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Business Quarter Executive

Executive interviews

Thriving amid the unexpected

LoopUp's Steve Flavell on pivots, pain points, and leadership in the age of intelligent communications

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Business Quarter
Aug 04, 2025
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In today’s enterprise landscape, even long-standing market leaders find themselves at the mercy of relentless disruption. What does it really take to not only survive — but to transform — when your business model is upended overnight? We spoke directly with Steve Flavell, Co-CEO and Co-Founder at LoopUp, to cut through the platitudes and get to the realities of strategic reinvention, scaling culture, and staying ahead in the cloud communications arms race.

For context: LoopUp didn’t begin in a boardroom or accelerator, but at 2am on the floor of the Mandalay Bay casino in Las Vegas. It was there, over a late-night blackjack game, that Flavell and his fellow Stanford alum, Michael Hughes, shook hands with their first investor — setting the company’s unlikely journey in motion.

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