Charles IT Taps Industry Vet Jessica Golle to Spearhead Growth in Regulated Markets

MIDDLETOWN, CT – May 19, 2026 – Managed IT and cybersecurity provider Charles IT has appointed Jessica Golle, a seasoned leader in the sector, as its new Chief Revenue Officer. The strategic hire signals an aggressive push to scale operations and deepen the company's specialization in highly regulated industries amid a period of significant regional expansion.

Golle, who officially joined the company on February 16, is now at the helm of Sales, Marketing, and Revenue Operations. Her appointment comes as Charles IT integrates its recent acquisition of MERIT 2.0, a move that established new offices in Chesapeake, Virginia, and Providence, Rhode Island, and significantly broadened its service footprint across the Northeast and Mid-Atlantic.

This expansion is fueled by soaring demand from organizations grappling with an increasingly treacherous landscape of cybersecurity threats and complex regulatory requirements. For companies in finance, healthcare, and defense, IT is no longer a back-office function but a critical component of security, compliance, and growth.

A Strategic Hire for an Expanding Footprint

The decision to bring Golle on board is a direct reflection of Charles IT's growth trajectory and its focus on a specific market need. With the integration of the 24 employees from MERIT 2.0, which closed in November 2025, the company's total workforce has grown to 125. This expansion follows a 2022 acquisition of Stamford-based NST Systems, solidifying its presence in the competitive metro New York region.

Foster Charles, the company's Founder and CEO, emphasized that the current business environment demands more than simple IT services. “Businesses today need more than an IT vendor, they need a partner who can help them stay secure, compliant, and able to grow,” he stated. “Jess understands how to build organizations around that reality. She brings the operational discipline, leadership experience, and the client-first mindset that fit perfectly with who we are and where we’re headed.”

Golle is tasked with unifying the revenue-generating departments to create a seamless client journey, from initial onboarding to long-term strategic partnership. Her leadership is expected to be instrumental in leveraging the company's expanded geographic presence and solidifying its position as a premier provider for compliance-focused businesses.

Deep Expertise in a High-Stakes Regulatory Arena

Golle brings more than 25 years of sales and go-to-market leadership to Charles IT, with 18 of those years spent directly within the Managed Service Provider (MSP) and Managed Security Service Provider (MSSP) space. Her career is distinguished by a sharp focus on the unique challenges of regulated sectors.

Prior to joining Charles IT, she served as Chief Commercial Officer at Agio, where she was instrumental in guiding the company through a period of major growth that culminated in a successful private equity transaction. Her experience also includes a leadership role at Gravitas Technology, where she specialized in IT solutions for the alternative investment industry. This background provides her with an intimate understanding of the pressures facing financial services and healthcare organizations.

Her expertise covers a critical range of compliance frameworks, including those mandated by the SEC, SOC 2, CMMC, and HIPAA. This knowledge is particularly timely. In 2026, defense contractors are navigating the now-mandatory CMMC 2.0 requirements, financial firms are facing heightened SEC scrutiny on cybersecurity and operational resilience, and healthcare organizations are dealing with intensified HIPAA enforcement from the Office for Civil Rights. For many businesses, achieving and maintaining a SOC 2 attestation has become a non-negotiable commercial requirement to retain enterprise clients.

Golle's ability to translate these complex regulatory mandates into practical, scalable technology strategies is a key asset that Charles IT aims to deploy for its clients.

Balancing Growth with a Client-First Culture

While pursuing aggressive growth, Charles IT has publicly committed to maintaining its defining cultural trait: a focus on strong client relationships. The company reported an average Client Experience Score of 98.99% for the first quarter of 2026, a metric it presents as evidence of its dedication to responsive service and accountability.

This 'people-first' philosophy is a core part of its market differentiator in a competitive landscape filled with providers offering similar technical solutions. Charles IT's strategy hinges on combining deep cybersecurity and compliance expertise with what it calls "real relationships" to create "raving fans."

Golle's own commentary reflects this cultural alignment. “Charles IT has built something special; a company that combines deep technical expertise with real relationships and genuinely personal service,” Golle said. “I’m excited to work alongside the team to help more organizations grow securely, stay compliant, and feel confident in their technology strategy.”

Known for a practical and results-driven leadership style, Golle is already embedding herself within the company culture. Working primarily from the Stamford, Connecticut office, she frequently collaborates with teams across all four locations. In a nod to the company’s personable environment, the press release even noted that her German Shepherd, Reposado (“Reppy”), has become a welcome presence in the office, quickly becoming part of the Charles IT team.