Hybrid Enterprise Account Exec — IT & Cybersecurity

Systems Engineering; Portland (ME); Hybrid; USD 110,000 - 150,000; Full time

Benefits offered by this job

Health & wellbeing – comprehensive |

401(k) matching contributions

Hybrid work arrangements

PTO 17 days + holidays

Parental leave

Tuition reimbursement

Job summary

Systems Engineering is seeking a Senior Account Executive to lead strategic growth initiatives through new client acquisition in Portland, Maine. You will act as a trusted advisor to executives and IT leaders, leveraging enterprise sales strategies and solution-based selling to deliver Managed IT Services and cybersecurity solutions.

The role is hybrid, combining remote work with onsite office presence in Portland and occasional travel for client engagements.

Qualifications

• 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.

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.

Skills

Strategic sales

Account management

Enterprise sales

Executive communication

Negotiation

Pipeline management

Proposal development

ROI analysis

Territory management

Tools

HubSpot CRM

Microsoft 365

Power BI

Job description

Systems Engineering is seeking a Senior Account Executive to lead strategic growth initiatives through new client acquisition in Portland, Maine. You will act as a trusted advisor to executives and IT leaders, leveraging enterprise sales strategies and solution-based selling to deliver Managed IT Services and cybersecurity solutions.

The role is hybrid, combining remote work with onsite office presence in Portland and occasional travel for client engagements.