Senior Account Executive - Enterprise SaaS Solutions

What You’ll Do

As Senior Account Executive, you will own a defined territory and revenue target, lead complex multi-stakeholder sales cycles, and develop strategic relationships with executive buyers. The ideal candidate has a proven track record of closing enterprise SaaS deals, managing long sales cycles, and consistently exceeding aggressive revenue quotas.

Your responsibilities will include:

Enterprise Pipeline Development

• 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.

Full-Cycle Enterprise Sales Ownership

• 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.

Executive-Level Value Selling

• 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.

Solution Design and Product Demonstrations

• 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.

Strategic Market Development

• 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.

Cross-Functional Collaboration

• 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.

You’re a great fit for this role if you have:

• 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.

Compensation & Benefits

• Compensation: $90,000/yr + Commission

• 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)

Work Location: Remote

Who We Are

Our mission at Single Stop is to build pathways out of poverty by leveraging partnerships and technology to connect people to existing resources, all through a unique one-stop shop.

Fueled by state-of-the-art technology, a world-class staff, and our education and nonprofit network partners, Single Stop’s vision is for every individual to have access to opportunities for achieving the American Dream. We are working to connect the 46 million individuals living in poverty to untapped local, state, and federal dollars and benefits to put them on the road to economic stability and prosperity.

Single Stop joined The Fedcap Group in 2017.

Website: https://singlestop.org/

The Fedcap Group provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws. We are an EEO employer committed to diversity.