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Mid-Market Account Executive – $150K - $200K OTE – AI Automation for Insurance &

RevsUp, Scottsdale, AZ, United States


Opportunity Overview – Mid-Market Account Executive (Hybrid – Scottsdale, AZ) 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 a Mid-Market Account Executive to sell $25K to $75K+ ACV SaaS solutions to third-party administrators (TPAs) and insurance organizations across a defined mid-market segment in the United States. You will report to the Head of Sales and can work on a hybrid schedule from their Scottsdale, Arizona office.

Solution A growth-stage AI-powered automation platform is 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 AE role reporting to the Head of Sales & CEO

$75k - $100k base with double OTE; uncapped, monthly commissions with tiered accelerators (~7–22%).

Own a $1.1M annual quota within defined mid-market territories.

Sell $50K (TA) and $100K (CX) ACV SaaS solutions with 45–60 day sales cycles.

Hybrid flexibility based in Scottsdale, AZ with ~25% travel for conferences, trainings, and client meetings.

Must have 2–5 years of SaaS experience; startup background required.

Familiarity with Challenger-style sales, CRM-lite or back-office tools preferred.

Culture

Series A company with $11.65M in funding from Neotribe Ventures and AZ-VC.

Collaborative 35-person team with strong support from SDRs, marketing, and leadership.

Two-deals-per-month pace is achievable; clear ICP and proven GTM motion.

Top AE earned $298K in 2025.

Full benefits, unlimited PTO, hybrid work flexibility, and equity included.

Employees: 35

Headquarters Address: 8800 E Raintree Dr, Suite 210, Scottsdale, AZ 85260

Official Job Description The Role A growth-stage AI automation company is hiring a Mid-Market Account Executive (AE) to drive new business growth across a defined mid-market segment of TPAs and insurance-related organizations. This is a full-cycle, quota-carrying role responsible for sourcing, developing, and closing SaaS deals within assigned territories.

The Mid-Market AE will sell both Customer Experience (CX) and Trust Accounting (TA) automation solutions, work closely with executive decision-makers, and lead complex, value-driven sales cycles focused on operational transformation and workflow automation.

This role offers hybrid flexibility, with approximately 25% travel to conferences, trainings, and key prospect meetings. The Mid-Market AE reports to the Hiring Manager and collaborates closely with SDRs, marketing, product, and leadership.

Responsibilities

Own and achieve an annual quota up to $1M selling into mid-market accounts

Run full-cycle sales motions—from prospecting and discovery through negotiation and close

Manage assigned territories within the SMB/MM segmentation model

Sell CX automation solutions (typically ~$100K ACV) and Trust Automation solutions (typically ~$25K - $75k ACV)

Lead compelling product demos tailored to multi-stakeholder buying groups

Execute consultative, Challenger-style sales motions with C-level and technical buyers

Multi-thread opportunities across Owners, COOs, CTOs, Heads of IT, Ops, and IT stakeholders

Drive urgency and align value to business outcomes and ROI tied to automation

Collaborate with SDRs and marketing on campaigns, webinars, and event-driven pipeline

Maintain accurate pipeline management and forecasting within HubSpot

Partner with customer success to support land-and-expand outcomes post-close

Qualifications

2 to 5 years of relevant B2B SaaS sales experience

Proven success selling mid-market or lower-enterprise SaaS solutions

Demonstrated ability to close six-figure ACV deals

Experience running structured discovery and live product demos

Startup experience is required; candidates with only big-company backgrounds are not a fit

Experience selling to complex buying committees and multi-threaded deals

Background in workflow automation, back-office software, or CRM-lite platforms preferred

Familiarity with Challenger-style selling is strongly preferred

Proficiency with modern sales tools (HubSpot, Apollo, Outreach, and similar)

Compensation

Monthly commissions with tiered accelerators (approx. 7%–22%)

Equity participation included

Full medical, dental, and vision coverage

401(k) with QACA match (100% of first 1%, 50% of next 5%)

Hybrid work flexibility

Free lunches and stocked office for in-office days

Hybrid flexibility with optional access to Scottsdale, AZ headquarters

Approximately 25% travel for conferences, trainings, and customer meetings

Primary ICP: Third-party administrators (TPAs) with 10–5,000 employees, within insurance services

Typical sales cycle: 45–60 days

Renewals owned by Customer Success; AE participates in land-and-expand

Why Join?

High-caliber, collaborative team at Series A stage

Significant ability to shape process and GTM motion

Large, underserved market with clear operational pain points

Strong SDR, marketing, and leadership support

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