Enterprise Insurance SaaS AE - High-Impact Growth

Feathery; Northern (KY); Hybrid; USD 140,000 - 210,000; Full time

Benefits offered by this job

Competitive compensation

Equity

HRA health plan

Unlimited PTO

401(k) plan

Team offsites

Job summary

Feathery, the AI Operating & Decisioning platform for financial services, is expanding its enterprise sales to the insurance sector. We’re seeking an Enterprise Account Executive with deep insurance industry experience to drive revenue growth and shape our go-to-market within insurance.

This role is a high-ownership, full-cycle position: you’ll own pipeline, manage multi-stakeholder deals, deliver tailored demos, and partner with product and marketing to align on strategy.

Qualifications

• Experience selling enterprise SaaS into the insurance industry or deep insurance sector experience in a commercial role.
• Experience with enterprise deals at high ARR levels (e.g., $100K–$1M+).
• Track record of high achievement in quota-carrying roles.
• Strong consultative selling skills with ability to engage senior stakeholders.
• Excellent communication and storytelling abilities with high customer empathy.

Responsibilities

• Generate and develop new enterprise accounts across the insurance industry.
• Conduct discovery to understand customer needs and business challenges; tailor demos for stakeholders.
• Manage the full sales cycle from initial outreach through close; handle inbound and referred leads.
• Collaborate with product, marketing and leadership to refine sales playbooks and go-to-market strategy.

Skills

Enterprise SaaS sales

Insurance industry experience

Quota carrying

Stakeholder engagement

Pipeline development

Outbound prospecting

Communication & storytelling

Job description

Feathery, the AI Operating & Decisioning platform for financial services, is expanding its enterprise sales to the insurance sector. We’re seeking an Enterprise Account Executive with deep insurance industry experience to drive revenue growth and shape our go-to-market within insurance.

This role is a high-ownership, full-cycle position: you’ll own pipeline, manage multi-stakeholder deals, deliver tailored demos, and partner with product and marketing to align on strategy.