--- title: 'Enterprise Account Executive - Insurance at Feathery' canonical: 'https://feeny.ai/job/enterprise-account-executive-insurance-feathery-united-states-80c6y2e19g68' type: 'job' last_seen: '2026-09-06' --- # Enterprise Account Executive - Insurance at Feathery - **Company:** Feathery - **Location:** United States - **Employment:** full-time - **Work type:** remote - **Posted:** 2026-08-18 - **Last confirmed live:** 2026-09-06 - **Apply:** https://jobs.ashbyhq.com/feathery/bbd10520-545f-4d56-95c8-ebb6d89fe440 ## Job description ## 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. ## WHY WE’RE HIRING As Feathery grows, we’re expanding our footprint across the insurance industry and engaging with more enterprise carriers and insurance organizations that require a consultative, high-touch sales process. We’re hiring an Enterprise Account Executive with deep insurance industry experience to drive revenue growth and help define our enterprise sales motion within insurance. This role is ideal for someone who thrives in a full-cycle sales environment, enjoys building pipeline, and wants to play a key role in shaping how Feathery goes to market and wins within the insurance industry. As an early member of the team, you’ll have significant ownership over pipeline, deals, and how we win in the enterprise. ## 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 - 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. ## WHAT YOU’LL DO ## 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 roadmap - Collaborate with marketing on campaigns and demand generation initiatives - Contribute to product launches and go-to-market strategy ## ABOUT YOU - 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 - Experience selling complex or technical products - Experience attending or sourcing pipeline through industry conferences - Background at a high-growth B2B SaaS or InsurTech company ## WHAT WE OFFER - 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 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. ## About Feathery ## Company Overview - **One-liner**: Feathery provides an AI-powered operations platform that automates data intake, document processing, and workflows for financial services, specifically insurance and wealth management. - **Entity Type**: Private (Seed stage) - **Headquarters**: San Francisco, California, United States - **Founded**: 2021 - **Founders**: Peter Dun (CEO & Co-founder), Zack Khan (Co-founder) ## Core Business - Primary industry/industries: Financial Services Technology (InsurTech, WealthTech) - Target customers: B2B, specifically insurance carriers, wealth management firms, and financial services enterprises - Mission or purpose statement: Transforming the way data is collected and activated across the web. ## Products & Services - **AI Operations Platform**: A platform designed for financial services to automate client onboarding, underwriting, quoting, and proposal generation. It integrates with existing systems and handles unstructured data from PDFs, spreadsheets, images, and emails. - **Document Intelligence**: Extracts and structures data from unstructured inputs like policies, loss runs, and submissions. - **Robin (AI Workflow Assistant)**: An AI agent that can build workflows from a simple natural language description, requiring no engineering skills. - **Comparative Policy Analysis**: Automatically analyzes multiple policy documents and AMS records to generate comparison reports. - **AI Document Generation**: Creates dynamic, compliant proposals and client-facing documents. - **Vertical Integrations**: Bi-directional connections with hundreds of industry-specific platforms (e.g., Schwab for account opening, Epic for AMS records). ## Market Standing - **Valuation/Market Cap**: Not publicly available - **Key Metric**: Total Funding of $4.05 million - **Total Funding**: $4,050,000 - **Notable Investors/Partners**: Index Ventures (lead investor in seed round), Erie Strategic Ventures, BrokerTech Ventures, MassChallenge, Bain Capital Ventures, FinTech Innovation Lab. - **Growth Signals**: 100% headcount growth year-over-year (34 employees as of mid-2026). Processes over 10 million+ workflows. Launched an industry-first one-click Schwab account opening via API in 2026. SOC 2 Type 2 and HIPAA compliant. Reports customers saving 60-80% of time on operational tasks. ## Competitive Advantages - **Hyper-focused vertical AI**: Built specifically for the complex, regulated workflows of insurance and wealth management, not a generic form builder. - **Deep integrations**: Pre-built, bi-directional connections with critical industry systems (AMS, CRMs, custodians like Schwab) create a significant moat. - **Security & Compliance**: SOC 2 Type 2 and HIPAA compliant, a critical requirement for financial services clients. - **Proven Efficiency**: Demonstrates clear ROI, with customers reporting 60% reduced time-to-quote and thousands of hours saved. ## Strategic Focus - Deepening its foothold in the insurance and wealth management verticals. - Expanding the capabilities of its AI workflow assistant, "Robin," to automate more complex, multi-step processes. - Building out more one-click integrations with major financial services platforms (e.g., Schwab). - Growing its customer base and scaling its go-to-market team. ## Why Work Here - **High-growth environment**: The company has doubled its headcount in the last year, indicating strong momentum and opportunity for impact. - **Remote-first with a hub**: While HQ is in San Francisco, the team is distributed across Canada, the US, the Philippines, and Germany, suggesting a flexible work culture. - **Talent density**: The team includes alumni from top tech companies like Palantir Technologies and Red Hat, indicating a high-caliber peer group. - **Technical focus**: With 42% of the team in technical roles, engineering is a core priority. The tech stack includes modern tools like React, Django, and Node.js. - **Meaningful problems**: The work directly addresses major inefficiencies in critical financial infrastructure, offering a chance to solve real-world problems with AI. ## Sources 1. [feathery.io](https://www.feathery.io/) 2. [feathery.io/about](https://www.feathery.io/about) 3. [linkedin.com](https://www.linkedin.com/company/feathery-forms) 4. [cbinsights.com](https://www.cbinsights.com/company/feathery) ## Other roles at Feathery - [SEO Content Marketer — Fintech / Insurtech (US Remote)](https://feeny.ai/job/seo-content-marketer-fintech-insurtech-us-remote-feathery-united-states-rw04zzf26ygj) — United States - [SEO Content Marketer — Fintech / Insurtech](https://feeny.ai/job/seo-content-marketer-fintech-insurtech-feathery-toronto-r14stm4d55e3) — Toronto, Canada - [Business Development Representative](https://feeny.ai/job/business-development-representative-feathery-toronto-13gnps5k2wtb) — Toronto, Canada - [Business Development Representative](https://feeny.ai/job/business-development-representative-feathery-united-states-z7kkhm4hgn4e) — United States - [Enterprise Account Executive - Insurance](https://feeny.ai/job/enterprise-account-executive-insurance-feathery-toronto-tnhz6wecbtqc) — Toronto, Canada - [Head of Wealth Solutions, Canada](https://feeny.ai/job/head-of-wealth-solutions-canada-feathery-toronto-t1cgbkzw8cq1) — Toronto, Canada - [Forward Deployed Engineer](https://feeny.ai/job/forward-deployed-engineer-feathery-toronto-8crrt9h541v1) — Toronto, Canada - [Demand Gen Marketer (US Remote)](https://feeny.ai/job/demand-gen-marketer-us-remote-feathery-united-states-3j6pf3yng2mq) — United States - [Frontend Engineer](https://feeny.ai/job/frontend-engineer-feathery-toronto-w29fsqgy7gwf) — Toronto, Canada - [Senior Backend Engineer](https://feeny.ai/job/senior-backend-engineer-feathery-toronto-0adtzyze8spw) — Toronto, Canada