The insurance-technology landscape is shifting fast, and weSure Global Tech is placing a big bet on a seasoned operator to navigate it. The company has named Deborah McGuire, EMBA, as Chief Executive Officer of its U.S. digital insurance platform, a move that signals a renewed focus on agency-first growth and digital distribution.
weSure Global Tech announced today the appointment of Deborah McGuire, EMBA, as Chief Executive Officer of its U.S. digital insurance platform helping independent agencies place small commercial business faster. McGuire also serves as Co-CEO of Hourly, weSure’s payroll and pay-as-you-go workers’ compensation partner brand, uniting leadership across the weSure and Hourly operations.
McGuire brings more than two decades of experience to the role, having held executive leadership positions with Paychex, PEAK6 InsurTech, National General Insurance, and Allstate. Her background spans insurance, InsurTech, and workforce solutions, with a focus on strategic expansion, digital transformation, and distribution excellence. Known for her forward-looking approach, she has built a career on identifying where insurance distribution is headed and assembling the teams, technology, and partnerships to get there first.
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Her appointment underscores weSure’s commitment to modernizing how independent agents quote, bind, and grow their small commercial books.
“Independent agents are the heart of this industry, and they deserve technology that works as hard as they do. weSure was built to make it faster and easier for agents to say yes to more small businesses. My vision is to take that further: smarter underwriting, broader appetite, and a partner experience that feels personal at every step. The future of insurance distribution is digital and human at the same time, and weSure is positioned to lead it.” DEB MCGUIRE, CEO, WESURE
As CEO, McGuire will focus on expanding weSure’s agency partner network, accelerating product and platform innovation across Workers’ Compensation, BOP, Cyber, and E&S, and deepening the integration between insurance and payroll that sets the weSure/Hourly model apart.
A growth-oriented leader with deep expertise in distribution, operations, product strategy, and InsurTech innovation, Franklin-McGuire is recognized for building high-performing teams, creating scalable growth strategies, and delivering profitable growth through strategic partnerships. She is also a respected industry advocate, serving in leadership and advisory roles that support the development of future insurance professionals.
“Deb is the rare leader who has scaled major insurance operations, built InsurTech from the inside, and led at a national payroll company. That’s exactly what weSure’s next stage of growth demands. She doesn’t just see where this industry is going; she knows how to get us there.” EMIL VAINSHEL, CO-FOUNDER & CHAIRMAN OF THE BOARD, WESURE TECH
Why it matters: As independent agents face mounting pressure to digitize and compete with direct-to-consumer platforms, weSure’s leadership change reflects a larger industry shift toward hybrid models that combine technology with human touch. McGuire’s dual role overseeing both insurance and payroll operations could give the company a unique edge in tying workers’ comp coverage to real-time payroll data, a differentiator that may resonate with small businesses seeking efficiency.
Michelle Powell
weSure
+1 406-270-6428
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