Jul 2, 2026 · 39m · american-optimist

How AI Agents Are Transforming This $140 Billion Industry · Joe Lonsdale

Aaron Cannon · 22m spoken Joe Lonsdale · 7m spoken Jack Moskovich · 7m spoken
0:00 / 0:00
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In this episode of American Optimist, host Joe Lonsdale speaks with Outset founder Aaron Cannon and 8VC partner Jack Moskovich about how AI-moderated interviews are transforming the market research industry. By combining the qualitative depth of 1-on-1 human interviews with infinite automated scale, Outset enables enterprise organizations to gather real-time customer insights that drive revenue and product quality.

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 19.7% of the talking time here. How this is scored →

Joe as informed peer 4.8 Guest teaching 4.1 Guest disagreement 1.3 Joe pushing back 1.4
05100:0010:0020:0030:001:22–6:13 · Joe as informed peer 5/10 Welcome and Aaron's Entrepreneurial Journey Joe Lonsdale welcomes Aaron Cannon and co-host Jack Moskovich, discussing Aaron's career and co-founder Michael's firefighting background. Lonsdale shares his perspectives on founder archetypes and balancing paranoia with optimism in startups.6:13–8:49 · Joe as informed peer 4/10 Redefining Market Research with AI Moderation Aaron breaks down the market research landscape, contrasting low-quality mass surveys with high-touch, unscalable manual interviews. Joe readily agrees on how annoying traditional surveys are.8:49–12:45 · Joe as informed peer 5/10 Solving the Survey Scale vs. Interview Depth Trade-off Joe playfully probes how an AI keeps human attention, prompting Aaron to educate the room on social desirability bias and why users are more candid with conversational AI than with humans.12:45–15:16 · Joe as informed peer 5/10 Case Study: Weight Watchers and Investor Research Aaron outlines the Weight Watchers case study and selling new behavioral workflows to enterprise clients. Jack and Joe connect the dynamic to expert network calls in venture investing.15:16–22:30 · Joe as informed peer 7/10 AI as a Revenue Growth Engine vs. Cost Automation Joe demonstrates deep domain expertise by detailing enterprise feedback dynamics using his own company, Addepar. The group explores how AI moderation integrates with automated software engineering agents.22:30–28:18 · Joe as informed peer 6/10 Human-in-the-Loop Control and Synthetic Research Joe challenges the efficacy and creepiness of synthetic research and digital twins. Aaron clarifies that synthetic models must always operate in a hybrid loop backed by direct human validation.28:18–30:51 · Joe as informed peer 4/10 Rapid Revenue Growth and High-Bar Culture Aaron discusses Outset's rapid revenue growth, high offer acceptance rates, and his philosophy against artificial grind culture. Joe expresses admiration for the hiring rigor.30:51–35:19 · Joe as informed peer 5/10 Operational Velocity and Hands-On Onboarding Aaron details day-one onboarding practices and maintaining zero organizational overhead. Joe proposes deploying Outset immediately on 8VC podcast listeners, portfolio CEOs, and LPs.35:19–38:32 · Joe as informed peer 4/10 Market Tipping Point and Shift in Demand Jack and Aaron trace Outset's evolution from category creation and market education to fielding massive inbound enterprise demand. Aaron playfully corrects Joe by asserting they created the wave rather than merely catching it.38:32–39:59 · Joe as informed peer 3/10 Looking Ahead: Optimism for the Future of Tech and Society Joe closes with the signature American Optimist question. Aaron shares his long-term vision for improving everyday societal experiences like healthcare and education through deep user understanding.1:22–6:13 · Guest teaching 2/10 Welcome and Aaron's Entrepreneurial Journey Joe Lonsdale welcomes Aaron Cannon and co-host Jack Moskovich, discussing Aaron's career and co-founder Michael's firefighting background. Lonsdale shares his perspectives on founder archetypes and balancing paranoia with optimism in startups.6:13–8:49 · Guest teaching 4/10 Redefining Market Research with AI Moderation Aaron breaks down the market research landscape, contrasting low-quality mass surveys with high-touch, unscalable manual interviews. Joe readily agrees on how annoying traditional surveys are.8:49–12:45 · Guest teaching 6/10 Solving the Survey Scale vs. Interview Depth Trade-off Joe playfully probes how an AI keeps human attention, prompting Aaron to educate the room on social desirability bias and why users are more candid with conversational AI than with humans.12:45–15:16 · Guest teaching 5/10 Case Study: Weight Watchers and Investor Research Aaron outlines the Weight Watchers case study and selling new behavioral workflows to enterprise clients. Jack and Joe connect the dynamic to expert network calls in venture investing.15:16–22:30 · Guest teaching 4/10 AI as a Revenue Growth Engine vs. Cost Automation Joe demonstrates deep domain expertise by detailing enterprise feedback dynamics using his own company, Addepar. The group explores how AI moderation integrates with automated software engineering agents.22:30–28:18 · Guest teaching 5/10 Human-in-the-Loop Control and Synthetic Research Joe challenges the efficacy and creepiness of synthetic research and digital twins. Aaron clarifies that synthetic models must always operate in a hybrid loop backed by direct human validation.28:18–30:51 · Guest teaching 4/10 Rapid Revenue Growth and High-Bar Culture Aaron discusses Outset's rapid revenue growth, high offer acceptance rates, and his philosophy against artificial grind culture. Joe expresses admiration for the hiring rigor.30:51–35:19 · Guest teaching 3/10 Operational Velocity and Hands-On Onboarding Aaron details day-one onboarding practices and maintaining zero organizational overhead. Joe proposes deploying Outset immediately on 8VC podcast listeners, portfolio CEOs, and LPs.35:19–38:32 · Guest teaching 5/10 Market Tipping Point and Shift in Demand Jack and Aaron trace Outset's evolution from category creation and market education to fielding massive inbound enterprise demand. Aaron playfully corrects Joe by asserting they created the wave rather than merely catching it.38:32–39:59 · Guest teaching 3/10 Looking Ahead: Optimism for the Future of Tech and Society Joe closes with the signature American Optimist question. Aaron shares his long-term vision for improving everyday societal experiences like healthcare and education through deep user understanding.1:22–6:13 · Guest disagreement 1/10 Welcome and Aaron's Entrepreneurial Journey Joe Lonsdale welcomes Aaron Cannon and co-host Jack Moskovich, discussing Aaron's career and co-founder Michael's firefighting background. Lonsdale shares his perspectives on founder archetypes and balancing paranoia with optimism in startups.6:13–8:49 · Guest disagreement 1/10 Redefining Market Research with AI Moderation Aaron breaks down the market research landscape, contrasting low-quality mass surveys with high-touch, unscalable manual interviews. Joe readily agrees on how annoying traditional surveys are.8:49–12:45 · Guest disagreement 2/10 Solving the Survey Scale vs. Interview Depth Trade-off Joe playfully probes how an AI keeps human attention, prompting Aaron to educate the room on social desirability bias and why users are more candid with conversational AI than with humans.12:45–15:16 · Guest disagreement 1/10 Case Study: Weight Watchers and Investor Research Aaron outlines the Weight Watchers case study and selling new behavioral workflows to enterprise clients. Jack and Joe connect the dynamic to expert network calls in venture investing.15:16–22:30 · Guest disagreement 1/10 AI as a Revenue Growth Engine vs. Cost Automation Joe demonstrates deep domain expertise by detailing enterprise feedback dynamics using his own company, Addepar. The group explores how AI moderation integrates with automated software engineering agents.22:30–28:18 · Guest disagreement 3/10 Human-in-the-Loop Control and Synthetic Research Joe challenges the efficacy and creepiness of synthetic research and digital twins. Aaron clarifies that synthetic models must always operate in a hybrid loop backed by direct human validation.28:18–30:51 · Guest disagreement 1/10 Rapid Revenue Growth and High-Bar Culture Aaron discusses Outset's rapid revenue growth, high offer acceptance rates, and his philosophy against artificial grind culture. Joe expresses admiration for the hiring rigor.30:51–35:19 · Guest disagreement 1/10 Operational Velocity and Hands-On Onboarding Aaron details day-one onboarding practices and maintaining zero organizational overhead. Joe proposes deploying Outset immediately on 8VC podcast listeners, portfolio CEOs, and LPs.35:19–38:32 · Guest disagreement 2/10 Market Tipping Point and Shift in Demand Jack and Aaron trace Outset's evolution from category creation and market education to fielding massive inbound enterprise demand. Aaron playfully corrects Joe by asserting they created the wave rather than merely catching it.38:32–39:59 · Guest disagreement 0/10 Looking Ahead: Optimism for the Future of Tech and Society Joe closes with the signature American Optimist question. Aaron shares his long-term vision for improving everyday societal experiences like healthcare and education through deep user understanding.1:22–6:13 · Joe pushing back 1/10 Welcome and Aaron's Entrepreneurial Journey Joe Lonsdale welcomes Aaron Cannon and co-host Jack Moskovich, discussing Aaron's career and co-founder Michael's firefighting background. Lonsdale shares his perspectives on founder archetypes and balancing paranoia with optimism in startups.6:13–8:49 · Joe pushing back 1/10 Redefining Market Research with AI Moderation Aaron breaks down the market research landscape, contrasting low-quality mass surveys with high-touch, unscalable manual interviews. Joe readily agrees on how annoying traditional surveys are.8:49–12:45 · Joe pushing back 2/10 Solving the Survey Scale vs. Interview Depth Trade-off Joe playfully probes how an AI keeps human attention, prompting Aaron to educate the room on social desirability bias and why users are more candid with conversational AI than with humans.12:45–15:16 · Joe pushing back 1/10 Case Study: Weight Watchers and Investor Research Aaron outlines the Weight Watchers case study and selling new behavioral workflows to enterprise clients. Jack and Joe connect the dynamic to expert network calls in venture investing.15:16–22:30 · Joe pushing back 2/10 AI as a Revenue Growth Engine vs. Cost Automation Joe demonstrates deep domain expertise by detailing enterprise feedback dynamics using his own company, Addepar. The group explores how AI moderation integrates with automated software engineering agents.22:30–28:18 · Joe pushing back 4/10 Human-in-the-Loop Control and Synthetic Research Joe challenges the efficacy and creepiness of synthetic research and digital twins. Aaron clarifies that synthetic models must always operate in a hybrid loop backed by direct human validation.28:18–30:51 · Joe pushing back 1/10 Rapid Revenue Growth and High-Bar Culture Aaron discusses Outset's rapid revenue growth, high offer acceptance rates, and his philosophy against artificial grind culture. Joe expresses admiration for the hiring rigor.30:51–35:19 · Joe pushing back 1/10 Operational Velocity and Hands-On Onboarding Aaron details day-one onboarding practices and maintaining zero organizational overhead. Joe proposes deploying Outset immediately on 8VC podcast listeners, portfolio CEOs, and LPs.35:19–38:32 · Joe pushing back 1/10 Market Tipping Point and Shift in Demand Jack and Aaron trace Outset's evolution from category creation and market education to fielding massive inbound enterprise demand. Aaron playfully corrects Joe by asserting they created the wave rather than merely catching it.38:32–39:59 · Joe pushing back 0/10 Looking Ahead: Optimism for the Future of Tech and Society Joe closes with the signature American Optimist question. Aaron shares his long-term vision for improving everyday societal experiences like healthcare and education through deep user understanding.

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

0:00 · Joe 30% · guest 70%0:00 · Joe 30% · guest 70%3:00 · Joe 15.9% · guest 84.1%3:00 · Joe 15.9% · guest 84.1%6:00 · Joe 9.3% · guest 90.7%6:00 · Joe 9.3% · guest 90.7%9:00 · Joe 11.4% · guest 88.6%9:00 · Joe 11.4% · guest 88.6%12:00 · Joe 10.1% · guest 89.9%12:00 · Joe 10.1% · guest 89.9%15:00 · Joe 23.2% · guest 76.8%15:00 · Joe 23.2% · guest 76.8%18:00 · Joe 28.4% · guest 71.6%18:00 · Joe 28.4% · guest 71.6%21:00 · Joe 32.1% · guest 67.9%21:00 · Joe 32.1% · guest 67.9%24:00 · Joe 27.6% · guest 72.4%24:00 · Joe 27.6% · guest 72.4%27:00 · Joe 29.3% · guest 70.7%27:00 · Joe 29.3% · guest 70.7%30:00 · Joe 22.9% · guest 77.1%30:00 · Joe 22.9% · guest 77.1%33:00 · Joe 5.2% · guest 94.8%33:00 · Joe 5.2% · guest 94.8%36:00 · Joe 12.9% · guest 87.1%36:00 · Joe 12.9% · guest 87.1%39:00 · Joe 16.6% · guest 83.4%39:00 · Joe 16.6% · guest 83.4%
Sharpest disagreement ▶ 36:20 Creating the wave vs riding it

When Joe suggests that a wave is pulling the company forward, Aaron asserts contrarian ownership by countering that they created the category wave themselves.

Hardest push from Joe ▶ 25:13 Skepticism of synthetic digital twins

Joe directly challenges Aaron's synthetic research concept, warning that modeling human preferences without direct input leads to false assumptions.

Biggest teaching moment ▶ 11:32 Explaining social desirability bias

Aaron educates the host on why interviewees consistently share more honest, vulnerable data with AI moderators than with human interviewers.

Joe holds their own ▶ 19:01 Joe applies framework to Addepar's enterprise base

Joe draws directly on his experience building Addepar to explain exactly how high-touch human accounts differ from broad back-office user research.

the scores for every segment, with the reasoning behind each
ChapterTopicJoe as informed peerGuest teachingGuest disagreementJoe pushing backWhy
Welcome and Aaron's Entrepreneurial Journey 5211 Joe Lonsdale welcomes Aaron Cannon and co-host Jack Moskovich, discussing Aaron's career and co-founder Michael's firefighting background. Lonsdale shares his perspectives on founder archetypes and balancing paranoia with optimism in startups.
Redefining Market Research with AI Moderation 4411 Aaron breaks down the market research landscape, contrasting low-quality mass surveys with high-touch, unscalable manual interviews. Joe readily agrees on how annoying traditional surveys are.
Solving the Survey Scale vs. Interview Depth Trade-off 5622 Joe playfully probes how an AI keeps human attention, prompting Aaron to educate the room on social desirability bias and why users are more candid with conversational AI than with humans.
Case Study: Weight Watchers and Investor Research 5511 Aaron outlines the Weight Watchers case study and selling new behavioral workflows to enterprise clients. Jack and Joe connect the dynamic to expert network calls in venture investing.
AI as a Revenue Growth Engine vs. Cost Automation 7412 Joe demonstrates deep domain expertise by detailing enterprise feedback dynamics using his own company, Addepar. The group explores how AI moderation integrates with automated software engineering agents.
Human-in-the-Loop Control and Synthetic Research 6534 Joe challenges the efficacy and creepiness of synthetic research and digital twins. Aaron clarifies that synthetic models must always operate in a hybrid loop backed by direct human validation.
Rapid Revenue Growth and High-Bar Culture 4411 Aaron discusses Outset's rapid revenue growth, high offer acceptance rates, and his philosophy against artificial grind culture. Joe expresses admiration for the hiring rigor.
Operational Velocity and Hands-On Onboarding 5311 Aaron details day-one onboarding practices and maintaining zero organizational overhead. Joe proposes deploying Outset immediately on 8VC podcast listeners, portfolio CEOs, and LPs.
Market Tipping Point and Shift in Demand 4521 Jack and Aaron trace Outset's evolution from category creation and market education to fielding massive inbound enterprise demand. Aaron playfully corrects Joe by asserting they created the wave rather than merely catching it.
Looking Ahead: Optimism for the Future of Tech and Society 3300 Joe closes with the signature American Optimist question. Aaron shares his long-term vision for improving everyday societal experiences like healthcare and education through deep user understanding.

Statements from this episode (16)

Assertion Not checkable as stated
Lonsdale: Over 100 major companies use Outset for customer interviews
“Thanks to AI, over a hundred major companies are using him to interview tens of thousands of people to learn more about their product.”
Joe Lonsdale Jul 2, 2026 ▶ 1:03
Opinion
Cannon: Traditional surveys yield lowest quality customer data
“What we have is surveys, which are, you know, there are billions of surveys done a year, and they are the lowest quality data you could imagine.”
Aaron Cannon Jul 2, 2026 ▶ 7:32
Insight
Moskovich: AI combines survey scale with qualitative interview fidelity
“In this case, you either had large scale surveys, which were low fidelity, or manual interviews, which were lower scale, but higher fidelity. And now that you can have computers talk to people, you can have The scale of the survey with the fidelity of the manu…”
Jack Moskovich Jul 2, 2026 ▶ 9:23
Assertion Not checkable as stated
Cannon: Fortune 500s still base major decisions on manual interview summaries
“We'd be delivering this to some fortune 500 company that would have to make multi-billion dollar decisions based on me reading the transcript four times and pulling out some good clips and notes. And like that's a, that is a hard thing to do. And they're doing…”
Aaron Cannon Jul 2, 2026 ▶ 10:13
Insight
Cannon: AI interviews have much lower fatigue rates than surveys
“But the reality is, this has much lower fatigue rates than surveys. So, meaning that people will go for an hour And they won't drop off.”
Aaron Cannon Jul 2, 2026 ▶ 10:52
Insight
Cannon: People share things with AI they won't share with humans
“But people actually share things with AI that they won't share with the person.”
Aaron Cannon Jul 2, 2026 ▶ 11:28
Insight
Moskovich: Paid industry experts frequently mislead investors on research calls
“You know, we have a weird version of this in investing, where our research is called expert calls, And we run into this all the time, where you're talking to this expert who's actually being paid money to teach you something about a product or an industry, and…”
Jack Moskovich Jul 2, 2026 ▶ 13:15
Prediction Not checkable as stated
Cannon: AI Will Push User Researchers into an Infrastructure and Methodology Barbell
“What we see is that future of researchers is certainly different. They're not doing as much of the pure execution, but I kind of see like the barbell where they're either Like playing a big role in infrastructure. They're like laying the pipes for the entire c…”
Aaron Cannon Jul 2, 2026 ▶ 16:18
Insight
Cannon: Do not put AI between companies and high-touch customer relationships
“The answer is, like, if you are, want to have a relationship with that person, then have a relationship with that person, right? Don't, like, put AI between you and somebody you want to have a relationship with.”
Aaron Cannon Jul 2, 2026 ▶ 19:47
Prediction Not checkable as stated
Cannon: Synthetic research will exist side-by-side with human research
“I don't know if it's overhyped, but it is definitely going to be a kind of side by side with human research. Like, humans are extremely weird creatures, and we evolve quickly, and we change our minds, and there's things that are hot and then not hot. Like, I t…”
Aaron Cannon Jul 2, 2026 ▶ 24:23
Assertion Not checkable as stated
Lonsdale: People have built conversational AI models that mimic me
“Someone has built these models in me. Have you seen these things? It's really weird, and they send them to me, And it's them having a conversation with me, and it's, like, kind of annoying to listen to yourself already, but it's even more annoying if it's, lik…”
Joe Lonsdale Jul 2, 2026 ▶ 27:00
Assertion Not checkable as stated
Outset grew revenue 8x in the previous year, says Aaron Cannon
“We ADEX'd last year the trajectory continues to be exponential, which is obviously an insane experience, right?”
Aaron Cannon Jul 2, 2026 ▶ 28:45
Assertion Not checkable as stated
Outset maintains over 80% offer acceptance, beating multimillion-dollar lab packages
“We have a more than 80% acceptance rate of our offers. And these include, like, we've beaten labs with multi-million dollar packages.”
Aaron Cannon Jul 2, 2026 ▶ 29:38
Assertion Not checkable as stated
Outset has experienced zero regrettable employee churn since founding
“We've had zero regrettable churn of the company since starting.”
Aaron Cannon Jul 2, 2026 ▶ 29:55
Disclosure
Outset requires every new hire to build and run research studies on day one
“When people start, they always build and run their own studies. First thing they do.”
Aaron Cannon Jul 2, 2026 ▶ 31:03
Disclosure
Cannon: Outset abandons standard engineering pods for two-week project swarms
“And so, like, you know, we, for example, we, we've got, you know, more than 25 engineers. Like, historically, you put them into pods, and those pods are very structured, and they're focused on different things, and they're, like, suddenly you've got this kind …”
Aaron Cannon Jul 2, 2026 ▶ 34:42
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