Job Description Chief Operating Officer (COO) – IT Managed Services | Pittsfield, MA Salary Range: $150,000 – $180,000 Benefits: Health, dental, vision, 401(k) with match, PTO, employee assistance program, FSA Location: Pittsfield, MA (onsite for first 6 months; hybrid may be considered after) About the Role: We are seeking an experienced operational leader to oversee all day-to-day operations for a growing IT Managed Service organization. This role is responsible for two closely intertwined companies with a combined staff of 83, focusing primarily on a Tier 1 group of entry-level techs and helpdesk/switchboard employees (50+ team members). Key Responsibilities: Lead and supervise operational teams across multiple locations, with a strong focus on help desk, security/infra, and security operations center functions Analyze internal operations and identify areas for process enhancement Monitor performance, prepare updates and forecasts, and drive productivity improvements Guide strategies and tactics to meet organizational objectives Oversee selection, training, evaluation, and goal-setting for assigned staff Participate in audits and quality controls Lead workflow improvements to enhance client satisfaction (clients are primarily in the healthcare industry) Support technical incident response for both company and client needs Foster a strong, resilient culture—working with a tough, high-performing team and CEO We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/. Skills and Requirements Minimum 5 years’ experience in operational leadership (IT experience helpful but not required) Strong management, workflow, and operational structure skills Ability to assign business value to operational efforts and drive efficiency Excellent leadership and HR skills; calm under pressure Strong communication and interpersonal skills for cross-functional collaboration