Engageware Builds Out its C-Suite with Three Proven AI Operators, Sharpening its Edge in Regulated Industries

New CFO Steve Abramson, CTO Rob Fox and CCO Matt Wilson Have Each Built and Scaled AI in the Real World, Positioning Engageware to Lead AI Adoption Where it’s Hardest to Get Right

BOSTON--(BUSINESS WIRE)--Engageware, the most used AI-powered customer engagement platform for regulated industries, has expanded its executive leadership team with the appointments of Steve Abramson as Chief Financial Officer, Rob Fox as Chief Technology Officer and Matt Wilson as Chief Customer Officer - three leaders who have each built, deployed and scaled AI inside regulated enterprises.

The appointments come as Engageware moves to lead AI adoption in the sectors where it’s hardest to deploy. Banking, financial services, wealth management and telecom demand accuracy, governance and trust with no room for error, and they depend on Engageware, whose platform has already powered more than 1 billion AI interactions and scheduled 1.5 billion appointments for clients and their customers worldwide.

Abramson will oversee global finance, legal and administrative functions. Fox will lead global engineering and product teams, accelerating platform innovation and advancing governed AI across the company. Wilson will oversee customer success, support, enablement and customer operations, helping clients maximize the value of Engageware’s platform while scaling customer experience initiatives globally.

“There is a lot of talk about AI transformation, but very few executives have actually led it,” said Dan O’Malley, CEO of Engageware. “Steve, Rob and Matt are the rare exceptions. Each has built, deployed and scaled AI inside real businesses in regulated markets. Together they strengthen every critical area of our company, from product innovation and operational scale to customer success and growth. With this team in place, Engageware isn’t just participating in the AI revolution in regulated industries, we’re positioned to lead it.”

Abramson, Fox and Wilson collectively bring decades of experience building, deploying and scaling AI-powered enterprise platforms in regulated markets and a track record of delivering AI, not just discussing it.

Chief Financial Officer Steve Abramson

Abramson brings 20 years of finance leadership across technology and high-growth organizations. He most recently served as CFO at Numerated, where he led global finance and administration, legal and investor relations through the company’s acquisition by Moody’s. Previously, Abramson was CFO at JUNO, scaling the finance function to support rapid growth and its acquisition by GrowthZone. Abramson holds an MBA from the University of Massachusetts Amherst and a BS in Finance and Accounting from Syracuse University.

Chief Technology Officer Rob Fox

Fox is a veteran technology leader with deep expertise guiding product innovation and engineering execution within PE-backed software companies. Most recently at Supplier.io, he led its company-wide AI and product transformation. Previously at HG Insights, he built the Innovation Team and helped enable a successful $250 million exit to Riverwood Capital.

Chief Customer Officer Matt Wilson

Wilson is a customer-focused leader and proven technology executive with extensive experience driving customer success, enablement and digital transformation in and around the financial services industry. At Engageware, Wilson is responsible for delivering exceptional customer outcomes, scaling support and enablement programs, and ensuring clients realize the full value of the platform. Previously, Wilson led AI at Alkami Technology, where he drove the company’s internal AI transformation. Having joined Alkami ahead of its IPO, he helped guide the digital banking platform to the public markets while advancing AI initiatives across a diverse portfolio of financial institutions.

To learn more about Engageware’s customer engagement platform, visit https://engageware.com and follow Engageware on LinkedIn.

About Engageware

Engageware is the most used AI-powered customer engagement platform for regulated industries. Trusted by more than 600 global enterprises - including 25% of the top 50 banks in the Americas and 20% of the top telecom providers - Engageware helps organizations modernize service and sales with governed conversational and generative AI that improves conversion, reduces contact center load and strengthens customer trust across digital and human-assisted journeys. Engageware’s platform unifies AI-powered customer agents, appointment scheduling and knowledge management to seamlessly connect customers to the right answers and experts, and employees to the right guidance to help reduce costs, grow revenue and manage risk at scale. Headquartered in the technology district outside of Boston, Massachusetts with operations throughout Latin America, Engageware is a portfolio company of Clearhaven Partners, a Boston-based private equity firm focused exclusively on investments in software and technology businesses. Visit https://engageware.com to learn more.