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Upper, Senior management and C Level Jobs

SVP of Sales - Ryan Specialty Benefits

Ryan Specialty Group

Chicago, Illinois

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JOB DETAILS
SKILLS
Actuarial Skills, Brokerage, Business Development, Business Strategy, CLU, Coaching, Compensation and Benefits, Conferences, Consultative Sales, Consulting, Customer Relationship Management (CRM), Disability Accommodations, Distribution Channel, Employee Benefits, Entrepreneurship, Financial Strategy, Forecasting, Funding, Health Plan, Insurance, Interviewing Skills, Leadership, Market Analysis, Market Development, Market Share, Marketing, National Sales, Negotiation Skills, Performance Analysis, Performance Tuning/Optimization, Profit & Loss, Revenue Growth, Risk, Risk Analysis, Risk Modeling, Sales, Sales Pipeline, Sales Strategy, Solution Sales, Stop Loss Insurance, Thought Leadership, Underwriting
LOCATION
Chicago, Illinois
POSTED
30+ days ago
Position Summary
Ryan Specialty Benefits (RSB) is seeking an accomplished Senior Vice President of Sales to lead growth initiatives across our medical stop loss, level-funded, ancillary and captive insurance solutions. This executive will drive strategic sales performance, expand distribution relationships, and deliver innovative benefit financing strategies that reflect RSB's commitment to market leadership, creativity, and client-centric risk solutions.

Location: Flexible / Remote

Reports To: Chief Revenue Officer, Ryan Specialty Benefits

What will your job entail?

Key Responsibilities
  • Lead national sales strategy and execution for RSB's portfolio of medical stop loss, level-funded, ancillary and captive products.
  • Build, coach, and inspire a high-performing sales team to consistently exceed growth and profitability targets.
  • Develop and strengthen relationships with brokers, consultants, TPAs, and strategic distribution partners.
  • Partner with underwriting, actuarial, and marketing teams to design competitive and differentiated offerings.
  • Utilize RSB's innovative risk evaluation process to identify market opportunities and drive consultative sales solutions.
  • Represent RSB at key industry conferences, panels, and client events, serving as a thought leader on alternative risk and funding models.
  • Collaborate with executive leadership to develop long-term sales strategies aligned with corporate growth objectives.
  • Maintain strong pipeline management discipline, accurate forecasting, and performance analytics.
  • Leverage CRM to optimize performance across the enterprise

Qualifications
  • 10+ years of proven sales leadership experience in employee benefits, preferably with focus on medical stop loss, level-funded programs, and captive solutions.
  • Demonstrated history of top-tier sales performance and revenue growth in highly competitive markets.
  • Deep relationships with national and regional broker and consultant networks.
  • Strong understanding of self-funded health plan dynamics, stop loss underwriting, and alternative funding mechanisms.
  • Exceptional leadership, communication, and negotiation skills.
  • Entrepreneurial mindset with a strategic, data-driven approach to business development.
  • Bachelor's degree required; advanced degree or professional designation (e.g., CEBS, RHU, CLU) preferred.

About Ryan Specialty Benefits

Ryan Specialty Benefits (RSB), a division of Ryan Specialty, delivers integrated, innovative solutions for self-funded employers and risk-bearing entities. Through expert underwriting, wholesaling, creative risk structuring, and industry-leading service, RSB empowers clients and partners to succeed in an evolving benefits landscape.

Ryan Specialty is an Equal Opportunity Employer. We are committed to building and sustaining a diverse workforce throughout the organization. Our vision is an inclusive and equitable workplace where all employees are valued for and evaluated on their performance and contributions. Differences in race, creed, color, religious beliefs, physical or mental capabilities, gender identity or expression, sexual orientation, and many other characteristics bring together varied perspectives and add value to the service we provide our clients, trading partners, and communities. This policy extends to all aspects of our employment practices, including but not limited to, recruiting, hiring, discipline, firing, promoting, transferring, compensation, benefits, training, leaves of absence, and other terms, conditions, and benefits of employment.

How We Support Our Teammates

Ryan Specialty seeks to offer our employees a comprehensive and best-in-class benefits package that helps them - and their family members - achieve their physical, financial, and emotional well-being goals. In addition to paid time off for company holidays, vacation, sick and personal days, Ryan offers paid parental leave, mental health services and more.

The target salary range for this position is $200,000.00 - $250,000.00 annually.

The wage range for this role considers many factors, such as training, transferable skills, work experience, licensure and certification, business needs, and market demands. The pay range is subject to change and may be modified in the future. Full-time roles are eligible for bonuses and benefits. For additional information on Ryan Specialty Total Rewards, visit our website https://benefits.ryansg.com/.

We provide individuals with disabilities reasonable accommodations to participate in the job application or interview process, to perform essential job functions, and to r

About the Company

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Ryan Specialty Group

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