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Proven Sales

Enterprise Account Executive

Proven Sales, Chicago, Illinois, United States, 60290

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Direct message the job poster from Proven Sales

The W2-Verified Talent Network for Commercial Healthcare, Payor & Employer Solutions Are you a strategic hunter who thrives closing large, complex deals? We’re looking for an Enterprise Account Executive to lead new logo acquisition in the benefits / HR tech space.

What you’ll do

Hunt and close enterprise deals (1000+ employees) with HR, benefits, and finance leadership

Lead full sales cycles: prospecting, discovery, executive engagement, RFPs, contract negotiation, and implementation

Position a next‑gen AI platform that is proven to boost utilization and reduce costs

Work cross‑functionally with marketing, product, customer success to tailor solutions for complex organizations

What you bring

Proven track record selling enterprise SaaS / HR tech / benefits platforms (not just SMB)

Ability to articulate value in cost savings, ROI, employee experience, adoption

Hunger, resilience, creativity in breaking into new accounts

What you’ll get

Ground-floor influence in scale stage: your voice will help shape GTM, product, go‑to‑market motion

Work with a cutting-edge AI benefits platform - you’re not selling features, but transforming how employees use their health benefits

Autonomy, leadership exposure, and a mission-driven domain

Seniority level

Mid-Senior level

Employment type

Full-time

Job function

Sales and Business Development

Industries

Public Health

Software Development

Health and Human Services

Referrals increase your chances of interviewing at Proven Sales by 2x

Chicago, IL

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