Major Account Executive

Exceptional Service. Endless Improvement. Passionate People. Honest and Forthright. These values guide everything we do, and we achieve them thanks to the diverse and collaborative efforts of our team. We are dedicated to creating a supportive environment where every team member can thrive. This includes fostering learning, professional growth, and valuing each team member’s input, all within a culture that promotes work-life balance and a strong sense of belonging.

As a Major Account Executive, you’ll focus on high-value accounts requiring sophisticated solutions and a high level of stakeholder alignment. You’ll be a trusted advisor to C-level executives, crafting tailored IT and compliance solutions that support their long-term growth.

Responsibilities

• Build and manage relationships with senior executives and key decision-makers at mid-market and enterprise-level organizations.
• Identify and pursue major account opportunities with long sales cycles and higher revenue potential.
• Partner with Technical Solutions Architects to design and present comprehensive IT service solutions that address compliance (HIPAA, CMMC, SOC 2, etc.) and strategic business needs.
• Lead high-stakes discovery meetings and onsite business reviews with executive stakeholders.
• Collaborate with vCIOs, project teams, and technical resources to ensure alignment across solution design and delivery.
• Represent Charles IT at high-level industry events and roundtables to elevate brand presence among top-tier clients.
• Maintain accurate pipeline forecasting and account planning in HubSpot CRM.

• 8+ years of B2B sales experience, with a strong background in IT solutions, MSPs, or professional services.
• Proven track record managing major or strategic accounts.
• Demonstrated experience selling to the C-suite, including CFOs, CTOs, and CISOs.
• Exceptional consultative selling, negotiation, and solution design skills.
• Familiarity with navigating RFPs, procurement, and legal/compliance processes.
• Entrepreneurial mindset and a proactive approach to identifying new opportunities.
• Willingness to travel across Connecticut and the Northeast as needed.
• HubSpot or comparable CRM experience required.

Charles IT offers a competitive benefits program including Medical, Dental, Vision, Life, Disability, Paid Holidays, PTO, 401K, and bonuses. In addition, we offer free dry cleaning, a fully stocked break room, Friday team lunches, paid training, team-building outings every quarter, professional development and so much more! 

Our Commitment to Inclusion: 

Charles IT is committed to creating an inclusive environment for all employees. We do not discriminate based on race, color, religion, sex, age, national origin, marital status, disability, veteran status, genetic information, sexual orientation, gender identity, or any other protected category. We welcome and encourage diverse perspectives. 

The information contained in this job description is for compliance with the American with Disabilities Act (A.D.A.) and is not an exhaustive list of the duties performed for this position. Additional duties may be required. 

If you’re excited about contributing your expertise to a fast-growing company that values innovation and teamwork, we’d love to hear from you!