Enterprise Account Executive - Insurance at Feathery | CA | Rezi

Enterprise Account Executive - Insurance at Feathery

Enterprise Account Executive - Insurance

Feathery · CA

1 months ago

Enterprise Account Executive - Insurance

Feathery · CA

a month ago
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About the Role

Feathery is seeking an Enterprise Account Executive with deep insurance industry experience to drive revenue growth and shape the company's enterprise sales strategy within the insurance sector. This role offers significant ownership over pipeline, deals, and market strategy, ideal for someone who excels in full-cycle sales and pipeline building.

Responsibilities

  • 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.
  • 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.
  • Help define and refine sales playbooks, positioning, and processes.
  • Partner with product and engineering to communicate customer needs and influence roadmap.
  • Collaborate with marketing on campaigns and demand generation initiatives.
  • Contribute to product launches and go-to-market strategy.

Requirements

  • 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.
  • 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 (Bonus).

Skills

  • Enterprise SaaS sales
  • Insurance industry knowledge
  • Full-cycle sales
  • Pipeline generation
  • Deal execution
  • Consultative selling
  • Outbound prospecting
  • Communication
  • Storytelling
  • Customer empathy
  • Sales strategy
  • Cross-functional collaboration

Location

  • Downtown Toronto

Work Type

  • Full-cycle sales environment

Experience Level

  • Enterprise

Benefits

  • Competitive compensation and equity
  • Health, dental, and vision coverage
  • Unlimited PTO
  • Office snacks and monthly catered lunch
  • A supportive, low-ego team that values ownership and growth
  • Company offsite to connect and recharge

About the Company

  • Feathery is the AI Operating & Decisioning system for financial services.
  • Customers include Fortune 500 insurers like Allstate.
  • Feathery powers mission-critical workflows across insurance underwriting, quoting, submission intake, claims, and customer onboarding.

Equal Opportunity

  • Feathery is an equal opportunity employer and does not discriminate on the basis of race, religion, color, national origin, sex, sexual orientation, age, veteran status, disability, genetic information, or any other legally protected characteristic.
  • We’re committed to building an inclusive team and provide reasonable accommodations upon request.