Build and manage a strategic pipeline of enterprise opportunities across assigned territories and verticals.
Identify and engage senior decision-makers including C-suite, executive leadership, and department heads.
Develop multi-threaded relationships across organizations to advance complex opportunities.
Execute strategic account plans to penetrate large institutions and enterprise organizations.
Own the entire sales lifecycle from prospecting and discovery through contract negotiation and close.
Full responsibility for hands on pipeline generation (outbound emails, calls, strategy).
Manage complex buying processes involving procurement, legal, IT, and executive stakeholders.
Consistently achieve or exceed aggressive annual revenue quotas through new logo acquisition and strategic expansion opportunities.
Navigate long sales cycles and large deal structures typical of enterprise SaaS sales.
Position Single Stop’s technology as a strategic platform that improves customer retention, customer sentiment, operational cost savings and employee stability.
Build compelling ROI narratives and business cases for executive decision-makers.
Translate complex technology capabilities into measurable organizational and social impact outcomes.
Deliver tailored product demonstrations for enterprise clients.
Partner with internal product and technical teams to design scalable solutions that meet client needs.
Lead solution presentations and executive briefings.
Identify emerging market opportunities across industries such as government, education, utilities, insurance, retail, and hospitality.
Track competitive positioning and industry trends related to benefits access, workforce support, and digital service delivery.
Provide insights that inform market strategy, product roadmap, and go-to-market initiatives.
Partner closely with marketing, partnerships, product, and customer success teams to drive revenue growth.
Lead internal deal strategy discussions and coordinate resources to advance complex opportunities.
Share best practices and contribute to continuous improvement across the sales organization.

Requirements

Bachelor’s degree in business, marketing, or a related field.
Experience selling enterprise SaaS solutions into government, education, nonprofit, or large corporate organizations.
Proven ability to develop and execute territory and account strategies.
Experience using CRM platforms and sales forecasting tools.
Ability to build executive relationships and navigate complex organizational structures.
Experience selling to Human Resources, Corporate/Social Responsibility, or Customer Retention teams.
Experience in industries such as Retail, Restaurant, Utilities, Insurance, Government, or Education.
Experience selling mission-driven technology solutions or workforce support platforms.
Strong command of enterprise sales methodologies such as MEDDICC, Challenger, or Solution Selling.
Understanding of SaaS platforms, cloud technologies, and enterprise solution architecture.
Ability to communicate complex concepts clearly and influence senior leaders.
Proven ability to collaborate with internal stakeholders to move complex deals forward.
Strong pipeline management, forecasting accuracy, and data-driven sales planning.

Benefits

Health insurance (Medical, Dental, Vision)
Paid time off (Vacation, Sick, Floating)
Retirement plan 403(b)
Flexible Spending Account (FSA)
Commuter Benefits
Life/Accident insurance
Short-term Disability Insurance
Long-term Disability Insurance
Employee Assistance Plan (EAP)

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

enterprise SaaS solutionsterritory and account strategiesCRM platformssales forecasting toolsenterprise sales methodologiesMEDDICCChallengerSolution SellingSaaS platformscloud technologies

Soft Skills

relationship buildingcommunicationinfluencecollaborationpipeline managementdata-driven sales planningstrategic thinkingnegotiationproblem-solvingadaptability

Certifications

Bachelor’s degree in businessBachelor’s degree in marketingBachelor’s degree in a related field