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Calgary’s Wagepoint Unveils Ben Richmond as New CEO to Power ‘Next Stage of Growth’

July 22, 2025 by Knowlton Thomas Leave a Comment

Wagepoint is appointing a new chief executive officer, the Calgary-based provider of payroll and HR software for small businesses announced this week.

Ben Richmond will head Wagepoint as President and Chief Executive Officer effective August 18.

“I’m honored to join Wagepoint at such an exciting time,” Richmond remarked. “I look forward to working with our teams, accountants, and bookkeepers to deliver even greater value and delight to our customers.”

Richmond, who will also join the company’s Board of Directors, boasts 15 years of leadership experience in the fintech space. Most recently, he was Managing Director for North America at Xero.

His appointment at Wagepoint comes “at a pivotal moment” as the Alberta fintech rolls out the next generation of its payroll platform.

“Small businesses are the backbone of the economy, and Wagepoint has built a strong foundation with its simple, human-focused payroll solutions,” says Richmond. “With my experience across SMBs, payments, and go-to-market strategy, I’m excited to help lead the next stage of growth as we scale the digitization of Canadian small business.”

Founded in 2012, Wagepoint serves over 25,000 small businesses, accountants, and bookkeepers across Canada. The fintech is backed by PSG, a growth equity firm established in 2014 that partners with software companies to capitalize on strategic opportunities.

“Ben’s experience serving small businesses and accounting firms makes him an ideal leader for Wagepoint’s next stage of growth,” believes Rick Essex, Managing Director at PSG Equity. “We believe his track record of expanding markets by delivering exceptional client value is well established, and his deep familiarity with the Canadian landscape makes him a natural fit.”

Richmond succeeds Bill Hewitt, who was serving as interim CEO. Hewitt will remain on the Board of Directors.

Filed Under: News Tagged With: Wagepoint

About Knowlton Thomas

Knowlton Thomas is Editor-in-Chief of The Midway Advance and Senior Writer for Calgary.tech. Over more than a decade of journalism, he has penned thousands of articles and dozens of essays on technology, health, and culture across a variety of publications.

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