Enterprise Account Executive - Insurance

Feathery · United States · 2 days ago

RemoteRemoteSales$100k/yrFull-time

About Feathery

Feathery is the AI Operating & Decisioning system for financial services. Our customers—including Fortune 500 insurers like Allstate—use Feathery to power mission‑critical workflows across insurance underwriting, quoting, submission intake, claims, and customer onboarding.

About the Role

This is a high‑ownership role that blends full‑cycle enterprise sales across the insurance industry, pipeline generation and deal execution, strategic consultative selling, and cross‑functional collaboration with product, marketing, and leadership. You’ll own the entire sales process—from sourcing opportunities to closing deals—while helping define how Feathery scales its enterprise revenue engine.

Responsibilities

Pipeline Generation & Prospecting
- Prospect and develop new enterprise accounts across the insurance industry.
- Reach out to prospects via email, phone, and LinkedIn.
- Experiment with messaging, targeting, and channels to generate new opportunities.
- Attend insurance industry conferences and events to build relationships and source pipeline.
- Own pipeline generation strategy and continuously refine outbound approaches.
Deal Execution & Sales Process
- Manage the full sales cycle from initial outreach through close.
- Handle inbound and referred leads and convert them into qualified opportunities.
- Conduct discovery to understand customer needs and business challenges.
- Deliver tailored demos and presentations for different stakeholders.
- Navigate complex buying processes and multi‑stakeholder deals.
Sales Strategy & Cross‑Functional Collaboration
- Help define and refine sales playbooks, positioning, and processes.
- Partner with product and engineering to communicate customer needs and influence the roadmap.
- Collaborate with marketing on campaigns and demand‑generation initiatives.
- Contribute to product launches and go‑to‑market strategy.

Qualifications

Experience selling enterprise SaaS into the insurance industry, or deep insurance industry experience in a commercial role.
Experience with enterprise deals ($100K–$1M+ ARR).
Track record of high achievement in quota‑carrying roles.
Strong consultative selling skills and ability to engage senior stakeholders.
Excellent communication and storytelling abilities with high customer empathy.
Experience building pipeline through outbound prospecting.
Builder mindset with a desire to shape processes and strategy.
Highly motivated, resilient, and comfortable operating in a fast‑paced environment.
Passion for understanding customer problems and helping solve them.
Bonus: Existing network within the insurance industry.
Bonus: Experience selling complex or technical products.
Bonus: Experience attending or sourcing pipeline through industry conferences.
Bonus: Background at a high‑growth B2B SaaS or InsurTech company.

Benefits