Strategic 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. 

Charles IT is seeking to hire a Strategic Account Executive to join our growing team in Middletown, CT. In this consultative sales role, you’ll focus on building meaningful, long-term relationships with decision-makers in highly regulated industries, helping them align business goals with Charles IT’s trusted managed services. You’ll be responsible for developing new business, maintaining a strong local presence, and guiding prospects through a thoughtful, value-driven sales process. 

Responsibilities  

• Develop and grow a strong network of key influencers within your assigned territory (Middletown or Stamford). 

• Actively identify and engage prospective clients through cold outreach, referrals, networking, and industry events. 

• Use your knowledge of compliance frameworks (HIPAA, FINRA, CMMC, SOC 2, etc.) to position Charles IT as a trusted advisor and partner. 

• Deliver strategic, customized recommendations that align with each client’s business goals and regulatory requirements. 

• Lead consultative discovery calls and onsite assessments to evaluate client environments and uncover specific needs. 

• Maintain accurate records of all sales activities and client interactions in HubSpot. 

• Represent Charles IT at industry events, conferences, and professional associations. 

• Build and strengthen relationships with referral partners, industry leaders, and other strategic stakeholders. 

• 8+ years of B2B sales experience with a focus on relationship-driven selling. 
• Proven track record of success in a sales role, ideally within managed services or IT solutions. 
• Experience selling into compliance-focused industries such as Financial Services, Healthcare, or Manufacturing is a plus.  
• Exceptional communication and presentation skills, with the ability to lead strategic conversations and influence decision-makers. 
• Highly organized with strong attention to detail and time management skills. 
• Self-motivated and results-oriented, with the ability to work independently in a fast-paced environment. 
• Comfortable prospecting across multiple channels—phone, email, social media, and in person. 
• Strong networking and relationship-building abilities. 
• Located in or able to travel regularly to Middletown, CT.
• Valid U.S. driver’s license 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!