The Role
You'll own the full sales motion across two product lines: personal insurance (auto, home, and umbrella) for individual buyers, and commercial coverage for small business owners. Both require speed, trust-building, and a sharp instinct for what a customer actually needs — and you'll be doing it at real volume, all day.
This isn't a role where you nurse a handful of deals through a six-month enterprise cycle. You'll be running a high number of conversations daily, converting consistently, and constantly refining how you do it. The expectation is that you hit the ground running and make the playbook better in the process.
What You'll Do
You'll own the full sales motion across two product lines: personal insurance (auto, home, and umbrella) for individual buyers, and commercial coverage for small business owners. Both require speed, trust-building, and a sharp instinct for what a customer actually needs — and you'll be doing it at real volume, all day.
This isn't a role where you nurse a handful of deals through a six-month enterprise cycle. You'll be running a high number of conversations daily, converting consistently, and constantly refining how you do it. The expectation is that you hit the ground running and make the playbook better in the process.
What You'll Do
- Work a full pipeline of inbound leads across personal lines and SMB commercial, running a high volume of calls daily
- Sell auto, home, and umbrella policies to individual buyers while simultaneously closing commercial accounts with small business owners — reading each type of buyer and adjusting your approach accordingly
- Get up to speed on our sales process quickly, then actively identify ways to improve conversion and efficiency
- Bring AI into your workflow — use it to sharpen pitches, streamline qualification, and take repetitive work off your plate so you can focus on closing
- Document what works and contribute to a sales playbook that scales beyond you
- Take on new product lines as we expand
- A track record of closing at high volume in short-cycle environments — you know what it means to run a full day of calls and still bring your best to the last one
- Comfort selling to two very different buyer types: consumers making personal financial decisions and business owners managing risk across their operations
- An instinct for process — you don't just sell well, you figure out how to make the whole team sell better
- Genuine familiarity with AI tools and how to apply them in a sales context, not just awareness of them
- Stability in chaos — you do your best work when things are moving fast and changing often
- Willingness to get licensed in P&C insurance across personal and commercial lines (we cover all costs)
- Prior experience in insurance, fintech, or another regulated industry selling to consumers or small businesses
- A history of building sales playbooks, not just following them
- Founder background or experience scaling an early-stage sales function
- An active P&C producer license
- Base salary + uncapped commission
- Full benefits
- Complete licensing and training support
About the company
Company website•Insurance
AI-native insurance services, built from the ground up.
We are building an AI-native insurtech company starting with a brokerage to automate how insurance is bought, sold, and operated.
We operate through Ashmont Insurance Agency, a licensed brokerage, while building the underlying technology platform.
Supported by leading investors who believe in the opportunity to rebuild insurance from the ground up.
If you want to shape what AI-native insurance services look like, email us at [email protected].