Strategic Account Executive

Wagmo•New York, NY

1d•$300,000 - $350,000

About The Position

Wagmo is looking for a Strategic Enterprise Account Executive to own a defined, named list of 25–50 Fortune 500 accounts — the large majority greenfield prospects, with a small number of existing Wagmo clients mixed in. This is a full-lifecycle ownership role, not a “close and hand off” seat. You will prospect and close net-new logos from your list, then personally remain the accountable relationship owner through onboarding (in close partnership with our Implementation/Technical team), enrollment performance, upsell and cross-sell expansion, and renewal. You're not just accountable for signed ACV — you're accountable for whether that ACV turns into a durable, growing, multi-year relationship. If you've built a career owning a strategic account list end-to-end — sale, expansion, and renewal, on the same named accounts — we want to talk to you.

Requirements

7+ years of B2B/SaaS sales experience, with proven experience owning a named strategic account list end-to-end — sale, expansion, and renewal, on the same accounts — not primarily a new-logo hunter with occasional account touches
Demonstrated success selling to, and maintaining long-term relationships with, Fortune 500 / large enterprise HR, Benefits, and Total Rewards leaders
Experience working with brokers/consultants in a benefits or similarly regulated, cyclical buying environment
Proven track record of defending and growing revenue at renewal, not just winning net-new logos
Comfort partnering with technical/implementation specialists on delivery without either micromanaging the work or disengaging from the account
Strong executive presence — credible operating with VP/C-level stakeholders inside Fortune 500 organizations
Excellent forecasting discipline across a mixed pipeline (new bookings + enrollment health + renewal/expansion)
Experience with CRM and account-planning tooling (e.g. Salesforce, Gainsight, or similar)
Track record of top performance in both new-business and account-growth motions (President's Club, Rep of the Year, or equivalent recognition in either)

Responsibilities

Own the full lifecycle — prospecting, closing, onboarding, enrollment, expansion, and renewal — for a fixed list of 25–50 named Fortune 500 accounts
Build and maintain a living strategic account plan for every named account, whether it's a cold prospect or an existing client
Run complex, multi-stakeholder enterprise sales cycles with HR, Benefits, Total Rewards, Finance, Procurement, Legal, and broker/consultant partners at Fortune 500 companies
Partner closely with Wagmo's Implementation/Technical team on every closed deal to ensure a clean, on-time onboarding — while remaining the single accountable executive owner of the relationship
Own enrollment outcomes post-launch: work with the employer's HR/Comms team (and internally with Wagmo Marketing) to drive employee awareness and adoption during open enrollment windows
Proactively identify and execute upsell and cross-sell opportunities within the existing book — new product lines, expanded eligible populations, additional coverage tiers
Own the renewal motion for every account in the book: get ahead of renewal risk early, build the business case for continued or expanded investment, and lead renewal negotiations
Serve as the senior, trusted point of contact for named accounts across the entire lifecycle — including at the executive level — so relationships don't reset with every internal handoff
Forecast and report accurately across three concurrent pipelines: new bookings, enrollment/adoption health, and renewal/expansion
Collaborate cross-functionally with Implementation, Partner/Customer Success, Marketing, Product, and Finance to ensure named accounts succeed pre- and post-sale
Lead RFP/RFI responses and renewal negotiations with the same rigor as new-business pursuits