Sure

16 statements across 1 episodes · 8 bullish · 0 bearish · 1 people on the record · first statement Nov 17, 2025 by Wayne Slavin · said 9 times in 1 episodes since 2025 · across every show →

Mentions by year

brought up most by Wayne Slavin (6), Pablo Srugo (3)

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Everything said about Sure, oldest first

Nov 17, 2025 positive
Assertion Not checkable as stated
Slavin: Sure scaled renters insurance to $1M ARR in under a year
“Yeah, I think even, even faster than that in terms of ARR.”
Wayne Slavin Nov 17, 2025 ▶ 39:48 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
Nov 17, 2025 positive
Assertion Not checkable as stated
Sure was profitable and retained all Series B cash at Series C
“So when we raised our Series C in twenty-twenty-one we had every dollar of our Series B in the bank still. And we were actually profitable, net income positive, not, you know, community adjusted EBITDA or some weird thing. We actually were profitable.”
Wayne Slavin Nov 17, 2025 ▶ 44:54 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
Nov 17, 2025 neutral
Insight
Slavin: 22 minutes after airport arrival was the optimal push notification timing
“I want to say it was like, 22 minutes after arrival was the optimal time to push somebody a notification to do that.”
Wayne Slavin Nov 17, 2025 ▶ 24:22 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
Nov 17, 2025 positive
Insight
Slavin: Founders do not need engineers to land carrier partners
“Because really, what did I need engineers for to go get an insurance company to be our partner, right? And so you could have been building stuff, but were you building the right stuff? Was that actually a good use of time? And so it was very much like, hey, ho…”
Wayne Slavin Nov 17, 2025 ▶ 14:05 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
Nov 17, 2025 positive
Assertion Not publicly verifiable
Slavin: Three of Sure's first five employees remain 10 years later
“The first five guys were folks I'd worked with previously, and some of them in two companies, and three out of those five are still at the company 10 years later.”
Wayne Slavin Nov 17, 2025 ▶ 11:58 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
Nov 17, 2025 positive
Disclosure
Slavin used a South African underwriter to land the same US carrier
“And that first insurance company in South Africa provided the validation to go to the U.S. And meet with that same insurance company in the U.S. And say, we're already doing it with your counterparts. Why don't we just do it here?”
Wayne Slavin Nov 17, 2025 ▶ 16:27 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
Nov 17, 2025
Assertion Not checkable as stated
Slavin: Flight insurance prototype achieved 15.91% conversion rate to payment
“From clicking on an ad to going through that whole process, which isn't actually that simple. We converted 15.91% of people.”
Wayne Slavin Nov 17, 2025 ▶ 4:54 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
Nov 17, 2025 neutral
Disclosure
Slavin: Sure pivoted because its DNA was software, not consumer marketing
“What we got wrong and or I got wrong is our DNA is more about building product and tech, less about marketing and customer acquisition and In hindsight, my why is much more about helping other people build things versus us building a brand”
Wayne Slavin Nov 17, 2025 ▶ 9:27 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
Nov 17, 2025 positive
Disclosure
Slavin: Sure pivoted from D2C mobile app to Fortune 500 enterprise infrastructure
“Where we figured out and really nailed our why and our mission was we were really the best at the tech to facilitate the transactions. And that, that part was where we differentiated and really started the journey going from a direct to consumer mobile app To …”
Wayne Slavin Nov 17, 2025 ▶ 26:42 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
Nov 17, 2025 positive
Insight
Slavin: Selling familiar risk helped Sure sign initial insurance carriers
“It was really just a different distribution of something they were selling already, which turned out to be one of the big factors to get our first partners on board.”
Wayne Slavin Nov 17, 2025 ▶ 8:56 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
Nov 17, 2025
Insight
Slavin: Low-dollar products fail without recurring revenue or zero CAC
“Small dollar things work really well if you have no CAC. Right? If there's no cost to acquire that customer, sell a dollar thing all day long, no problem. But when you have to go acquire the customer, and they're not repeat, and it's not recurring, man, that i…”
Wayne Slavin Nov 17, 2025 ▶ 28:20 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
Nov 17, 2025
Opinion
Slavin: Insurance progress takes a decade compared to one year elsewhere
“But I'd say in other industries, the 10 years could happen in 12 months. I just happened to unknowingly choose an industry that A decade is equivalent to a year in other industries.”
Wayne Slavin Nov 17, 2025 ▶ 12:57 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
Nov 17, 2025
Assertion Not checkable as stated
Slavin: Users repeated flight insurance signup flow seven times despite errors
“What was fascinating is we saw people coming back, going through that whole process seven times.”
Wayne Slavin Nov 17, 2025 ▶ 5:41 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
Nov 17, 2025 positive
Disclosure
Slavin: Sure powers embedded insurance for Tesla, Toyota, and Intuit
“What we're specialized in, in a category of our own, is helping Fortune 500, Fortune 100 consumer and B to B brands embed insurance. And so we've done that with some of the biggest brands in the world, folks like Tesla, Toyota, Better.com, MasterCard, Intuit”
Wayne Slavin Nov 17, 2025 ▶ 31:41 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
Nov 17, 2025 neutral
Disclosure
Slavin: Sure functions like Visa and Mastercard for the insurance industry
“We function kind of like in the credit card industry, kind of like a visa and mastercard. They are not the brand that gives you the credit card and they're not the folks you buy stuff from.”
Wayne Slavin Nov 17, 2025 ▶ 1:18 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
Nov 17, 2025 neutral
Disclosure
Sure no longer works with Tesla but runs even larger insurance programs
“And some of the programs we run today, we no longer work with those guys, but some of the things we do today are even bigger.”
Wayne Slavin Nov 17, 2025 ▶ 47:05 He tested his idea in one weekend—then raised $120M. | Wayne Slavin, Founder of Sure · PMF Show
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