Exceptional Service, Endless Improvement, Passionate People, and Honest and Forthright. Guided by our values, we foster a culture of growth, balance, and belonging where every team member can thrive.
We're seeking a highly motivated Account Executive to support our continued growth through proactive client outreach and strategic relationship development. This role requires a strong ability to identify new business opportunities, engage prospects with confidence, and deliver tailored solutions. The ideal candidate is goal-driven, persuasive, and thrives in a fast-paced, results-oriented environment.
Responsibilities:
- Develop and manage relationships with senior executives and key decision-makers across mid-market organizations
- Identify and pursue high-value opportunities with longer sales cycles and complex business needs
- Conduct strategic outreach through cold calling, referrals, and networking to build a strong center of influence within the assigned territory
- Lead discovery meetings, onsite evaluations, and business reviews to assess client environments and deliver tailored IT solutions
- Collaborate with Technical Solutions Architects, vCIOs, and internal teams to design and present service offerings that address compliance (HIPAA, CMMC, SOC 2) and strategic objectives
- Represent Charles IT at industry events, roundtables, and networking functions to elevate brand visibility and foster key relationships
- Maintain accurate pipeline forecasting, account planning, and activity tracking in HubSpot CRM
Requirements
- 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.
- A current and valid US Driver’s License
- Ability to pass a background check
Benefits
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.
Skills Required
- 8+ years of B2B sales experience in IT solutions or professional services
- Experience selling to the C-suite, including CFOs, CTOs, and CISOs
- Proven track record managing major or strategic accounts
- Consultative selling, negotiation, and solution design skills
- Familiarity with navigating RFPs and compliance processes
- HubSpot or comparable CRM experience
- A current and valid US Driver's License
Charles IT Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Charles IT and has not been reviewed or approved by Charles IT.
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Retirement Support — An automatic 3% 401(k) contribution is offered alongside standard retirement coverage. This consistent employer contribution stands out for a company of this size.
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Equity Value & Accessibility — An employee stock ownership plan is available to provide ownership opportunities. This adds long-term value potential alongside traditional benefits.
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Career-Linked Recognition & Rewards — Training and certification incentives are tied to raises, title changes, and bonuses. Dedicated paid training time and covered exam costs reinforce a clear link between skill growth and rewards.
Charles IT Insights
What We Do
Charles IT is the Connecticut Compliance Expert, your friendly IT team focused on helping companies in highly regulated industries make their high-stakes technology work for them. Here, IT is Personal: We know that disaster recovery, cloud services, and complex compliance from HIPAA to CMCC and DFARS are only half the work. The other half is about helping people – building real relationships that deliver real results and create raving fans. Call us day or night, snow storm or hurricane: a human will answer the phone (we promise), and we will show up, on point, with a smile and a solution.
