About The Position

Feathery is seeking an Enterprise Account Executive with deep insurance industry experience to drive revenue growth and help define our enterprise sales motion within insurance. This role involves full-cycle enterprise sales, pipeline generation, deal execution, and strategic, consultative selling. The ideal candidate will have experience selling enterprise SaaS into the insurance industry or significant commercial experience within the insurance sector. As an early member of the team, you will have significant ownership over pipeline, deals, and go-to-market strategy. You will own the entire sales process, from sourcing opportunities to closing deals, and contribute to shaping Feathery's enterprise revenue engine.

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

Nice To Haves

  • Existing network within the insurance industry
  • Experience selling complex or technical products
  • Experience attending or sourcing pipeline through industry conferences
  • Background at a high-growth B2B SaaS or InsurTech company

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

Benefits

  • Competitive compensation and equity
  • HRA health plan
  • Unlimited PTO
  • 401(k) plan
  • Supportive, low-ego team that values ownership and growth
  • Company offsites to connect and recharge
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