Vice President (Casualty Insurance)

Understory, Inc.•Madison, WI

99d•Hybrid

About The Position

Understory is looking for a VP, Casualty Insurance to support new business development and client relationships across our growing P&C insurance portfolio. This is an individual contributor role focused on insurance sales, driving deal execution and consistently hitting or exceeding quota expectations. This role is ideal for someone with significant insurance or insurtech experience who wants to build and lead our Casualty offering.

Requirements

8+ years of experience in insurance, insurtech, or a client facing brokerage role specializing in commercial business
Deep experience with property & casualty insurance sales, consistently hitting or overachieving on sales goals and quota
Comfortable managing longer, complex and high premium sales cycles
Organized, detail-oriented, and comfortable managing multiple deals or accounts at once.
Communicate clearly and professionally with brokers, clients, and internal teams.
Comfortable working in a fast-moving startup environment with evolving processes.
Experience using CRM tools or sales systems (Salesforce)

Nice To Haves

Preference towards candidates with Captive, E&S, Dealer Open Lot or Parametric experience

Responsibilities

Support new business sales efforts across P&C insurance products, including prospect research, outreach, meeting preparation, and follow-up.
Work closely with other members of the sales team, along with our underwriting and product leaders to identify and move deals through the pipeline.
Manage broker and client communications, including scheduling meetings, preparing materials, and responding to inbound questions.
Drive the end-to-end complex sales process, from initial introduction through quote, bind, and renewal.
Maintain accurate pipeline tracking and documentation in CRM systems (Salesforce).
Analyze underwriting considerations, pricing, and risk structures to develop client-facing solutions.
Support renewal and expansion efforts by preparing performance summaries, coverage updates, and renewal materials.
Develop a strong foundational understanding of Understory’s products, value proposition, and target customer segments.