
Experience:
4-7 years of mid-market B2B sales experience
Overview We are seeking a seasoned Enterprise Account Executive to sell employee benefit plans and workforce solutions to staffing and workforce management firms. This role focuses on complex, consultative sales cycles with senior decision‑makers, including owners, CFOs, CHROs, and HR leadership.
The ideal candidate has a strong background selling into staffing organizations and understands benefits administration, compliance, and multi‑state workforce models.
Key Responsibilities
Own and manage the full sales cycle for staffing and workforce organizations
Develop and execute strategic account plans for mid‑large market and enterprise staffing firms
Build trusted relationships with executive‑level stakeholders across HR, Finance, and Leadership
Sell employee benefit plans including health, ancillary, and voluntary benefits aligned to staffing workforce models
Conduct consultative discovery to understand client workforce structures, compliance needs, cost drivers, and growth plans
Navigate complex buying committees and long sales cycles
Partner closely with underwriting, implementation, and client success teams to ensure smooth onboarding and long‑term retention
Accurately forecast pipeline activity, manage HubSpot CRM data, and consistently meet or exceed revenue targets
Required Qualifications
Previous proven experience as with B2B sales, with a strong preference for mid-market or strategic accounts
Proven success selling employee benefits, insurance, HR solutions, or workforce‑related services
Experience managing complex, consultative sales cycles with executive buyers
Strong executive presence, negotiation skills, and business acumen
Working knowledge of benefits brokerage, carrier sales, or benefits technology
Familiarity with staffing firm business models and employee benefit programs
Demonstrated ability to build and grow a high‑value enterprise pipeline within the staffing industry
What Success Looks Like
Becoming a trusted advisor to executive buyers within staffing organizations
Consistently growing revenue through strategic account expansion and retention
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4-7 years of mid-market B2B sales experience
Overview We are seeking a seasoned Enterprise Account Executive to sell employee benefit plans and workforce solutions to staffing and workforce management firms. This role focuses on complex, consultative sales cycles with senior decision‑makers, including owners, CFOs, CHROs, and HR leadership.
The ideal candidate has a strong background selling into staffing organizations and understands benefits administration, compliance, and multi‑state workforce models.
Key Responsibilities
Own and manage the full sales cycle for staffing and workforce organizations
Develop and execute strategic account plans for mid‑large market and enterprise staffing firms
Build trusted relationships with executive‑level stakeholders across HR, Finance, and Leadership
Sell employee benefit plans including health, ancillary, and voluntary benefits aligned to staffing workforce models
Conduct consultative discovery to understand client workforce structures, compliance needs, cost drivers, and growth plans
Navigate complex buying committees and long sales cycles
Partner closely with underwriting, implementation, and client success teams to ensure smooth onboarding and long‑term retention
Accurately forecast pipeline activity, manage HubSpot CRM data, and consistently meet or exceed revenue targets
Required Qualifications
Previous proven experience as with B2B sales, with a strong preference for mid-market or strategic accounts
Proven success selling employee benefits, insurance, HR solutions, or workforce‑related services
Experience managing complex, consultative sales cycles with executive buyers
Strong executive presence, negotiation skills, and business acumen
Working knowledge of benefits brokerage, carrier sales, or benefits technology
Familiarity with staffing firm business models and employee benefit programs
Demonstrated ability to build and grow a high‑value enterprise pipeline within the staffing industry
What Success Looks Like
Becoming a trusted advisor to executive buyers within staffing organizations
Consistently growing revenue through strategic account expansion and retention
#J-18808-Ljbffr