Paying per resolved contact
“And the customer is primarily just paying us a dollar 50 per contact that we're able to resolve end to end.”
Founder conversationGuru $10m+
How Flip Raised a $20M Series A Automating Support Calls With Voice AI
Brian Schiff explains how Flip moved from a ride sharing app to verticalized voice AI, how it prices per resolved contact, and why he would say no to a $150M cash offer.
Brian Schiff · Flip
Published April 23, 2026About this resource
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What you’ll learn
Brian Schiff, co-founder and CEO of Flip (formerly RedRoute), explains how the company moved from a Cornell ride sharing app to verticalized voice AI that automates customer support calls in transportation, retail and healthcare. He covers the free setup and $1.50 per resolved contact pricing, the $8.5M round in 2021 and the $20M Series A at about a $100M valuation, and why he and his co-founder would say no to a $150M all-cash offer.
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Which industries to enter
“You need industries where there is a high degree of competition, which forces the companies to need to innovate”
COVID hit usage-based revenue
“So we saw overnight 80%, 90% of our revenue usage based model came back and nipped us in the behind. We saw March 2020, it all disappeared.”
Growing 3x with low burn
“over the last couple of years, we've been growing at a three X year over year rate and we've been doing it with like a remarkable level of efficiency.”
Partners over the largest term sheet
“we had three or four term sheets. We did not go with the largest term sheet, but we went with the partners that we were excited to build with”
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Brian Schiff
Co-Founder & CEO · Flip
- Company revenue
- $13M
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