# Head of Wholesale Underwriting at Shepherd

Shepherd is hiring a Head of Wholesale Underwriting in New York, United States. It pays $350k-$425k a year and Level rates it Little AI ●○○○; you can [apply on Level](https://jobsbylevel.com/go/7ff0e75d-c1a9-4bac-96d5-2dbaf74cd091?utm_medium=ai-agent).

AI Level 1, AI centrality 34 out of 100. New York City.

## Details

- Company: [Shepherd](https://jobsbylevel.com/companies/shepherd)
- AI level: AI Level 1 (score 34 out of 100)
- Location: New York City
- Salary: $350k-$425k
- Posted: October 19, 2026
- Apply: https://jobsbylevel.com/go/7ff0e75d-c1a9-4bac-96d5-2dbaf74cd091?utm_medium=ai-agent

## Description

What We Do Commercial insurance still runs on processes built decades ago. Underwriting is slow, and pricing leans on broad averages instead of the specifics of each risk. Technology can change how commercial risk is priced and managed, as long as it's paired with real underwriting expertise. The companies that get this right will shape the next era of the industry, and Shepherd intends to lead it. Shepherd is a Managing General Underwriter (MGU) building the fastest and smartest AI-native commercial risk platform in the industry, where underwriters, data, and automation work together. The result is faster decisions for our broker partners and pricing that reflects the actual risk. We started where the gap is widest: construction and energy, two of the most complex and highest-hazard segments in commercial insurance. Today we write Primary and Excess Casualty, Builder’s Risk, and Workers' Compensation distributed through a nationwide network of retail brokers. Our mission is to make risk frictionless for the builders and operators shaping the physical world, from concept through construction and into decades of operation. 🚀 Our Investors Shepherd has raised over $67M, including a $42M Series B led by Intact Private Capital. Intact also partners with Shepherd to provide capacity across its insurance products. Shepherd is also backed by leading institutional investors, including Costanoa Ventures, Spark Capital, Susa Ventures, and Y Combinator. 🏗️ Head of Wholesale Underwriting Shepherd is expanding its distribution and is launching a dedicated wholesale brand targeting E&S Property, Casualty and Financial Lines. The Head of Wholesale Underwriting will report to the Chief Insurance Officer and lead the development and execution of a newly-established, wholesale-exclusive insurance brand across multiple products and verticals.You will set the wholesale distribution strategy, define the products and appetite, hire the product line leaders and help secure the Excess & Surplus (E&S) capacity behind the program. This is a unique opportunity to help define the underwriting, brand and distribution strategies for a newly-established business unit. We're looking for someone with 12+ years of wholesale E&S experience, a proven track record of leadership, deep broker relationships, and an entrepreneurial mindset who is excited to build something new with modern technology and a forward-thinking team. 🎯 About You You are a builder who wants to shape the future of commercial insurance and do the best work of your career. You have deep wholesale expertise, a loyal broker network, and the drive to turn a blank page into a profitable book. You'd be a great fit if you have: 12+ years in the wholesale and E&S commercial P&C market, with leadership roles at a carrier, MGA/MGU, or wholesale specialty underwriting organization. A proven record of building or significantly scaling a wholesale business, product line, or channel, with P&L ownership for premium, profit, and loss-ratio results. Deep relationships with national and regional wholesale brokerage teams that can drive submission flow from day one. Strong command of how E&S business and the wholesale channel dynamics work, including surplus lines regulation and compliance, wholesale producer agreements, BOR protections, commission structures, and open brokerage and binding authority models. Experience leading, mentoring, or managing underwriters, including setting authority and running underwriting audits. Executive presence to present strategy and results to leadership, capacity partners, and reinsurers. Comfort with ambiguity: you make sound decisions with incomplete information and adapt quickly as the business evolves. Willingness to travel about 25% to meet brokers, partners, and the team. A bachelor's degree or equivalent experience. A background in construction accounting, finance, or law is a plus. 💼 About the Role Shepherd's underwriting approach is broker and client-centric with

The description is cut here. Read the full offer: https://jobsbylevel.com/jobs/head-of-wholesale-underwriting-at-shepherd-bca76b

Source: https://jobsbylevel.com/jobs/head-of-wholesale-underwriting-at-shepherd-bca76b

## Cite this page

Level. https://jobsbylevel.com/jobs/head-of-wholesale-underwriting-at-shepherd-bca76b.

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