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Ryan Specialty

Specialty insurance brokerages and underwriting programs

Business Solutions Director

Full-TimePosted on 10/22/2026
$141.6k - $177k/yr+ Bonus
Expert
Bachelor's
Remote in USA+1 moreMore locations: Chicago, IL, USA
Remote
ProductProduct Management

About the job

Requirements
  • A bachelor's degree in a business or technology field.
  • At least 10 years of post-graduate experience in the property and casualty insurance industry or with a technology company serving the industry.
  • A proven track record of high-impact successes as a leader within insurance organizations or technology firms.
  • Strong domain expertise in insurance systems and deep knowledge of business applications software development processes.
  • A high sense of urgency and entrepreneurial work ethic to drive business outcomes.
  • Ability to address cross-functional and cross-organizational issues independently.
  • Ability to cultivate interpersonal relationships with clients, partners, coworkers, and executives.
Responsibilities
  • Build and maintain the overall strategic goals and vision for owned workstreams, coordinating with other RT team members to embed the workstream roadmap into other appropriate roadmaps.
  • Build the roadmap during the annual budgeting process and maintain it throughout the year; work with project management and technology teams to break programs into phased projects and define high-level goals for each program.
  • Build close relationships with stakeholders, collaborate with them, and advocate on their behalf.
  • Create project charters and/or RACI documents and gather high-level requirements for projects in assessment and discovery.
  • Work with program management to ensure projects are ready to move through each stage gate and maintain a consistent flow of projects ready for completion.
  • Plan, monitor, and analyze key metrics to ensure project deliverables align with business success goals, are on time, and are within budget; work with the organizational change management team to support successful rollout and ongoing usage.
  • Use relationships with management, external partners, and vendors to identify problems and provide solutions and suggestions for improving team efficiency and productivity.
  • Act as a product evangelist to build awareness, understanding, and adoption of solutions; develop and monitor usage key performance indicators.
  • Prepare cost-benefit analyses and other financial documents, and create executive-level presentations for programs and projects within the workstream.
  • Share knowledge, coach, and develop staff to strengthen understanding of solutions and process best practices and keep current on industry trends.
  • Manage internal and external resources to ensure high standards of service to the business.
  • Stay current on market trends to suggest new solutions to business stakeholders.
Desired Qualifications
  • Project management skills, including defining scope, maintaining project plans, and driving project teams.

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

6 month growth

6%

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.