Senior Account Executive

Systems Engineering Inc; Portland (ME); Hybrid; USD 120,000 - 180,000; Full time

Job summary

Systems Engineering Inc. is seeking a Senior Account Executive in Portland, Maine. You will lead strategic growth through new client acquisition, advising executives on managed IT services and cybersecurity solutions.

The role blends remote and onsite work with occasional travel for client engagements, requiring strong relationship-building and ROI-focused selling strategies to expand our enterprise footprint.

Qualifications

• 10+ years in strategic sales or account management in IT services.
• Proven success closing multi-stakeholder enterprise deals.
• Strong knowledge of managed IT services, cybersecurity, cloud infra.
• Familiarity with NIST, HIPAA, CMMC and cyber insurance trends.
• Proficiency in Microsoft 365, Teams, SharePoint, Excel and Power BI.

Responsibilities

• Drive new client acquisition and revenue growth through targeted outreach.
• Conduct in-depth account research to identify key decision-makers.
• Lead new client qualification and messaging strategies.
• Navigate complex sales cycles with multiple stakeholders.
• Lead discovery sessions to understand client goals and budgets.
• Develop and present business cases and ROI analyses.
• Maintain a robust, forecastable pipeline in HubSpot CRM.
• Partner with technical, onboarding, and finance teams on proposals.
• Represent Systems Engineering as a thought leader in IT and cybersecurity forums.
• Lead contract negotiations aligned with risk and profitability goals.
• Contribute to cross-functional initiatives to enhance client experience.

Skills

Strategic sales

Account management

Enterprise sales

Executive communication

Tools

HubSpot CRM

Microsoft 365

Teams

SharePoint

Power BI

Job description

Description

Systems Engineering is seeking a Senior Account Executive to join our team in Portland, Maine. This role leads strategic growth initiatives through new client acquisition.

The Senior Account Executive serves as a trusted advisor to executives, IT directors, and boards of directors, using enterprise sales strategy, pipeline management, and solution-based selling to deliver tailored Managed IT Services and cybersecurity solutions that drive measurable business outcomes.

This is a hybrid role, which includes a mix of remote and onsite work at our Portland, Maine office, as well as onsite client engagements that require occasional travel.

Responsibilities

• Drive new client acquisition and revenue growth through targeted outreach and strategic engagement.
• Conduct in-depth account research to identify key decision-makers and business priorities.
• Lead new client qualification and messaging strategies.
• Navigate complex sales cycles involving multiple stakeholders and extended decision timelines.
• Lead discovery sessions to understand client goals, IT budgets, and risk profiles.
• Develop and present compelling business cases and ROI analyses.
• Maintain a robust, forecastable pipeline using HubSpot CRM.
• Partner with technical, onboarding, and finance teams to craft client centered proposals.
• Represent Systems Engineering as a thought leader in IT and cybersecurity forums.
• Lead contract negotiations and ensure alignment with internal risk and profitability goals.
• Contribute to cross-functional initiatives that enhance client experience and service.

Requirements

• 10+ years of experience in strategic sales or account management within IT services, managed services, or cybersecurity.
• Proven success closing complex, multi-stakeholder deals in enterprise environments.
• Strong understanding of managed IT services, cybersecurity, cloud infrastructure, and IT operations.
• Familiarity with cybersecurity frameworks, including NIST, HIPAA, and CMMC, and with cybersecurity insurance trends.
• Proficiency in Microsoft 365, Teams, SharePoint, and data analysis tools such as Excel and Power BI.
• Exceptional executive communication and presentation skills.
• Strong business and financial acumen, including ROI modeling and resource optimization.
• Ability to work independently and manage a territory and pipeline with minimal oversight.
• Entrepreneurial mindset with a proactive, solution-oriented approach.
• Meet hybrid work requirements, including the ability to work onsite at our Portland, Maine office and travel for onsite client engagements. Reliable transportation is required.

Our Culture & Benefits

The employees of Systems Engineering are its most valuable resources and have collectively made Systems Engineering a Best Places to Work company in Maine for over a decade. We pride ourselves on delivering great outcomes for our culture, clients, and community by cultivating a high-performing culture focused on continuous learning, collaboration, and community impact.

Our headquarters is in Portland, Maine, in the heart of the Old Port in downtown Portland, centrally located near the waterfront, trails, parks, cultural events, and restaurants.

Compensation & Pay Transparency Statement

Systems Engineering offers a competitive compensation package that reflects both the market and the experience you bring. Base salary will be discussed during the interview process and is complemented by a comprehensive benefits package, hybrid flexibility, and the opportunity to do high-impact work for our clients. Systems Engineering is committed to fair, equitable, and competitive pay, reviewed regularly to ensure internal alignment and market relevance.

The salary for this role is a variable compensation model based on new client acquisition metrics.

Benefits & Total Rewards

In addition to base pay, Systems Engineering supports people through benefits designed to sustain both work and life:

• Health & Wellbeing – Competitive medical, dental, and vision benefits; employer-paid life, short-term, and long-term disability insurance; a 24/7 Employee Assistance Program (EAP); onsite fitness facilities; and wellness programs.
• Financial Wellbeing – Employer 401(k) matching contributions, short-term incentive plans (STIP), and free financial advising.
• Time & Flexibility – Paid Time Off starting with 17 days PTO, nine paid holidays, and hybrid work arrangements.
• Family Support – Paid parental leave and dependent care FSA programs.
• Professional Development & Growth Opportunities – Career mobility and professional development, with employer-supported training, learning, certification opportunities, and tuition reimbursement benefits.
• Community & Culture – Paid community volunteer time, employer charitable-match programs, corporate golf membership, company-provided season tickets to local sports teams, employer-provided parking, and regular company gatherings.

Due to the nature of our business and the requirements of ITAR regulations, this role may require access to controlled information and technology. Candidates must be U.S. citizens or lawful permanent residents and be willing to undergo a thorough background check as part of the employment process.

Systems Engineering values diversity and is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, sexual orientation, gender identity, national origin, disability, veteran status, or any other status protected by law.