Strategic Account Executive

This is a fully remote position, open to applicants in United States.

📋 Description

• Take charge of the complete lifecycle for a designated group of 25–50 named Fortune 500 accounts, encompassing prospecting, closing, onboarding, enrollment, expansion, and renewal.

• Develop and sustain strategic account plans for each named account.

• Manage intricate, multi-stakeholder enterprise sales cycles involving HR, Benefits, Total Rewards, Finance, Procurement, Legal, and broker/consultant partners.

• Collaborate with Wagmo's Implementation/Technical team to ensure seamless and timely onboarding while retaining the role of accountable executive relationship owner.

• Promote employee awareness and engagement during open enrollment periods in partnership with employer HR/Communications teams and Wagmo Marketing.

• Recognize and pursue upsell and cross-sell opportunities, including new product lines, expanded eligible populations, and additional coverage tiers.

• Oversee renewal risk management, business cases, and negotiations related to renewals.

• Act as the senior point of contact for named accounts, fostering executive-level relationships.

• Provide forecasts and reports on new bookings, enrollment/adoption health, and renewal/expansion pipelines.

• Work in collaboration with Implementation, Partner/Customer Success, Marketing, Product, and Finance teams.

• Lead responses to RFPs/RFIs.

⛳️ Requirements

• A minimum of 7 years of experience in B2B/SaaS sales.

• Demonstrated capability in managing a named strategic account list from start to finish — including sales, expansion, and renewal for the same accounts.

• Proven success in selling to and nurturing long-term relationships with HR, Benefits, and Total Rewards leaders within Fortune 500 / large enterprise companies.

• Experience collaborating with brokers/consultants in a benefits or similarly regulated, cyclical purchasing environment.

• Established track record of defending and increasing revenue during renewals.

• Comfortable working alongside technical/implementation specialists for delivery purposes.

• Possess a strong executive presence when interacting with VP/C-level stakeholders in Fortune 500 organizations.

• Excellent discipline in forecasting for new bookings, enrollment health, and renewal/expansion pipelines.

• Familiarity with CRM and account-planning tools, such as Salesforce or Gainsight.

• History of top performance in new business and account growth activities, such as being recognized in President's Club or as Rep of the Year.

🏝️ Benefits

• Comprehensive health, vision, and dental insurance coverage.

• HSA/FSA options available.

• 401(k) retirement plan with employer matching contributions.

• Unlimited paid time off.

• Annual company holidays.

• Additional company-wide recharge days off.

• 12 weeks of parental leave for eligible employees.

• Company-paid Wagmo pet wellness and insurance plans.

• Regular company-wide events and team gatherings.

• Equity opportunities.

• Commission structure.