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

RevsUp represents a rapidly scaling AI automation company that is transforming back-office operations in the insurance and financial services industries. This 35-employee, Series A firm ($11.65 million from Neotribe Ventures and AZ-VC), is hiring an Enterprise Account Executive to sell $100K to $400K+ ACV SaaS solutions to third-party administrators (TPAs) and insurance organizations located across the United States. You will report to the VP of Sales and can work remotely with optional access to a Scottsdale, Arizona office. Solution This is an AI-powered automation platform purpose-built for third-party administrators (TPAs) and insurance organizations. The platform streamlines complex back-office workflows by extracting, classifying, and processing unstructured data from documents—replacing manual, people-heavy processes with intelligent automation. With solutions tailored to trust accounting and customer experience, the platform enables firms to modernize operations, boost efficiency, and reduce reliance on outsourcing and legacy tools. Role

• Full-cycle, quota-carrying AE role reporting to the VP of Sales.
• $125K to $150K base with $250K to 300K OTE; uncapped, monthly commissions with accelerators.
• Own a $1.5M quota selling CX solutions ($100K–$400K ACV) and TA solutions ($50K–$75K ACV).
• Work remotely, with ~25% travel to home office, conferences, trainings, and meetings.
• Engage C-level decision-makers in long-cycle, complex deals; especially in CX automation.
• Must have 5 to 10 years of B2B SaaS sales experience, ideally in early-stage or CRM-lite/workflow automation sectors.
• Requires experience selling into complex buying groups with a Challenger-style approach.

Culture

• Series A company with $11.65M in funding from Neotribe Ventures and AZ-VC.
• 35-person team headquartered in Scottsdale, AZ; collaborative environment with clear TAM and leadership access.
• Strong GTM motion with SDR support, webinars/events, and marketing content.
• Benefits include full medical/dental/vision, unlimited PTO, paid parental leave, QACA 401(k), equity, and stocked office.

Official Job Description The Role This role owns and expands the enterprise motion across a focused, high-value market of third-party administrators and insurance-related organizations. This role is a full-cycle, quota-carrying position responsible for sourcing, developing, and closing complex, high-ACV opportunities—primarily for customer experience automation solutions. This is a hybrid role with flexibility to work remotely anywhere in the U.S. Travel of approximately 25% is expected for conferences, trainings, and key customer engagements. The Enterprise AE works closely with executive leadership, product, and marketing.

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

Qualifications

• 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
• 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)

Compensation & Benefits

• Base Salary: $125,000–$150,000
• On-Target Earnings (OTE): $250,000–$270,000 (uncapped)
• Commission Structure: Tiered accelerators ranging from approximately 7%–22%
• Equity: Included
• Benefits:

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

• Open to candidates nationwide within the United States
• Work remotely with optional access to the Scottsdale, AZ headquarters
• Approximately 25% travel for conferences, trainings, and customer meetings

Why Join

• Clear, focused enterprise TAM with real operational pain and strong ROI drivers
• Series A company with momentum, strong leadership access, and room to build process
• Collaborative, high-caliber sales team with strong product and executive support
• Opportunity to sell transformational automation technology into a traditionally underserved market
• Meaningful upside and career growth as the company scales its enterprise motion

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