listing page or single post https://www.hellersearch.com/the-heller-report The Heller Report

The fastest way to transform an organization isn't to hire outside experts or send people to training programs. It's to turn your own employees into teachers.

That's the insight Vipin Gupta discovered as chief innovation and digital officer at Toyota Financial Services, where he made teaching a core job responsibility across the company. "People can absorb change faster, learn more new skills, and modernize operations more effectively when they become teachers," says Gupta, now president, CTO, and chief product officer at FliptRx, a company that offers pharmacy benefit management and SaaS to optimize pharmacy benefit manager workflows.

At TFS, this practice helped launch the industry's first multi-tenant auto finance platform in under a year. Now at FliptRx, Gupta continues to champion this approach. The key? Treating continuous education not as an HR program, but as the operating system for scale, speed, and culture change.

Read today's lead item for Gupta's seven-point framework, including how to activate a "learn-do-teach-do-learn" cycle and why making teaching an essential management responsibility changes everything.

Also in this edition: veteran IT leader Ray Bordogna shares an excerpt from his new book on AI and business transformation; and Major League Baseball decides to have robot backups for umpires behind home plate next season.

 

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Martha Heller
CEO

Heller

How to Keep Up with the Pace of AI: Build a Teaching Muscle

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Faced with a challenging IT adoption curve when he was chief innovation and digital officer at Toyota Financial Services, Vipin Gupta found that instituting a culture of teaching – where workers become peer educators – catalyzes an enterprise’s ability to adapt and improves engagement. In this article, Gupta, now president, CTO, and chief product officer at FliptRx, describes how to treat education as a core business strategy.

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AI as the Intersection of Business and Digital Transformation

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In this excerpt from Beacon: The Definitive Business Guide to AI Strategy and Transformation, Ray Bordogna, Chief AI Officer at management consultancy QuantumPivot, lays out a playbook for business leadership in the age of artificial intelligence. Themes from the book, due out Oct. 21, delve into envisioning success; analyzing the competitive landscape and AI successes in other industries; and evaluating your organization’s data and cultural readiness for AI implementations. 

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Major League Baseball Will Use Robot Umpires in 2026

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Major League Baseball will use an automated system to track pitches in 2026, the Associated Press reported. Human umpires will continue to call balls and strikes, but teams will have two challenges per game if they disagree with a ruling. Outfield videoboards will showcase reviews of the disputed pitches. “I think with any sort of technology, there’s not 100% certainty of the accurateness of the system. I think the same can be said of umpires,” said New York Yankees outfielder Austin Slater, who was on the committee that approved the change. The AP noted that, according to UmpScorecards, big league umpires call roughly 94% of pitches correctly.

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Featured Executive Placement: Amway

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Heller was recently retained to recruit a Chief Technology Officer for Amway. Based in Ada, Mich., Amway is an entrepreneur-led health and wellbeing company that empowers people to build their own Amway business with exceptional products. It is committed to helping people live better lives across more than 100 countries and territories worldwide. For this role, we placed Ryan Talbott who most recently served as Vice President and Global Chief Information Officer for BorgWarner. Talbott earned a B.B.A. from the University of Illinois and an MBA from Michigan State University. Best of luck, Ryan!

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