Role Overview
InsuredMine is hiring a director-level Head of Enterprise Sales — Top-100 P&C Agencies. This is a full-time role in IN. posted 3 weeks ago. Full responsibilities, required qualifications, and the apply link are listed in the description below.
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Job Description
The short version
14 of the top 50 independent P&C agencies in the country already run InsuredMine. We're hiring the person who turns that into the top 100. You already know these principals — you've sold to them, worked alongside them, or earned their trust over years. If selling at the very top of this market is something you do on a first-name basis, read on.
Who we are
InsuredMine is the operating system for independent P&C agencies — the intelligence layer above the management systems they already run (Applied Epic, AMS360, Sagitta, and others), turning agency data into retention and growth. We're bootstrapped, deliberately independent, and already trusted by some of the largest agencies in the US. In a market consolidating fast, we're the platform built for the independent agent.
Why this role exists
We've already won 14 of the top 50. That's the hardest proof to manufacture and we have it. What we need now is someone with the standing to walk into the rest of the top 100 — not to cold-pitch them, but because they already know the people in those rooms. This is a founding enterprise seat with real ownership.
What you'll own
You'll own the top-100 motion end to end: converting our existing marquee logos into references, opening doors at the agencies we don't yet serve, and closing relationship-driven enterprise deals at the highest level of the market. You'll work directly with the founders and define how we sell at this tier.
Who you are
You have current, real relationships with principals, COOs, and heads of operations at top-100-scale P&C agencies — and you can get a meeting this week, not eventually. You've sold or operated at the enterprise end of this market and you understand life inside an AMS viscerally. You sell on trust and track record, not scripts. A bootstrapped, founder-close environment energizes you because it means ownership & flexibility.
This probably isn't you if your relationships are carrier- or MGA-side, or concentrated in the mid-market rather than the top tier, or if you need a large guaranteed base.
What we offer
Strong base plus uncapped commission, plus benefits — you'll own a real piece of the motion you build at the top of the market. Remote, autonomous, founder-close. (Comp to confirm before posting.)
Interested?
Tell us about one top-tier agency relationship you've earned — how you built it, and what that principal would say about you. That's where we want to start. - Send us your msg at raution@insurdmine.com
Frequently Asked Questions
How do I apply for the Head of Enterprise Sales — Top-100 P&C Agencies position at InsuredMine?
Use the Apply button above to submit your application directly to InsuredMine. Most applications take less than 5 minutes if your resume and contact details are ready, and you'll be routed to the employer's official application system to finish.
Where is the Head of Enterprise Sales — Top-100 P&C Agencies position at InsuredMine located?
This position is based in IN. InsuredMine has not indicated remote or hybrid options for this role, so candidates should plan for on-site work.
What does a Head of Enterprise Sales — Top-100 P&C Agencies at InsuredMine earn?
InsuredMine has not disclosed a salary range in this posting. Many employers share specifics later in the interview process; you can also ask during a recruiter screen if compensation transparency is important to you.
When was the Head of Enterprise Sales — Top-100 P&C Agencies role at InsuredMine posted?
This role was posted on May 24, 2026 (26 days ago). It's still listed as actively hiring; we re-confirm openings against the source system multiple times per day and remove closed roles.
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