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A service for global professionals · Monday, May 5, 2025 · 809,718,147 Articles · 3+ Million Readers

AffiniPay Appoints Leslie Witt as Chief Product Officer

May 05, 2025 --

AffiniPay, a leader in legal practice management software, integrated payments, and solutions for professionals, is proud to announce the appointment of Leslie Witt, former executive at Headspace and Intuit, as the company’s new Chief Product Officer. Witt will be responsible for leading the company’s product transformation and strategy for leading solutions LawPay, MyCase, CASEpeer, Docketwise and CPACharge.

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Leslie Witt, Chief Product Officer of AffiniPay

Leslie Witt, Chief Product Officer of AffiniPay

“We are incredibly excited to welcome Leslie to the AffiniPay team,” said Dru Armstrong, Chief Executive Officer of AffiniPay. “She brings a powerhouse combination of product vision and strategic insight that will play a key role in shaping what’s next and delivering even greater value to our customers and their clients.”

Leslie Witt brings over two decades of experience in leading product teams, delivering customer-centric solutions, and driving operational growth across diverse industries. Most recently, she served as the Chief Product & Design Officer and Consumer Channel Leader at Headspace, where she led teams in creating innovative, user-centered products. Her experience spans product, content, brand, and go-to-market strategies, and her initiatives have impacted tens of millions of users worldwide.

Witt has extensive experience in the financial technology space, including advisory roles at FreshBooks, a leading small business invoicing and accounting platform. She previously held senior positions at Intuit, where she led global design, research, and innovation initiatives focused on small business solutions. Witt also founded the ‘Design for Money’ practice at IDEO, collaborating with major financial institutions, including Visa, Wells Fargo, MetLife, and the Gates Foundation, to drive innovation in the financial sector.

“I’m thrilled to join a company with such a strong reputation for innovation and customer-focused product solutions,” said Leslie Witt, Chief Product Officer of AffiniPay. “I look forward to collaborating with the talented teams at AffiniPay to amplify our impact and continue to set new standards of excellence while helping our customers achieve greater business success.”

This appointment underscores AffiniPay’s commitment to providing professionals with innovative technology to drive better business results. This addition follows the appointment of Nathan Waite as Chief Revenue Officer earlier this year.

For more information on AffiniPay’s leadership team, please visit here.

About AffiniPay

AffiniPay is a market leader in practice management software and online payments for professionals serving legal, accounting, architectural, engineering, and construction firms. AffiniPay has been recognized as one of Inc. 5000’s fastest-growing companies for 12 years in a row. Each of its brands leads the market it serves with solutions purpose-built by industry including LawPay, MyCase, CASEpeer, Docketwise, CPACharge, and AffiniPay for Associations. AffiniPay’s solutions are trusted by more than 245,000 legal & accounting professionals with more than 150 strategic partnerships and endorsements, including the American Bar Association and the American Institute of Certified Public Accountants. Visit affinipay.com to learn more.

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