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The Keys to Getting to $500M ARR In Just 7 Years with Attentive’s CEO

SaaStr

Everyone knew mobile commerce was exploding (from 15% in 2014 to 75% in 2024), but reaching customers on mobile was broken. CEO Amit Jhawar joined us at SaaStr Annual for a deep dive: 1. Solve The Hard Problem First And Patent It The first key insight? Attentive spent months with brands, consumers, and regulators to crack this.

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Usage-Based Revenue Models: Successes and Pitfalls from Checkr COO Lindsey Scrase on CRO Confidential

SaaStr

It was started in 2014 when founders Daniel and Jonathan were working together at a delivery startup and experienced firsthand how slow background checks were slowing down worker onboarding. Checkr’s go-to-market strategy was already well-established when Lindsay joined in 2022.

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The Fifth SaaS Correction

Tom Tunguz

Also, 2014 to 2016 saw a 57% reduction in multiples and of course after 2008. Cloud companies' fast growth multiplied by an appreciation in multiples has pushed valuations higher since 2014. Today, we’re in the midst of the fifth. But let’s look at the most recent five years. Correction Year.

SaaS 361
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5 Things That Are Actually Working and 5 Things That Aren’t in B2B SaaS AI with Ironclad’s CEO and a16z

SaaStr

With Ironclad’s journey from an AI-first concept in 2014 to a Series E+ company and a16z’s extensive portfolio view, their insights offer a valuable perspective on the current state of AI in SaaS. What’s Currently Working in AI for SaaS 1.

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The Latest SaaS IPO is a Re-IPO. Expect More of Them

SaaStr

Sailpoint x Thoma Bravo story is incredible Sep 2014: Thoma Bravo acquires VC-backed Sailpoint Nov 2017: TB takes Sailpoint public at ~$1.1B Because it’s not just new names. It’s also dozens of SaaS companies that went private and will IPO again … a second time. valuation Apr 2022: TB takes Sailpoint private at $6.9B

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5 Interesting Learnings From Five9 at $550,000,000 in ARR

SaaStr

In 2014, when I invested in then up-and-comer Talkdesk , it had long since IPO’d and was struggling at a $200m market cap. Five9’s revenues were 60% enterprise at IPO in 2014, but now are 83% enterprise. And Five9 has grown from just 3 $1m ACV customers in 2014 to 91 today: #2. Five9 is particularly interesting.

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Massive Acquisitions in Software Startups

Tom Tunguz

In 2014, 2016, 2020, 2021, these big mergers drove the figures into the tens of billions. Year Share Good Year 2012 18.4% - 2013 25.9% - 2014 65.5% Multi-billion dollar acquisitions, the blue bars, are the largest contributors to this swing. X 2015 20.1% - 2016 43.0% X 2019 23.4% - 2020 61.1% X 2021 43.8%