Twilio’s Spring Surprise

Much to the relief of industry insiders, Twilio is keeping its Segment business. Some feared that Twilio would bow to investor pressure, and that would…

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The Klaviyo Papers

In a series of posts I call ‘the Klaviyo papers’ I wrote about Klaviyo’s business model. Klaviyo, like Attentive before it, and Twilio before it,…

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Messaging and Growth in the Pandemic

By March 2020, the pandemic had shut down the world. Its effect on businesses was swift and brutal. Airlines, hotels, restaurants, manufacturing, retail, health, and…

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Growth and Valuation in 2024

The seventh week of the year kicks off the earnings season for the messaging space. On Valentine’s Day, within twenty-four hours of each other, Twilio,…

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Twilio Announces a Transition

Ariana Huffington, Bill Gates, Ben Chestnutt, Jeff Bezos, Marc Benioff, Michael Dell, and Steve Jobs changed entire industries and, in some cases, the world. HuffPost…

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My Best Advice — John Lauer

John Lauer is your archetypical serial entrepreneur. While most famous for founding Zipwhip—sold to Twilio for a whopping $952 million (based on the closing date…

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