Enterprise Account Executive – $250K to $300K OTE – AI Automation for Insurance & Financial Services – REMOTE – Equity jobs in United States
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RevsUp · 1 week ago

Enterprise Account Executive – $250K to $300K OTE – AI Automation for Insurance & Financial Services – REMOTE – Equity

RevsUp is a rapidly scaling AI automation company transforming back-office operations in the insurance and financial services industries. They are seeking an Enterprise Account Executive to sell high-value SaaS solutions to third-party administrators and insurance organizations across the United States, focusing on customer experience automation solutions.

Human ResourcesRecruitingStaffing Agency

Responsibilities

Own a $1.5M annual quota focused on enterprise accounts, with no fixed geographic territory
Run full-cycle sales motions from discovery through close on complex, multi-threaded deals
Sell high-ACV CX automation solutions (typically $100K–$400K ACV) and Trust Automation solutions ($50K–$75K ACV)
Execute top-down, consultative sales motions with executive buyers including Owners, COOs, CTOs, and Heads of IT
Lead strong discovery to uncover operational pain, competing priorities, and ROI drivers tied to automation and workflow replacement
Evangelize the platform’s value by helping prospects understand the cost of manual work, outsourced operations, and legacy tools
Drive urgency and momentum in longer, variable enterprise sales cycles
Collaborate closely with SDRs, product, and marketing to refine messaging, demos, and go-to-market strategy
Maintain strong CRM hygiene and forecasting accuracy using HubSpot and outbound tools

Qualification

B2B SaaS sales experienceClosing six-figure ACV dealsStartup experienceWorkflow automation experienceChallenger-style salesProficiency with HubSpotDiscovery skillsDemo skillsObjection-handling skillsNavigating buying committees

Required

5–10 years of B2B SaaS sales experience, with demonstrated success in enterprise or complex mid-market environments
Proven track record of closing six-figure ACV deals and consistently carrying $1M+ quotas
Startup experience required; candidates with only large-enterprise backgrounds are not a fit
Strong discovery, demo, and objection-handling skills in legacy-replacement or zero-competition environments
Comfortable multi-threading and navigating complex buying committees

Preferred

Experience selling workflow automation, back-office software, or CRM-lite platforms preferred
Familiarity with Challenger-style sales motions is strongly preferred
Proficiency with modern sales tools (HubSpot, Apollo, Outreach or similar)

Benefits

Full medical, dental, and vision coverage
Unlimited PTO
Paid parental leave
401(k) with QACA match (100% of first 1%, 50% of next 5%)
Monthly commission payouts
Free lunches and stocked office for in-office days

Company

RevsUp

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RevsUp is a recruiting agency that offers temporary and permanent job positions focused on the software sales sector.

Funding

Current Stage
Early Stage

Leadership Team

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Mark DeChant
Founder and President
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Company data provided by crunchbase