Jan 21, 2021 · 35m · 20vc

20VC: Hims Founder Andrew Dudum on Hims Going Public, The Reasoning and Benefits of SPACs, The Biggest Misconceptions of Successful Company Building & Wall St's Changing Perceptions Towards Growth and Profitability

Andrew Dudum · 25m spoken Harry Stebbings · 8m spoken
0:00 / 0:00

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In this episode of The 20 Minute VC, Harry Stebbings interviews Andrew Dudum, founder and CEO of Hims & Hers, exploring the company's rapid public listing via SPAC, lean team building strategies, hypergrowth execution, and the balance between growth and profitability.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Harry holds 26.3% of the talking time here. How this is scored →

Harry as informed peer 2.6 Guest teaching 3.0 Guest disagreement 1.0 Harry pushing back 1.9
05100:0010:0020:0030:002:37–7:28 · Harry as informed peer 2/10 Andrew Dudum's Journey and the Founding of Hims & Hers Harry asks standard background questions regarding the founding of Hims and gently probes on Andrew's view on hiring specialists versus generalists early on. Andrew explains his philosophy that companies should pivot quickly to specialists immediately after hitting product-market fit.7:28–9:43 · Harry as informed peer 2/10 Recruiting World-Class Executive Talent Harry cites investor Jules Maltz to frame a question about recruiting world-class executive talent. Andrew outlines how offering broader scope and communicating a compelling founder vision attracts top specialists.9:43–14:03 · Harry as informed peer 3/10 Managing Hypergrowth and Overcoming Operational Failures Harry pushes into operational failures during hypergrowth and asks how Andrew personally manages crisis moments. Andrew candidly details supply chain and checkout breakdowns while outlining his calm, non-emotional crisis management approach.14:03–21:18 · Harry as informed peer 4/10 Deciding to Go Public Early and the Benefits of SPACs Harry questions Andrew on choosing a SPAC route and explicitly challenges whether missing out on a first-day stock pop hurts public market hype. Andrew reframes the traditional first-day pop as evidence of mispricing and unnecessary shareholder dilution.21:18–25:07 · Harry as informed peer 3/10 Growth vs. Profitability and Micro-Units of Time Management Harry raises Wall Street's tension between growth and profitability and asks how Andrew structures time management. Andrew rejects standard calendar units like quarters or weeks in favor of micro-units throughout the day.25:07–29:26 · Harry as informed peer 2/10 Evolving Relationship with Wealth and Preparing for Fatherhood Harry invites Andrew to speak openly about personal wealth creation and impending fatherhood. Andrew discusses his fear of money changing personal relationships and his plan to give away most of his wealth.29:26–33:21 · Harry as informed peer 2/10 Quickfire Round: Influences, Advisors, and 5-Year Vision Harry runs through rapid-fire questions covering advisors, celebrity partners, and long-term vision. Andrew responds collaboratively, sharing light anecdotes about Snoop Dogg, A-Rod, and Jack Abraham.2:37–7:28 · Guest teaching 3/10 Andrew Dudum's Journey and the Founding of Hims & Hers Harry asks standard background questions regarding the founding of Hims and gently probes on Andrew's view on hiring specialists versus generalists early on. Andrew explains his philosophy that companies should pivot quickly to specialists immediately after hitting product-market fit.7:28–9:43 · Guest teaching 2/10 Recruiting World-Class Executive Talent Harry cites investor Jules Maltz to frame a question about recruiting world-class executive talent. Andrew outlines how offering broader scope and communicating a compelling founder vision attracts top specialists.9:43–14:03 · Guest teaching 3/10 Managing Hypergrowth and Overcoming Operational Failures Harry pushes into operational failures during hypergrowth and asks how Andrew personally manages crisis moments. Andrew candidly details supply chain and checkout breakdowns while outlining his calm, non-emotional crisis management approach.14:03–21:18 · Guest teaching 5/10 Deciding to Go Public Early and the Benefits of SPACs Harry questions Andrew on choosing a SPAC route and explicitly challenges whether missing out on a first-day stock pop hurts public market hype. Andrew reframes the traditional first-day pop as evidence of mispricing and unnecessary shareholder dilution.21:18–25:07 · Guest teaching 4/10 Growth vs. Profitability and Micro-Units of Time Management Harry raises Wall Street's tension between growth and profitability and asks how Andrew structures time management. Andrew rejects standard calendar units like quarters or weeks in favor of micro-units throughout the day.25:07–29:26 · Guest teaching 2/10 Evolving Relationship with Wealth and Preparing for Fatherhood Harry invites Andrew to speak openly about personal wealth creation and impending fatherhood. Andrew discusses his fear of money changing personal relationships and his plan to give away most of his wealth.29:26–33:21 · Guest teaching 2/10 Quickfire Round: Influences, Advisors, and 5-Year Vision Harry runs through rapid-fire questions covering advisors, celebrity partners, and long-term vision. Andrew responds collaboratively, sharing light anecdotes about Snoop Dogg, A-Rod, and Jack Abraham.2:37–7:28 · Guest disagreement 1/10 Andrew Dudum's Journey and the Founding of Hims & Hers Harry asks standard background questions regarding the founding of Hims and gently probes on Andrew's view on hiring specialists versus generalists early on. Andrew explains his philosophy that companies should pivot quickly to specialists immediately after hitting product-market fit.7:28–9:43 · Guest disagreement 0/10 Recruiting World-Class Executive Talent Harry cites investor Jules Maltz to frame a question about recruiting world-class executive talent. Andrew outlines how offering broader scope and communicating a compelling founder vision attracts top specialists.9:43–14:03 · Guest disagreement 1/10 Managing Hypergrowth and Overcoming Operational Failures Harry pushes into operational failures during hypergrowth and asks how Andrew personally manages crisis moments. Andrew candidly details supply chain and checkout breakdowns while outlining his calm, non-emotional crisis management approach.14:03–21:18 · Guest disagreement 2/10 Deciding to Go Public Early and the Benefits of SPACs Harry questions Andrew on choosing a SPAC route and explicitly challenges whether missing out on a first-day stock pop hurts public market hype. Andrew reframes the traditional first-day pop as evidence of mispricing and unnecessary shareholder dilution.21:18–25:07 · Guest disagreement 2/10 Growth vs. Profitability and Micro-Units of Time Management Harry raises Wall Street's tension between growth and profitability and asks how Andrew structures time management. Andrew rejects standard calendar units like quarters or weeks in favor of micro-units throughout the day.25:07–29:26 · Guest disagreement 0/10 Evolving Relationship with Wealth and Preparing for Fatherhood Harry invites Andrew to speak openly about personal wealth creation and impending fatherhood. Andrew discusses his fear of money changing personal relationships and his plan to give away most of his wealth.29:26–33:21 · Guest disagreement 1/10 Quickfire Round: Influences, Advisors, and 5-Year Vision Harry runs through rapid-fire questions covering advisors, celebrity partners, and long-term vision. Andrew responds collaboratively, sharing light anecdotes about Snoop Dogg, A-Rod, and Jack Abraham.2:37–7:28 · Harry pushing back 2/10 Andrew Dudum's Journey and the Founding of Hims & Hers Harry asks standard background questions regarding the founding of Hims and gently probes on Andrew's view on hiring specialists versus generalists early on. Andrew explains his philosophy that companies should pivot quickly to specialists immediately after hitting product-market fit.7:28–9:43 · Harry pushing back 1/10 Recruiting World-Class Executive Talent Harry cites investor Jules Maltz to frame a question about recruiting world-class executive talent. Andrew outlines how offering broader scope and communicating a compelling founder vision attracts top specialists.9:43–14:03 · Harry pushing back 2/10 Managing Hypergrowth and Overcoming Operational Failures Harry pushes into operational failures during hypergrowth and asks how Andrew personally manages crisis moments. Andrew candidly details supply chain and checkout breakdowns while outlining his calm, non-emotional crisis management approach.14:03–21:18 · Harry pushing back 4/10 Deciding to Go Public Early and the Benefits of SPACs Harry questions Andrew on choosing a SPAC route and explicitly challenges whether missing out on a first-day stock pop hurts public market hype. Andrew reframes the traditional first-day pop as evidence of mispricing and unnecessary shareholder dilution.21:18–25:07 · Harry pushing back 2/10 Growth vs. Profitability and Micro-Units of Time Management Harry raises Wall Street's tension between growth and profitability and asks how Andrew structures time management. Andrew rejects standard calendar units like quarters or weeks in favor of micro-units throughout the day.25:07–29:26 · Harry pushing back 1/10 Evolving Relationship with Wealth and Preparing for Fatherhood Harry invites Andrew to speak openly about personal wealth creation and impending fatherhood. Andrew discusses his fear of money changing personal relationships and his plan to give away most of his wealth.29:26–33:21 · Harry pushing back 1/10 Quickfire Round: Influences, Advisors, and 5-Year Vision Harry runs through rapid-fire questions covering advisors, celebrity partners, and long-term vision. Andrew responds collaboratively, sharing light anecdotes about Snoop Dogg, A-Rod, and Jack Abraham.

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

0:00 · Harry 97.8% · guest 2.2%0:00 · Harry 97.8% · guest 2.2%3:00 · Harry 13.1% · guest 86.9%3:00 · Harry 13.1% · guest 86.9%6:00 · Harry 18.8% · guest 81.2%6:00 · Harry 18.8% · guest 81.2%9:00 · Harry 16.5% · guest 83.5%9:00 · Harry 16.5% · guest 83.5%12:00 · Harry 12.1% · guest 87.9%12:00 · Harry 12.1% · guest 87.9%15:00 · Harry 8.4% · guest 91.6%15:00 · Harry 8.4% · guest 91.6%18:00 · Harry 8.7% · guest 91.3%18:00 · Harry 8.7% · guest 91.3%21:00 · Harry 18.3% · guest 81.7%21:00 · Harry 18.3% · guest 81.7%24:00 · Harry 12% · guest 88%24:00 · Harry 12% · guest 88%27:00 · Harry 23.7% · guest 76.3%27:00 · Harry 23.7% · guest 76.3%30:00 · Harry 17.1% · guest 82.9%30:00 · Harry 17.1% · guest 82.9%33:00 · Harry 87.5% · guest 12.5%33:00 · Harry 87.5% · guest 12.5%
Sharpest disagreement ▶ 19:50 Andrew reframing the IPO pop as costly dilution

Andrew directly rejects the conventional Silicon Valley narrative that a big first-day IPO pop is positive, arguing instead that doubling on day one means the company severely underpriced its deal and took on unnecessary dilution.

Hardest push from Harry ▶ 19:34 Harry challenging the lack of first-day market hype in a SPAC

Harry pushes back on the SPAC structure by asking whether avoiding a traditional IPO deprives Hims of first-day trading momentum and public hype.

Biggest teaching moment ▶ 18:00 Andrew explaining the structural mechanics and pricing advantages of SPACs

Andrew educates the host on the comparative advantages of SPACs over traditional IPOs, detailing price discovery, speed, management distraction, and front-end pricing commitment from institutional public investors.

Harry holds his own ▶ 21:18 Harry pressing on Wall Street's demand for growth over margin efficiency

Harry demonstrates market knowledge by pressing Andrew on how Hims intends to manage the growth versus profitability lever when Wall Street heavily favors growth above all else.

the scores for every segment, with the reasoning behind each
ChapterTopicHarry as informed peerGuest teachingGuest disagreementHarry pushing backWhy
Andrew Dudum's Journey and the Founding of Hims & Hers 2312 Harry asks standard background questions regarding the founding of Hims and gently probes on Andrew's view on hiring specialists versus generalists early on. Andrew explains his philosophy that companies should pivot quickly to specialists immediately after hitting product-market fit.
Recruiting World-Class Executive Talent 2201 Harry cites investor Jules Maltz to frame a question about recruiting world-class executive talent. Andrew outlines how offering broader scope and communicating a compelling founder vision attracts top specialists.
Managing Hypergrowth and Overcoming Operational Failures 3312 Harry pushes into operational failures during hypergrowth and asks how Andrew personally manages crisis moments. Andrew candidly details supply chain and checkout breakdowns while outlining his calm, non-emotional crisis management approach.
Deciding to Go Public Early and the Benefits of SPACs 4524 Harry questions Andrew on choosing a SPAC route and explicitly challenges whether missing out on a first-day stock pop hurts public market hype. Andrew reframes the traditional first-day pop as evidence of mispricing and unnecessary shareholder dilution.
Growth vs. Profitability and Micro-Units of Time Management 3422 Harry raises Wall Street's tension between growth and profitability and asks how Andrew structures time management. Andrew rejects standard calendar units like quarters or weeks in favor of micro-units throughout the day.
Evolving Relationship with Wealth and Preparing for Fatherhood 2201 Harry invites Andrew to speak openly about personal wealth creation and impending fatherhood. Andrew discusses his fear of money changing personal relationships and his plan to give away most of his wealth.
Quickfire Round: Influences, Advisors, and 5-Year Vision 2211 Harry runs through rapid-fire questions covering advisors, celebrity partners, and long-term vision. Andrew responds collaboratively, sharing light anecdotes about Snoop Dogg, A-Rod, and Jack Abraham.

Statements from this episode (15)

Assertion Not checkable as stated
Stebbings: Hims & Hers among fastest to reach $1B valuation and IPO
“They are one of the fastest companies to go from founding to one billion dollars, and they're also one of the fastest companies to go from founding to IPO.”
Harry Stebbings Jan 21, 2021 ▶ 0:10
Assertion Not checkable as stated
Dudum: Healthcare is US's last untouched multi-trillion dollar industry
“So, you know, I've been building for a long time, and it was a couple years ago that I really fell in love with the healthcare space, fell in love with the opportunity to help a lot of people, but also to digitize, I think, probably the last multi-trillion dol…”
Andrew Dudum Jan 21, 2021 ▶ 3:39
Assertion Partly supported
Dudum: Hims & Hers Went Public With Only 100-150 Employees
“With hims and hers, we're going public in the next couple of days. By the time people are listening to this, we might actually already be public, and the company is about a hundred people, 150 people, and that's incredibly small relative to Traditional Silicon…”
Andrew Dudum Jan 21, 2021 ▶ 4:33
Insight
Dudum: Startups Should Hire Specialists Immediately After Product-Market Fit
“The moment you have that moment where people are willing to pay for your offering, that's where I believe the specialization is really beneficial because you're talking about experience, brand, engineering, customer service, supply chain, whatever it might be.…”
Andrew Dudum Jan 21, 2021 ▶ 6:56
Assertion Not checkable as stated
Dudum: Hims & Hers Achieved Product-Market Fit Within First Month
“We hit product market fit within the first month or so of launch”
Andrew Dudum Jan 21, 2021 ▶ 7:15
Insight
Dudum: Specialized executive talent seeks broader scope than past roles offered
“I think one of the things that I've found is people that have incredible careers of specialization and they've built businesses and are really experts at what they do. They always want to push and prove to themselves that they can take on more ownership. And s…”
Andrew Dudum Jan 21, 2021 ▶ 7:51
Disclosure
Dudum: Hims had to completely rebuild its operations within six months
“Quite literally within the first six months, we had to rebuild the company after launch.”
Andrew Dudum Jan 21, 2021 ▶ 10:15
Insight
Dudum: Operational preparedness is unnecessary to prove product-market fit
“In retrospect, that preparedness wasn't necessary to prove the product market fit.”
Andrew Dudum Jan 21, 2021 ▶ 10:19
Assertion Supported
Dudum: Hims & Hers is approaching $150M in revenue after three years
“With now just three years in, we're approaching hundred and fifty million in revenue roughly, right?”
Andrew Dudum Jan 21, 2021 ▶ 14:23
Assertion Supported
Dudum: Hims & Hers operates with 76% gross margins
“Our margins are 76%, right?”
Andrew Dudum Jan 21, 2021 ▶ 15:08
Prediction Held up
Dudum: More startup founders will choose SPACs over traditional IPOs
“And so I fully expect in the next five, 10 years, more founders to consider that route because it was not something that I had heard of and not something my board had heard of, but we just looked at it from the ground up and dissected it and ended up feeling r…”
Andrew Dudum Jan 21, 2021 ▶ 19:22
Insight
Dudum: First-day IPO stock pops signal severe equity mispricing and unnecessary dilution
“The fact that a company is doubling in value the first day It means that the company was taking money as part of the IPO at the wrong price, at a price that was probably 50% what they should have been doing. And so there's a huge amount of dilution that they i…”
Andrew Dudum Jan 21, 2021 ▶ 20:00
Assertion Supported
Dudum: 90% of Hims & Hers revenue is recurring subscriptions
“90% of business is recurring revenue.”
Andrew Dudum Jan 21, 2021 ▶ 22:33
Prediction Not checkable as stated
Andrew Dudum: Will give away most wealth in next 10 to 30 years
“And so I think you'll see us give most of that money away in the next 10, 20, 30 years.”
Andrew Dudum Jan 21, 2021 ▶ 27:33
Disclosure
Ron Conway introduced Snoop Dogg to Andrew Dudum before Snoop invested
“Ron Conway introduced me to Snoop. We smoked weed, ate Popeyes, and ate our vitamin gummies, and he loved the vitamin gummies and decided to get signed up.”
Andrew Dudum Jan 21, 2021 ▶ 29:53
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