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Ryan Specialty

Specialty insurance brokerages and underwriting programs

Inside Broker - Proexec

Full-Time
$146.4k - $183k/yr+ Bonus
Mid
Madison, WI, USA+4 moreMore locations: San Francisco, CA, USA | Chicago, IL, USA | New York, NY, USA | Atlanta, GA, USA
In Person
InsuranceInsurance Sales & Agency

About the job

Requirements
  • Relevant experience within ProExec Liability insurance.
  • Deep technical expertise within at least one Professional or Executive Liability specialty.
  • Strong understanding of coverage, exposures, carrier appetite, and placement strategy within an area of specialty.
  • Ability to build and maintain strong relationships with brokers, underwriters, and market partners.
  • Strong verbal and written communication skills, including the ability to explain complex insurance concepts clearly and concisely.
  • High level of initiative, responsiveness, organization, and follow-through.
  • Ability to thrive in a fast-paced, collaborative environment.
  • Commercial mindset and interest in developing relationships, identifying opportunities, and growing business.
  • Ability to work independently while contributing effectively within a team.
  • Appropriate insurance licensing, or ability to obtain required licenses.
Responsibilities
  • Develop and execute placement strategies for new and renewal Professional and Executive Liability business.
  • Partner with retail brokers to understand client exposures, coverage needs, and placement objectives.
  • Review submissions and supporting documentation to identify exposures, coverage considerations, and appropriate market opportunities.
  • Market accounts to carrier partners and negotiate coverage, pricing, terms, conditions, and capacity.
  • Analyze quotes and coverage options and communicate recommendations and market feedback to retail brokers.
  • Serve as a technical resource within an area of specialty, helping retail partners navigate complex Professional and Executive Liability risks.
  • Build and maintain relationships with retail brokers, underwriters, and carrier partners.
  • Identify opportunities to deepen existing retail relationships and contribute to new business growth.
  • Collaborate with producers, brokers, and account teams on complex placements and business development opportunities.
  • Maintain current knowledge of carrier appetite, market conditions, emerging exposures, and coverage developments within areas of specialty.
  • Provide responsive and accurate service throughout the placement process, from initial submission through binding.
  • Broaden knowledge across the ProExec platform while maintaining deep expertise within a core specialty.
Desired Qualifications
  • Specialty underwriting or wholesale brokerage experience is strongly preferred.
  • Established broker relationships, niche technical expertise, or demonstrated business development success may qualify candidates for consideration above the posted range.

About the company

Ryan Specialty provides specialty insurance products and solutions to insurance brokers, agents, and carriers. It operates through three segments: Wholesale Brokerage (RT Specialty) to place complex risks, Binding Authority for managing general underwriters to quote and service policies, and Underwriting Management to develop proprietary programs under delegated authority. The company differentiates itself by combining broker access, delegated underwriting authority, and proprietary programs to serve hard-to-place risks, with a strong US presence and international reach. Its goal is to deliver tailored risk solutions for specialty and hard-to-place risks while expanding its international specialty insurance market.

Company Size

1,001-5,000

Company Stage

IPO

Headquarters

Chicago, Illinois

Founded

2010

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Simplify's Take

What believers are saying

  • Q2 2026 revenue rose 7.2% to $916.6 million, with organic growth at 6.7%.
  • Management raised the buyback authorization to $600 million and repurchased $260 million in Q2 2026.
  • Stewart Specialty Risk closed December 2025, expanding Canadian high-hazard underwriting and distribution reach.

What critics are saying

  • The February 2026 Empower Program takes $160 million in charges through 2028 before savings arrive.
  • Ryan Specialty faces trademark litigation in California, Case 2:26-cv-02226, filed March 2026.
  • AJG, BRO, and WTW pressure pricing, talent, and carrier access; a bad integration breaks growth.
  • A failed 2027 acquisition pipeline would leave RYAN reliant on slower organic growth and margin defense.

What makes Ryan Specialty unique

  • Ryan Specialty spans wholesale brokerage, binding authority, and underwriting management across 30,000 broker relationships.
  • The 2026 Empower Program builds a unified data-and-technology platform for specialty distribution.
  • Its delegated-authority model and 180-plus carrier relationships create switching costs and proprietary capacity access.

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Benefits

  • Paid Vacation
  • Paid Sick Leave
  • Paid Holidays
  • Paid Parental Leave
  • Mental Health Support

Growth & Insights and Company News

Headcount

6 month growth

17%

1 year growth

17%

2 year growth

19%
Yahoo Finance
Mar 11th, 2026
Ryan Specialty and MediaAlpha are small-cap stocks to target, while EverQuote lags behind

MediaAlpha, an insurance marketplace technology platform, has demonstrated strong momentum with 69.4% annual revenue growth over the past two years. The company, which connects insurance carriers with consumers, is trading at a market capitalisation of $544.6 million. The platform processes nearly 10 million consumer referrals monthly across property, casualty, health and life insurance products. Forecasted revenue growth of 11.8% for the next 12 months suggests sustained momentum. Earnings per share growth of 564% annually has significantly outpaced revenue expansion, indicating improving profitability as the business scales. Ryan Specialty, a wholesale insurance broker founded in 2010, posted impressive metrics including 21.2% annual revenue growth and a robust 19.2% free cash flow margin. The company trades at $4.73 billion market capitalisation.

Yahoo Finance
Feb 3rd, 2026
Ryan Specialty tops Wall Street picks with 36% upside, while Mister Car Wash and Donnelley Financial face headwinds

Ryan Specialty, a wholesale insurance broker founded in 2010, is attracting Wall Street attention with a consensus price target of $64.31, implying 35.5% upside. The company has demonstrated strong organic revenue growth averaging 12.8% over the past two years. Ryan Specialty's earnings per share grew 23.1% annually over the last two years, significantly outpacing peers. The company maintains a robust free cash flow margin of 18.9%, enabling consistent capital reinvestment and returns. Meanwhile, analysts remain bullish on Mister Car Wash and Donnelley Financial Solutions despite concerning fundamentals. Mister Car Wash faces weak same-store sales trends and high debt levels, whilst Donnelley Financial Solutions has seen sales decline 3% annually over five years. Independent analysis suggests caution on these stocks despite Wall Street's optimistic price targets.

Insurance Canada
Nov 7th, 2025
Ryan Specialty Acquires Stewart Specialty Risk

Ryan Specialty has signed a definitive agreement to acquire Stewart Specialty Risk Underwriting Ltd. (SSRU), a Canadian managing general underwriter based in Toronto. SSRU, founded in 2016 by Stephen Stewart, specializes in high-hazard property and casualty solutions and will join the Ryan Specialty Underwriting Managers division. SSRU has a strong distribution network across all 13 Canadian provinces and territories.

Artemis
Sep 5th, 2025
Ryan Specialty raises $400M reinsurance sidecar

Ryan Specialty launched a collateralized reinsurance sidecar, Ryan Alternative Capital Re, Ltd., raising $400 million, backed by Flexpoint Ford and Sixth Street. This vehicle supports Ryan Specialty Underwriting Managers' P&C insurance business, providing $900 million in multi-year premium capacity. The initiative, in collaboration with AXIS Capital and Lloyd's of London, aims to enhance specialty cat and non-cat risk capacity. Deutsche Bank Securities acted as the structuring and placement agent.

Business Wire
May 21st, 2025
Ryan Specialty Acquires 360° Underwriting

Ryan Specialty enters Ireland with acquisition of 360 Underwriting.