Full-Time

Senior Vice President

Posted on 12/13/2025

Ryan Specialty

Ryan Specialty

1,001-5,000 employees

Specialty insurance brokerages and underwriting programs

Compensation Overview

$200k - $250k/yr

Chicago, IL, USA

In Person

Category
Operations & Logistics (2)
,
Requirements
  • Bachelor’s degree with a minimum of 10 years of experience in a senior leadership role within insurance or insurance brokerage
  • Experience with and successful implementation of business transformation programs
  • Able to attract and retain talent as well as motivate in a collaborative but maturing operations environment
  • Demonstrated ability to effectively communicate interpersonally with individuals, groups, and C-suite as well as strong client and stakeholder management skills
  • Proven experience in establishing new business units from scratch where no prior framework or concept exists
  • Experience in the insurance wholesale space, specifically understanding the commercial landscape and carrier needs
  • Decisive and persuasive with a bias for action
  • Proven initiative-taker, critical thinker, and strong communicator
  • Creative thinker who is always looking at macro changes in the industry and economy
  • Strong negotiation skills
  • Strong written and oral communication skills
  • Background in managing operations and ability to lead effective change management
  • Collaborative and ability to manage opposing perspectives
  • Proficiency in Microsoft Excel
  • Strong conceptual skills
  • Ability to "stand up and be counted" with strength to push back
  • Able to lead and manage a highly talented team
Responsibilities
  • Support RT leadership in developing the strategy and a business plan needed to deliver outcomes for the Ryan Exchange while ensuring alignment with overall company goals and objectives
  • Establish investment priorities that consider financial and people constraints while balancing longer range enterprise goals with near-term Ryan Exchange start-up costs
  • Provide options and recommendations to Ryan Specialty and RT leaders, clearly expressing the trade-offs and optionality behind different strategies
  • Create and maintain the commercialization of the Ryan Exchange, defining the products most applicable, monetization, and success criteria. Help leadership evaluate the appropriate carriers, agents, and government bodies to onboard by escalating key questions and decisions
  • Develop execution roadmaps focused on driving growth and annual productivity improvements while reducing risk
  • Establish and maintain the AI and automation roadmap supporting both internal automation capabilities as well as digital external automation for our retail agents and carriers. Collaborate with other Ryan Specialty business units on the AI journey to ensure mutually beneficial progress
  • Establish regular business and operations reviews to monitor progress, address escalated issues, and make required trade-off decisions as needs change during the year
  • Establish the target business and operational objectives and model for the Ryan Exchange required to support growth, drive efficiency and manage risk
  • Design and lead all carrier (and other designated trading partners) interactions and onboarding to the Ryan Exchange while also including those that enable digitization and further integration of IT and operations
  • Develop and manage the onboarding process for carriers/markets to the Ryan Exchange
  • Liaise with Corporate functions such as Legal, BSS, IT, Cat Modeling, and Claims to keep the Ryan Exchange fully functional
  • Effectively manage external vendors to scope, cost, and delivery satisfaction
  • Ensure adequate BCDR plans are implemented to provide for continuity and resiliency of Ryan Exchange operations
  • Drive ongoing improvement planning and execution
  • Create, oversee and manage the Ryan Exchange cost center P&L
  • Establish service levels, metrics, and KPIs to measure performance and compliance with enterprise and Ryan Exchange standards and controls
  • Play an active role in the governance of Ryan Exchange working within the parameters of the firm’s overall governance model
  • Deliver a positive customer service experience to all internal, external, current, and prospective customers and stakeholders

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

Simplify Jobs

Simplify's Take

What believers are saying

  • 21.2% annual revenue growth and 19.2% free cash flow margin drive scalability.
  • $400M reinsurance sidecar provides $900M multi-year P&C capacity.
  • Acquisitions like Innovisk expand revenue by $58M annually.

What critics are saying

  • Six acquisitions in 18 months cause integration failures and cultural clashes.
  • $600M senior notes strain cash flow if rates rise or losses hit.
  • Digital platforms like MediaAlpha bypass brokers, cutting RT commissions 15-20%.

What makes Ryan Specialty unique

  • RT Specialty intermediates complex specialty risks across all 50 states.
  • Binding Authority enables delegated quoting and policy binding for carriers.
  • Underwriting Managers develop proprietary programs for niche industries.

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Benefits

Paid Vacation

Paid Sick Leave

Paid Holidays

Paid Parental Leave

Mental Health Support

Company News

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.ca
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.

INACTIVE