Enterprise Account Executive – Insurance

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Feathery

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2021

🤖 Artificial Intelligence

💳 Fintech

🛡️ Insurance

🔥 Funding within the last year

💰 Series unknown on 2025-11

Artificial Intelligence • Fintech • Insurance

Feathery is an AI-first workflow and document automation platform for regulated financial services. It provides a visual form and workflow builder, document templates and e-signatures, document and meeting/audio intelligence for high-accuracy data extraction, collaborative workflows and a white-label editor. Feathery’s AI assistant (Robin) generates and deploys workflows from plain-language prompts, runs decisioning and surfaces insights, and connects to 150+ industry integrations. The product is purpose-built for wealth management, insurance carriers, and brokers to automate onboarding, underwriting/submission intake, proposal and policy generation, claims processing, and other regulated workflows while meeting SOC 2 and HIPAA compliance requirements.

📋 Description

• 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 • 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

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