Enterprise Account Executive - Insurance
This is the employer's own posting, not a copy on a job board.
What we know
Is it still open?
Confirmed still open
Last checked 3d ago — checked against the employer's own applicant tracking system, which is the company answering directly.
We re-read the employer's own applicant tracking system and the posting was still there. That is the company answering directly.
How old is it?
Posted 76d ago
The date the source published, not the day we noticed it (2026-08-18). Last seen at its source 6h ago.
We have tracked this listing since 3 Sep 2026 (60 days). The employer's own board has carried it every time we have read it, most recently 6 hours ago.
Is it remote?
Marked remote on the employer's board
Their board carries a remote setting on this posting — a field they filled in, not wording we read. The location field names somewhere specific, which is usually where the team or the entity sits.
Who may apply?
United States
The description states no restriction of its own. This is the source's own tag.
Pay not stated
Similar roles pay $107.5k–178.0k/yr
Middle 50% of 3605 listings that do state pay — Sales & Marketing · all levels · United States · USD/year. This employer has published no salary; this is what comparable listings we hold disclose, never converted between currencies or periods. How this is calculated.
Skills named in the ad
Recognised terms only, from a fixed vocabulary — this is what CV matching compares against.
Carried by 1 source
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Ashby employer's own board first seen 60d ago · last seen 6h ago
The listing
About Feathery
Feathery is the AI operating system for financial institutions. With hundreds of clients and over $30 million raised, Feathery is the fast-growing leader in financial agentic automation. Industry leaders like Tokio Marine, Sequoia Financial, and Cerity Partners run their client-facing workflows on Feathery, from onboarding and risk assessment to reconciling systems and generating proposals and reports.
At the center of it all is Robin, our AI operations assistant. Robin scans client documents, configures and deploys workflows, assists users in their day-to-day work, takes notes during meetings, and supports a growing range of operational tasks across the client lifecycle.
We're building a future where financial operations shift from paperwork, manual data entry, and disconnected systems to intelligent, automated workflows that let firms spend their time on clients instead of process. We're proud to be backed by world-class investors who share that vision, including Portage Ventures, Allstate Ventures, and Index Ventures, among others.
We're driven by a shared commitment to excellence and velocity. Our values — Own the Problem, Grit Beats Gloss, Say It Straight — shape how we work and grow as a team.
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.