Senior Sales Executive

Treeline, Inc., an award-winning sales recruiting and executive search agency, offering strategic sales staffing and recruitment services for leading companies in the United States and throughout North America. Dedicated to facilitating the placement of exceptional top sales talent professionals, Treeline stands at the forefront of advancing job careers of professionals in the sales industry!

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Company Profile

Our client provides an Employee Empowerment platform to promote financial wellbeing through interactive digital tools and live 1-on-1 coaching. Their solution helps employees achieve financial confidence and for employers, the platform serves as a powerful tool to eliminate workplace distraction, boost retention, and attract top talent. Reporting directly to executive leadership, this is a foundational hunter role tasked with driving the companys direct B2B go-to-market strategy.

Job Description: As a Senior Sales Executive, you will lead new-business expansion by targeting mid-market and enterprise employers (500–3,000+ eligible employees).

Key responsibilities include :

• Outbound Pipeline Generation: Execute a proactive hunting strategy to engage key HR, Benefits, and Total Rewards decision-makers.
• Consultative Selling & Business Case Development: Lead 2- to 3-month sales cycles involving multiple buyer stakeholders. Conduct thorough discovery, demonstrate ROI, and negotiate contractual, MRR agreements.
• Full-Cycle Execution & Strategy: Manage deals from initial contact through formal presentation and close. Maintain accurate CRM hygiene, partner with leadership to refine the sales playbook, and support smooth client transitions post-sale.
• Requirements 5+ years of B2B sales experience directly targeting HR Leaders, Heads of Total Rewards, or Benefits decision-makers.
• Strong background selling subscription-based (SaaS) or ongoing service models within Employee Benefits, HR Technology, Payroll, ATS, background screening, or employee wellness solutions.
• Demonstrated success building an outbound pipeline from scratch rather than relying on inbound leads or inherited accounts.

Location - This is a fully Remote opportunity where candidates must be based in the Eastern or Central Time Zones

Job #5828

Base Salary: $125,000

• Total Comp: $185,000 Year 1 OTE | $205,000 Year 2 OTE