Mid-Market Account Executive AI Automation Insurance & Financial Serv

Opportunity Overview – Mid-Market Account Executive (Hybrid – Scottsdale, AZ)

Revs Up 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.

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.

• 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.

• 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

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.

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

• 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…