From reluctant founder to $2B valuation: The story of Persona | Rick Song (Co-founder and CEO)
Rick Song is the co-founder and CEO of Persona, the identity verification platform used by some of the world’s largest companies. Before starting Persona, Rick worked on identity fraud and risk products at Square, which laid the groundwork for what would become Persona’s highly technical, horizontal platform. Since founding the company, Rick has scaled Persona into a category-defining leader, recently raising a $200M Series D at a $2B valuation.
In today’s episode, we discuss:
How Rick’s skepticism shaped Persona’s early strategy
What it takes to scale a true platform company
Successful execution in hypercompetitive markets
What Rick’s learned from his co-founder, Charles Yeh
and much more…
Referenced:
Accenture: accenture.com
Anthropic: anthropic.com
Braze: braze.com
Bridgewater Associates: bridgewater.com
Charles Yeh: linkedin.com/in/charlesyeh/
Christie Kim: linkedin.com/in/christiekimck/
Clay: clay.com
Kareem Amin: linkedin.com/in/kareemamin/
MIT: mit.edu
Newfront: newfront.com
Palantir: palantir.com/
Persona: withpersona.com
Rippling: rippling.com
Scale AI: scale.com
Snowflake: snowflake.com
Square: squareup.com
Y Combinator: ycombinator.com
Zachary Van Zant: linkedin.com/in/zacharyv/
Where to find Rick:
LinkedIn: https://www.linkedin.com/in/rick-song-25198b24/
Where to find Brett:
LinkedIn: https://www.linkedin.com/in/brett-berson-9986094/
Twitter/X: https://twitter.com/brettberson
Where to find First Round Capital:
Website: https://firstround.com/
First Round Review: https://review.firstround.com/
Twitter/X: https://twitter.com/firstround
YouTube: https://www.youtube.com/@FirstRoundCapital
This podcast on all platforms: https://review.firstround.com/podcast
Timestamps:
(0:05) Life before Persona
(2:11) The push from Charles
(3:09) Early reluctance and low expectations
(9:50) Winning the first $50 customer
(13:08)“Invalidating” Persona
(16:43) How Persona found their edge
(19:35) Transitioning from MVP to platform
(24:18) Turning down a $5K deal on principle
(26:47) Generalizing bespoke solutions
(28:28) Finding product-market fit
(33:51) Founder-led sales and consultative approach
(39:30) Building a culture of reactivity
(45:47) Landing the first enterprise customers
(51:34) Silicon Valley’s obsession with frameworks
(58:17) Developing first principles thinking
(1:00:24) Stay competitor-informed
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1:14:59
How a weekend hack became a multimillion-dollar AI startup | Adit Abraham (Co-founder & CEO at Reducto)
Adit Abraham is the co-founder and CEO of Reducto, which helps leading AI teams extract and structure data from complex documents and spreadsheets in their pipeline. Within 6 months of launching, Reducto went from 0→7 figures in ARR. Reducto has grown to process tens of millions of pages monthly for companies ranging from startups to Fortune 10 enterprises. They just announced a $24M Series A. Before Reducto, Adit was a Product Manager at Google, working on Ads and Search, and conducted machine learning research at MIT's Media Lab.
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In today’s episode, we discuss:
How listening to customers revealed an opportunity to pivot
The weekend project that became Reducto's breakthrough
Landing a Fortune 10 customer
A technical founder's guide to sales
Key insights from Reducto's fundraising journey
Advice for founders: “You’re going to fail”
Much more
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Referenced:
Anthropic: https://www.anthropic.com/
Chetan Puttagunta: https://www.linkedin.com/in/chetanputtagunta/
Diana Hu: https://www.linkedin.com/in/sdianahu/
Liz Wessel: https://www.linkedin.com/in/elizabethwessel/
Raunak Chowdhuri: https://www.linkedin.com/in/sauhaarda/
Reducto: https://reducto.ai/
Scale AI: https://scale.com/
Stripe: https://stripe.com/
Textract: https://aws.amazon.com/textract/
Y Combinator: https://www.ycombinator.com/
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Where to find Adit:
LinkedIn: https://www.linkedin.com/in/aditabraham/
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Where to find Brett:
LinkedIn: https://www.linkedin.com/in/brett-berson-9986094/
Twitter/X: https://twitter.com/brettberson
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Where to find First Round Capital:
Website: https://firstround.com/
First Round Review: https://review.firstround.com/
Twitter/X: https://twitter.com/firstround
YouTube: https://www.youtube.com/@FirstRoundCapital
This podcast on all platforms: https://review.firstround.com/podcast
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Timestamps:
(00:00) Hackathons, YC, and an unexpected pivot
(05:23) The weekend project that became Reducto's breakthrough
(09:11) How customer signal led to PDF processing
(14:46) Landing a Fortune 10 customer
(22:42) Building “transferable features”
(25:58) How caring beats sales skills in startup growth
(30:28) The strategy behind Reducto's horizontal expansion
(36:18) Hire slow, go-to-market fast
(41:45) A technical founder's guide to sales
(43:45) “You’re going to fail”
(46:27) Why startups win
(48:30) Key insights from Reducto's fundraising journey
(51:43) Less structure, more impact
(55:00) How frustrations shaped Reducto’s culture
(57:35) The question you should always ask in meetings
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1:00:02
1Password’s growth story | How they went from bootstrapped to $6B company | Jeff Shiner (CEO)
Jeff Shiner is the CEO of 1Password, the access management company used by over 100,000 businesses and millions of individuals worldwide. He joined 1Password as CEO in 2012, when the team was just under 20 people. Under Jeff’s leadership, 1Password expanded into B2B, launched a SaaS platform, and scaled from a small family-run operation into a global company. In 2019, Jeff led 1Password through its first-ever funding round – a $200M Series A from Accel – to build out its go-to-market team and accelerate product development. Before joining 1Password, Jeff held senior roles at IBM and led teams through multiple acquisitions and integrations.
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In today’s episode, we discuss:
Why bootstrapping isn’t always what it’s cracked up to be
The switch from a consumer product to B2B
Launching before billing — and why that worked
When being “too secure” nearly killed the product
Becoming CEO… without telling anyone
Much more
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Referenced:
1Password: https://1password.com
Accel: https://www.accel.com
Arun Mathew: https://www.linkedin.com/in/arun-mathew-b7186412/
David Teare: https://www.linkedin.com/in/daveteare/
Floodgate: https://floodgate.com
LastPass: https://www.lastpass.com
Mike Maples: https://www.linkedin.com/in/maples/
Natalia Karimov: https://1password.com/company/meet-the-team/natalia-karimov
Roustem Karimov: https://www.linkedin.com/in/roustem/?originalSubdomain=ca
Sara Teare: https://1password.com/company/meet-the-team/sara-teare
Shopify: https://www.shopify.com
Tobi Lütke: https://www.linkedin.com/in/tobiaslutke/
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Where to find Jeff:
LinkedIn: https://www.linkedin.com/in/jshiner
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Where to find Brett:
LinkedIn: https://www.linkedin.com/in/brett-berson-9986094/
Twitter/X: https://twitter.com/brettberson
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Where to find First Round Capital:
Website: https://firstround.com/
First Round Review: https://review.firstround.com/
Twitter/X: https://twitter.com/firstround
YouTube: https://www.youtube.com/@FirstRoundCapital
This podcast on all platforms: https://review.firstround.com/podcast
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Timestamps:
0:03 – How Jeff got involved with 1Password
2:01 – How 1Password was initially set up
10:41 – The secret CEO
13:44 – What Jeff’s first six months encompassed
16:13 – The lightbulb moment that caused a pivot
17:50 – 1Password’s unusual company journey
22:08 – Creating an aligned product roadmap
29:19 – Retaining a customer-centric focus at scale
30:40 – Why 1Password’s first B2B product failed
39:43 – How Jeff thinks about competitors
46:44 – Building different go-to-market functions
52:45 – Staying bootstrapped for 15 years
57:17 – Jeff’s one regret
1:02:00 – 1Password’s most pivotal moments
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1:08:08
Scrappy tactics and a huge post-COVID pivot | Owner’s unconventional journey to product-market fit | Adam Guild (Co-founder and CEO of Owner)
Adam Guild is the co-founder and CEO at Owner, an online food ordering system for independent restaurants. Within a year, Owner went from being about to run out of money to having hundreds of customers. Last year, they raised a $33M Series B.
Adam’s entrepreneurial journey began as a teenager when he built a successful Minecraft server, which led him to drop out of high school to become a founder. His passion for helping small businesses was sparked by his mom’s struggles running a dog grooming shop, which led him to launch the early iteration of Owner.
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In today’s episode, we discuss:
How working with a small business kickstarted Owner
Adam’s unusual outbound strategy
Why the pandemic accelerated Owner’s success
How Owner’s pivot led to “hyperbolic” product-market fit
The two qualities Adam looks for in new hires
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Referenced:
Alex Bard: https://www.linkedin.com/in/alexbard/
Dean Bloembergen: https://www.linkedin.com/in/deanbloembergen/
Guisados: https://www.guisados.la/
HubSpot: https://www.hubspot.com/
Jack Altman: https://www.linkedin.com/in/jackealtman/
Kimbal Musk: https://www.linkedin.com/in/kimbalmusk/
Modern Restaurant Management: https://modernrestaurantmanagement.com/
Naval Ravikant: https://www.linkedin.com/in/navalr/
Neil Patel: https://www.linkedin.com/in/neilkpatel/
Peter Thiel: https://www.linkedin.com/in/peterthiel/
P.F. Chang's: https://www.pfchangs.com/
Sean Rad: https://www.linkedin.com/in/seanrad/
Thiel Fellowship: https://thielfellowship.org/
Tim Ferriss: https://www.linkedin.com/in/timferriss/
Y Combinator: https://www.ycombinator.com/
--
Where to find Adam:
LinkedIn: https://www.linkedin.com/in/adamharrisonguild/
--
Where to find Brett:
LinkedIn: https://www.linkedin.com/in/brett-berson-9986094/
Twitter/X: https://twitter.com/brettberson
Where to find First Round Capital:
Website: https://firstround.com/
First Round Review: https://review.firstround.com/
Twitter/X: https://twitter.com/firstround
YouTube: https://www.youtube.com/@FirstRoundCapital
This podcast on all platforms: https://review.firstround.com/podcast
--
Timestamps:
(00:00) Intro
(01:29) Adam’s first business
(04:15) The transition from Minecraft to Owner
(05:58) The dark side of the gaming industry
(14:20 Adam’s scrappy strategy to landing his first customers
(16:52) The COVID pivot
(21:31) The quest to find product-market fit
(30:53) What actually worked to get new customers
(36:03) Inside Owner’s explosive growth
(46:41) How Owner secured its crucial first round of funding
(53:34) The bet on going multi-product
(64:28) What Adam wishes he knew at 17
(76:22) Sales-led vs. product-led growth
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1:23:29
What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Head of Global Product at Stripe)
Eeke de Milliano is the Head of Global Product at Stripe, helping drive innovation and success in the company's product line. Before this role, she was Head of Product at Retool and co-founded Constellate. Eeke previously spent 6 years as Product Lead at Stripe, working with the company during their hyper-growth era.
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In today’s episode, we discuss:
Eeke’s wealth of experience as an executive leader
The challenges companies face when hiring new executives
Common hiring red flags and pitfalls
Practical advice for measuring success
Why learning your strengths is an underrated piece of the process
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Referenced:
ASML: https://www.asml.com/en
Claire Hughes Johnson: https://www.linkedin.com/in/claire-hughes-johnson-7058/
Constellate: https://constellate.team/
John Collison: https://www.linkedin.com/in/johnbcollison/
Mike Maples Jr.: https://www.linkedin.com/in/maples/
Patrick Collison: https://www.linkedin.com/in/patrickcollison/
Retool: https://retool.com/
Stripe: https://stripe.com/
Will Gaybrik: https://www.linkedin.com/in/william-gaybrick-5730347/
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Where to find Eeke:
LinkedIn: https://www.linkedin.com/in/eeke-de-milliano-3b05a629/
–
Where to find Brett:
LinkedIn: https://www.linkedin.com/in/brett-berson-9986094/
Twitter/X: https://twitter.com/brettberson
–
Where to find First Round Capital:
Website: https://firstround.com/
First Round Review: https://review.firstround.com/
Twitter/X: https://twitter.com/firstround
YouTube: https://www.youtube.com/@FirstRoundCapital
This podcast on all platforms: https://review.firstround.com/podcast
–
Timestamps:
(00:00) Should you ‘buy or build’ a leader
(03:45) Why do executive hires fail so often?
(09:35) Why the stakes are so high for leadership hires
(12:26) The hardest document Eeke ever wrote
(14:06) Two red flags in a new hire
(17:27) An example of an outstanding leader
(21:40) What creates dysfunctional exec relationships
(22:38) The three steps towards hiring successful leaders
(30:30) What you should know about outside hires
(33:12) Eeke’s advice for easing leadership transitions
(42:06) How to notice success patterns
(47:21) Why high-functioning executive teams are like parents
(52:02) The most surprising lesson from Eeke’s first stint at Stripe
(55:11) The leadership data Eeke wishes we had
Welcome to In Depth, a new podcast from First Round Review that’s dedicated to surfacing the tactical advice founders and startup leaders need to grow their teams, their companies and themselves. Hosted by Brett Berson, a partner at First Round, In Depth will cover a lot of ground and a wide range of topics, from hiring executives and becoming a better manager, to the importance of storytelling inside of your organization. But every interview will hit the level of tactical depth where the very best advice is found. We hope you’ll join us. Subscribe to “In Depth” now and learn more at firstround.com