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Zenskar Raises $15 Million to Fix the Billing Problems Every CFO Hates With AI
In this week’s Monday Conversation with Karen Webster, Zenskar CEO Apurv Bansal says modern contracts have outgrown old billing systems.
22:24
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Wizard’s CEO: 91% of AI Shopping Is Just Chat With No Checkout
CEO Melissa Bridgeford says Wizard combines spending intelligence, native checkout and personalization to turn AI chat into actual commerce.
26:27
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Affirm: Agentic Credit Rewrites the Rules of Consumer Lending
Affirm President Libor Michalek tells PYMNTS CEO Karen Webster why the old credit card model may be running out of room.
24:26
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Payments Modernization Is Insurance’s Next Big Margin Engine
One Inc. CEO Ian Drysdale tells PYMNTS CEO Karen Webster that paper checks drain insurers’ margins, raise fraud risk and slow claims.
25:13
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Hippo’s CEO Says InsurTech Grew Up and the Progressive Deal Proves It
Hippo CEO Rick McCathron tells Karen Webster that its new distribution partnership with Progressive shows the smarter play is collaboration.
25:59
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David’s Bridal CEO Kelly Cook on Betting Big and Knowing When Not To
Ahead of her one-year anniversary as CEO, Kelly Cook talks with Karen Webster about her push to reinvent David’s Bridal.
24:40
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Visa Sees Asia Pacific Leading Global Shift to Intelligent Commerce
Visa Asia Pacific President Stephen Karpin tells PYMNTS that trust, interoperability and flexible credentials will determine who leads and who gets left behind.
26:04
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New Branch CFO Say IPO Is a Discipline Not a Destination
Branch CFO Matt Peterson tells Karen Webster that the real driver of America’s paycheck-to-paycheck crisis is a payment system built for 1950.
16:33
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The Medical School Dean Who Says AI in Healthcare Moved Faster Than He Ever Expected
Marschall Runge, former CEO and dean of Michigan Medicine, says he was wrong to be cautious about healthcare AI.
24:41
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PicPay Takes Its Credit Strategy to Wall Street With U.S. IPO
PicPay’s U.S. IPO marks a shift toward credit-driven growth built on wallet data, underwriting discipline and deeper customer engagement.
14:49
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SAP Product Chief Says Data Foundations, Not Storefronts, Now Define Retail Success
SAP CX President Balaji Balasubramanian explains why data foundations will determine which retailers stay visible in the agentic AI era.
22:14
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Former OCC Director Michael Hsu Takes a Seat at the Venture Table
Michael Hsu explains to Karen Webster how guardrails, trust and disciplined innovation will shape the future of payments.
22:05
