Momand notes agencies fail to measure.8:29–10:31 · Joe as informed peer 6/10 Gamifying Regulation and the Cost Burden per Citizen Momand explains how Esper uses NLP and data ontology to compare state regulatory burdens. Lonsdale performs mental math calculating the per-citizen cost of lost GDP and probes the popular perception that regulations primarily stop rich corporations.10:31–12:37 · Joe as informed peer 4/10 Bipartisan Perspectives on Regulatory Reform Momand details how red and blue states frame regulatory reform differently (equity/transparency vs. efficiency/accountability). She educates Lonsdale on retrospective reviews and how agencies frequently enforce repealed statutes.12:37–14:59 · Joe as informed peer 4/10 Restoring Balance and Establishing Feedback Loops Momand emphasizes the total lack of feedback loops between rulemaking and real-world enforcement. Lonsdale contrasts this bureaucratic inertia with dynamic market feedback loops in the private sector.14:59–18:05 · Joe as informed peer 4/10 Case Study: Georgia Insurance Commission and Insurtech Momand shares case studies including the Georgia Insurance Commission and Arizona's FinTech regulatory sandbox. Lonsdale tests potential downsides such as regulatory capture or companies exploiting relaxed sandboxes.18:05–22:59 · Joe as informed peer 5/10 The 8-Stage Policy Lifecycle and Statutory Authority Momand walks through the 8-stage policy lifecycle, statutory authority, and the burden of public comments. Lonsdale engages deeply on how vague legislative drafting cedes enormous discretionary power to administrative bureaucrats.22:59–26:56 · Joe as informed peer 4/10 Rule Promulgation, Enforcement Disconnect, and Lack of KPIs Momand breaks down the one-year rulemaking promulgation process and explains that agencies lack KPIs and rely on outdated tools like Word and Excel. Lonsdale and Momand align on the need for modern tech-enabled governance.26:56–29:58 · Joe as informed peer 5/10 Esper's Graph Operating System and Automated Governance Momand details Esper's graph architecture for statutory tracking and automated checks, noting positive regulatory rollbacks during COVID-19. Momand playfully teases Lonsdale about moving to Texas before him.0:19–2:39 · Guest teaching 3/10 Title Sequence: American Optimist featuring Maleka Momand Lonsdale opens the interview exploring Momand's personal background, bassoon background, and work at the Institute for Justice. Momand explains the basics of FOIA requests in an informative, friendly tone.2:39–6:24 · Guest teaching 5/10 The Problems of the Unchecked Administrative State Momand describes how legislative power shifted to unelected administrative agencies that write, enforce, and judge rules. Lonsdale reinforces her points with constitutional principles and asks clarifying questions about licensing reciprocity.6:24–8:29 · Guest teaching 4/10 The Expanding Federal Register and Economic Growth Impacts Lonsdale and Momand discuss the ballooning Federal Register and the Mercatus Center study on compounding regulatory drag. Lonsdale probes whether regulations save lives or have clear trade-offs, which Momand notes agencies fail to measure.8:29–10:31 · Guest teaching 4/10 Gamifying Regulation and the Cost Burden per Citizen Momand explains how Esper uses NLP and data ontology to compare state regulatory burdens. Lonsdale performs mental math calculating the per-citizen cost of lost GDP and probes the popular perception that regulations primarily stop rich corporations.10:31–12:37 · Guest teaching 5/10 Bipartisan Perspectives on Regulatory Reform Momand details how red and blue states frame regulatory reform differently (equity/transparency vs. efficiency/accountability). She educates Lonsdale on retrospective reviews and how agencies frequently enforce repealed statutes.12:37–14:59 · Guest teaching 4/10 Restoring Balance and Establishing Feedback Loops Momand emphasizes the total lack of feedback loops between rulemaking and real-world enforcement. Lonsdale contrasts this bureaucratic inertia with dynamic market feedback loops in the private sector.14:59–18:05 · Guest teaching 5/10 Case Study: Georgia Insurance Commission and Insurtech Momand shares case studies including the Georgia Insurance Commission and Arizona's FinTech regulatory sandbox. Lonsdale tests potential downsides such as regulatory capture or companies exploiting relaxed sandboxes.18:05–22:59 · Guest teaching 5/10 The 8-Stage Policy Lifecycle and Statutory Authority Momand walks through the 8-stage policy lifecycle, statutory authority, and the burden of public comments. Lonsdale engages deeply on how vague legislative drafting cedes enormous discretionary power to administrative bureaucrats.22:59–26:56 · Guest teaching 5/10 Rule Promulgation, Enforcement Disconnect, and Lack of KPIs Momand breaks down the one-year rulemaking promulgation process and explains that agencies lack KPIs and rely on outdated tools like Word and Excel. Lonsdale and Momand align on the need for modern tech-enabled governance.26:56–29:58 · Guest teaching 4/10 Esper's Graph Operating System and Automated Governance Momand details Esper's graph architecture for statutory tracking and automated checks, noting positive regulatory rollbacks during COVID-19. Momand playfully teases Lonsdale about moving to Texas before him.0:19–2:39 · Guest disagreement 0/10 Title Sequence: American Optimist featuring Maleka Momand Lonsdale opens the interview exploring Momand's personal background, bassoon background, and work at the Institute for Justice. Momand explains the basics of FOIA requests in an informative, friendly tone.2:39–6:24 · Guest disagreement 1/10 The Problems of the Unchecked Administrative State Momand describes how legislative power shifted to unelected administrative agencies that write, enforce, and judge rules. Lonsdale reinforces her points with constitutional principles and asks clarifying questions about licensing reciprocity.6:24–8:29 · Guest disagreement 0/10 The Expanding Federal Register and Economic Growth Impacts Lonsdale and Momand discuss the ballooning Federal Register and the Mercatus Center study on compounding regulatory drag. Lonsdale probes whether regulations save lives or have clear trade-offs, which Momand notes agencies fail to measure.8:29–10:31 · Guest disagreement 1/10 Gamifying Regulation and the Cost Burden per Citizen Momand explains how Esper uses NLP and data ontology to compare state regulatory burdens. Lonsdale performs mental math calculating the per-citizen cost of lost GDP and probes the popular perception that regulations primarily stop rich corporations.10:31–12:37 · Guest disagreement 1/10 Bipartisan Perspectives on Regulatory Reform Momand details how red and blue states frame regulatory reform differently (equity/transparency vs. efficiency/accountability). She educates Lonsdale on retrospective reviews and how agencies frequently enforce repealed statutes.12:37–14:59 · Guest disagreement 0/10 Restoring Balance and Establishing Feedback Loops Momand emphasizes the total lack of feedback loops between rulemaking and real-world enforcement. Lonsdale contrasts this bureaucratic inertia with dynamic market feedback loops in the private sector.14:59–18:05 · Guest disagreement 0/10 Case Study: Georgia Insurance Commission and Insurtech Momand shares case studies including the Georgia Insurance Commission and Arizona's FinTech regulatory sandbox. Lonsdale tests potential downsides such as regulatory capture or companies exploiting relaxed sandboxes.18:05–22:59 · Guest disagreement 1/10 The 8-Stage Policy Lifecycle and Statutory Authority Momand walks through the 8-stage policy lifecycle, statutory authority, and the burden of public comments. Lonsdale engages deeply on how vague legislative drafting cedes enormous discretionary power to administrative bureaucrats.22:59–26:56 · Guest disagreement 0/10 Rule Promulgation, Enforcement Disconnect, and Lack of KPIs Momand breaks down the one-year rulemaking promulgation process and explains that agencies lack KPIs and rely on outdated tools like Word and Excel. Lonsdale and Momand align on the need for modern tech-enabled governance.26:56–29:58 · Guest disagreement 1/10 Esper's Graph Operating System and Automated Governance Momand details Esper's graph architecture for statutory tracking and automated checks, noting positive regulatory rollbacks during COVID-19. Momand playfully teases Lonsdale about moving to Texas before him.0:19–2:39 · Joe pushing back 0/10 Title Sequence: American Optimist featuring Maleka Momand Lonsdale opens the interview exploring Momand's personal background, bassoon background, and work at the Institute for Justice. Momand explains the basics of FOIA requests in an informative, friendly tone.2:39–6:24 · Joe pushing back 0/10 The Problems of the Unchecked Administrative State Momand describes how legislative power shifted to unelected administrative agencies that write, enforce, and judge rules. Lonsdale reinforces her points with constitutional principles and asks clarifying questions about licensing reciprocity.6:24–8:29 · Joe pushing back 1/10 The Expanding Federal Register and Economic Growth Impacts Lonsdale and Momand discuss the ballooning Federal Register and the Mercatus Center study on compounding regulatory drag. Lonsdale probes whether regulations save lives or have clear trade-offs, which Momand notes agencies fail to measure.8:29–10:31 · Joe pushing back 1/10 Gamifying Regulation and the Cost Burden per Citizen Momand explains how Esper uses NLP and data ontology to compare state regulatory burdens. Lonsdale performs mental math calculating the per-citizen cost of lost GDP and probes the popular perception that regulations primarily stop rich corporations.10:31–12:37 · Joe pushing back 1/10 Bipartisan Perspectives on Regulatory Reform Momand details how red and blue states frame regulatory reform differently (equity/transparency vs. efficiency/accountability). She educates Lonsdale on retrospective reviews and how agencies frequently enforce repealed statutes.12:37–14:59 · Joe pushing back 0/10 Restoring Balance and Establishing Feedback Loops Momand emphasizes the total lack of feedback loops between rulemaking and real-world enforcement. Lonsdale contrasts this bureaucratic inertia with dynamic market feedback loops in the private sector.14:59–18:05 · Joe pushing back 1/10 Case Study: Georgia Insurance Commission and Insurtech Momand shares case studies including the Georgia Insurance Commission and Arizona's FinTech regulatory sandbox. Lonsdale tests potential downsides such as regulatory capture or companies exploiting relaxed sandboxes.18:05–22:59 · Joe pushing back 1/10 The 8-Stage Policy Lifecycle and Statutory Authority Momand walks through the 8-stage policy lifecycle, statutory authority, and the burden of public comments. Lonsdale engages deeply on how vague legislative drafting cedes enormous discretionary power to administrative bureaucrats.22:59–26:56 · Joe pushing back 0/10 Rule Promulgation, Enforcement Disconnect, and Lack of KPIs Momand breaks down the one-year rulemaking promulgation process and explains that agencies lack KPIs and rely on outdated tools like Word and Excel. Lonsdale and Momand align on the need for modern tech-enabled governance.26:56–29:58 · Joe pushing back 0/10 Esper's Graph Operating System and Automated Governance Momand details Esper's graph architecture for statutory tracking and automated checks, noting positive regulatory rollbacks during COVID-19. Momand playfully teases Lonsdale about moving to Texas before him.

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

0:00 · Joe 20.3% · guest 79.7%0:00 · Joe 20.3% · guest 79.7%3:00 · Joe 17.5% · guest 82.5%3:00 · Joe 17.5% · guest 82.5%6:00 · Joe 24.5% · guest 75.5%6:00 · Joe 24.5% · guest 75.5%9:00 · Joe 30.9% · guest 69.1%9:00 · Joe 30.9% · guest 69.1%12:00 · Joe 46.7% · guest 53.3%12:00 · Joe 46.7% · guest 53.3%15:00 · Joe 30.8% · guest 69.2%15:00 · Joe 30.8% · guest 69.2%18:00 · Joe 43% · guest 57%18:00 · Joe 43% · guest 57%21:00 · Joe 34.5% · guest 65.5%21:00 · Joe 34.5% · guest 65.5%24:00 · Joe 32.5% · guest 67.5%24:00 · Joe 32.5% · guest 67.5%27:00 · Joe 30.6% · guest 69.4%27:00 · Joe 30.6% · guest 69.4%
Sharpest disagreement ▶ 28:41 Playful banter on Texas relocation

Momand playfully calls out Lonsdale, teasing that she moved to Texas before it was cool and after he previously warned her it was a bad idea.

Hardest push from Joe ▶ 7:40 Questioning regulatory trade-offs and human welfare

Lonsdale pushes Momand on whether accumulated regulations might actually be saving lives and providing necessary protections rather than simply imposing deadweight economic loss.

Biggest teaching moment ▶ 23:43 Explaining the reality of government tech stacks

Momand disillusions the assumption that agencies have sophisticated systems, explaining that massive multi-thousand-page policies are maintained entirely through ad hoc Excel spreadsheets and pen and paper.

Joe holds their own ▶ 9:38 Fast calculation of aggregate GDP impact per citizen

Lonsdale immediately does the back-of-the-envelope math from the Mercatus paper, framing the 30% lost GDP growth as an exact $4 trillion or $13,000 cost burden per citizen.

the scores for every segment, with the reasoning behind each
ChapterTopicJoe as informed peerGuest teachingGuest disagreementJoe pushing backWhy
Title Sequence: American Optimist featuring Maleka Momand 3300 Lonsdale opens the interview exploring Momand's personal background, bassoon background, and work at the Institute for Justice. Momand explains the basics of FOIA requests in an informative, friendly tone.
The Problems of the Unchecked Administrative State 4510 Momand describes how legislative power shifted to unelected administrative agencies that write, enforce, and judge rules. Lonsdale reinforces her points with constitutional principles and asks clarifying questions about licensing reciprocity.
The Expanding Federal Register and Economic Growth Impacts 5401 Lonsdale and Momand discuss the ballooning Federal Register and the Mercatus Center study on compounding regulatory drag. Lonsdale probes whether regulations save lives or have clear trade-offs, which Momand notes agencies fail to measure.
Gamifying Regulation and the Cost Burden per Citizen 6411 Momand explains how Esper uses NLP and data ontology to compare state regulatory burdens. Lonsdale performs mental math calculating the per-citizen cost of lost GDP and probes the popular perception that regulations primarily stop rich corporations.
Bipartisan Perspectives on Regulatory Reform 4511 Momand details how red and blue states frame regulatory reform differently (equity/transparency vs. efficiency/accountability). She educates Lonsdale on retrospective reviews and how agencies frequently enforce repealed statutes.
Restoring Balance and Establishing Feedback Loops 4400 Momand emphasizes the total lack of feedback loops between rulemaking and real-world enforcement. Lonsdale contrasts this bureaucratic inertia with dynamic market feedback loops in the private sector.
Case Study: Georgia Insurance Commission and Insurtech 4501 Momand shares case studies including the Georgia Insurance Commission and Arizona's FinTech regulatory sandbox. Lonsdale tests potential downsides such as regulatory capture or companies exploiting relaxed sandboxes.
The 8-Stage Policy Lifecycle and Statutory Authority 5511 Momand walks through the 8-stage policy lifecycle, statutory authority, and the burden of public comments. Lonsdale engages deeply on how vague legislative drafting cedes enormous discretionary power to administrative bureaucrats.
Rule Promulgation, Enforcement Disconnect, and Lack of KPIs 4500 Momand breaks down the one-year rulemaking promulgation process and explains that agencies lack KPIs and rely on outdated tools like Word and Excel. Lonsdale and Momand align on the need for modern tech-enabled governance.
Esper's Graph Operating System and Automated Governance 5410 Momand details Esper's graph architecture for statutory tracking and automated checks, noting positive regulatory rollbacks during COVID-19. Momand playfully teases Lonsdale about moving to Texas before him.

Statements from this episode (23)

Opinion
Momand: FOIA Is a Powerful Tool That Agencies Generally Comply With
“FOIA is a really powerful tool. It's used a lot by journalists and a lot by law firms. And it's sometimes abused, but agencies generally respond.”
Maleka Momand Dec 22, 2021 ▶ 2:21
Assertion Not checkable as stated
Momand: Legislative Shift to Regulatory State Occurred in the 1980s and 1990s
“The shift in power to the regulatory state really happened in like the later 1900, like eighties, nineties where the legislature kind of gave away some of their power to these agencies and the agencies are now creating and enforcing regulations.”
Maleka Momand Dec 22, 2021 ▶ 3:08
Opinion
Momand: Big Companies Have Regulatory Capture Advantage Over Startups
“Big companies can, and they definitely have an advantage. But smaller companies, innovative startups, things like that don't really have as much say there.”
Maleka Momand Dec 22, 2021 ▶ 4:14
Assertion Supported
Momand: US state regulations total hundreds of thousands, federal exceeds one million
“In the state level, there are usually several 100,000. At the federal level, there are like over a million.”
Maleka Momand Dec 22, 2021 ▶ 4:32
Assertion Supported
Lonsdale: Federal Register grew from 10,000–20,000 pages to 185,000 pages
“So there's a book where they write all the regulations in it, and it used to be like 10 or 20,000 pages long. And now it's, I guess, a 185,000 pages.”
Joe Lonsdale Dec 22, 2021 ▶ 6:34
Insight
Momand: Regulatory reforms increase regulations by adding paperwork without process change
“The federal government has introduced a lot of regulatory reform during that time period, aimed at, like, keeping the number of regulations low, but because they haven't really changed process, they've just, like, added more paperwork and more people to it the…”
Maleka Momand Dec 22, 2021 ▶ 6:41
Assertion Supported
Momand: Mercatus Center estimated regulations slow annual economic growth by 0.8%
“So this is a cool paper that came out a few years ago from the Mercatus Center. And basically it looked at the level of regulation, the cumulative cost of regulation from the 19 eighties to present day. And they estimated that, you know, the economy has slowed…”
Maleka Momand Dec 22, 2021 ▶ 7:21
Opinion
Momand: Regulatory agencies do not know net trade-offs of stacked rules
“I don't know, and the agencies don't know. That's the issue. So right now regulatory agencies, they'll pass, you know, an occupational licensing regulation in 2000, and then they'll pass a new one in 2015, and a new one in 2020, and they begin to stack on top …”
Maleka Momand Dec 22, 2021 ▶ 7:46
Disclosure
Momand: Esper built an NLP database of US and Canadian regulations
“So basically when we started us where we invested a ton of time into building up this like database and ontology of regulations across the federal state and Canada, and we've applied some cool NLP and other, you know, tech things to analyze the data and find s…”
Maleka Momand Dec 22, 2021 ▶ 8:29
Opinion
Momand: Wealthy Entities Have the Resources to Game the Regulatory System
“I think actually like the rich people have the resources to gain the regulatory system and get ahead. Whereas the small people are the smaller businesses.”
Maleka Momand Dec 22, 2021 ▶ 10:05
Insight
Momand: Both Parties Want Regulatory Reform but Frame It Differently
“I wouldn't say that people push back on it per se. I think that, especially in the past two years, even after we started Archive, there's definitely a recognition across both sides of the aisle that, you know, we need to improve regulation, but the language in…”
Maleka Momand Dec 22, 2021 ▶ 10:50
Assertion Supported
Momand: Retrospective regulatory reviews exist in 10 to 15 states
“And this is introduced in probably like 10 to 15 states right now with various levels of success.”
Maleka Momand Dec 22, 2021 ▶ 11:54
Insight
Momand: Government agencies collect zero data on real-world regulatory enforcement outcomes
“So what I think is actually probably the biggest issue right now in the regulatory state, we're working on the process, but agencies, you know, write these regulations and then they put them into administration and enforcement. You know, they've written their …”
Maleka Momand Dec 22, 2021 ▶ 13:40
Insight
Momand: Bureaucracies Expand Because They Lack Dynamic Feedback
“Whereas the government is not getting dynamic feedback and it just continues to grow because they don't have any reason not to.”
Maleka Momand Dec 22, 2021 ▶ 14:39
Assertion Supported
Momand: Arizona created a regulatory sandbox for FinTech
“Another example would be like in Arizona, they did a regulatory sandbox for FinTech a couple of years ago.”
Maleka Momand Dec 22, 2021 ▶ 16:18
Insight
Momand: Regulatory sandboxes provide the closest model to a healthy feedback loop
“I think the, it's actually way more collaborative and probably the closest We've seen to a healthy feedback loop because the agency is actually talking to the company and they're chatting with them and they're kind of giving them free reign, but watching them …”
Maleka Momand Dec 22, 2021 ▶ 17:05
Assertion Not checkable as stated
Momand: Regulators exploit loosely defined laws to add substantial new requirements
“It's really loosely defined in law and the regulators go in, you know, with scissors and pencil. Like they like really like edit it down and like add more to.”
Maleka Momand Dec 22, 2021 ▶ 19:33
Assertion Partly supported
Momand: Government rulemaking takes at least one year end-to-end
“Each rulemaking takes about a year end to end at least to, you know, be promulgated.”
Maleka Momand Dec 22, 2021 ▶ 23:31
Insight
Momand: Agencies only revise rules for statutory changes or special interest outcry
“And the only reason they'll change the regulation is if the law changes their statutory authority or a really massive special interest, like throws a fit.”
Maleka Momand Dec 22, 2021 ▶ 24:26
Assertion Not checkable as stated
Momand: Government agencies make policy using Excel and Word without centralized records
“Typically when Esper like starts, you know, working with an agency, they are making policy like on the fly using Excel spreadsheets, word, like they don't have a single place of like record for all of their data.”
Maleka Momand Dec 22, 2021 ▶ 25:15
Assertion Not checkable as stated
Momand: Manually fact-checking 3,000 environmental regulations takes five people one year
“If I'm a regulator at the Texas commission for environmental quality I need to like read through my like 3000 regulations and go back and like Fact check every single law that I cite. That's like a year long process for like a team of five people.”
Maleka Momand Dec 22, 2021 ▶ 26:42
Opinion
Momand: Regulation, Not Small Business, Is the Backbone of the Economy
“People talk about the small business being the backbone of our economy. I actually think regulation is like the backbone of our economy, good or bad, sometimes even bad back.”
Maleka Momand Dec 22, 2021 ▶ 27:27
Opinion
Momand: COVID-19 catalyzed positive regulatory reform
“Yeah, so I think that COVID actually was a really great catalyst for a lot of regulatory change in a positive direction, and we're continuing to see that trend go, go well.”
Maleka Momand Dec 22, 2021 ▶ 29:00
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