Risk Advisor (Commercial Insurance Sales)

About Players Health

Players Health is on a mission to create the safest and most accessible environment for an athlete to play the sports that they love. There are over 50 million youth athletes playing sports in the U.S., and they count on us to ensure that the environment that they are coming into accepts them for who they are, fills them with encouragement, love, and inspiration.

Players Health is a VC and PE-backed, mission-driven, sports insurtech company providing risk management, data, and insurance products to sports organizations to comply with the changing athletic environment and responsibilities.

Our Core Values

We believe that at the core of a strong culture is a shared set of values. The values that we hold true and embrace are as follows:

• Lead with Mission: Our mission always comes first.
• Go Beyond: We're not satisfied with just "good enough"
• Operate like Owners: We take ownership of our work and approach every task with a sense of pride, responsibility, and commitment to excellence. We don't rent our roles - we own them.
• Virtue First: Honesty, integrity, and transparency are the bedrock of our culture and the foundation for everything we do.
• Service: We put our customers, colleagues and community first, and always strive to exceed their expectations with a smile.

About The Role

The organizations responsible for the safety of youth athletes are underserved, underinsured, and often unaware of the risks they carry. That’s the market. That’s the opportunity. And that’s our mission. We have Risk Advisor openings on our Youth & Amateur Sports team - people who bring commercial insurance knowledge, relationships in sports, and drive to build something real. People who see a quota as a floor, not a ceiling.

What sets this role apart is how we sell. Players Health doesn't lead with policy; they lead with risk. You’ll be provided a Sales Playbook, a proprietary client Risk Assessment Tool and a suite of enablement tools - all designed to position you as a trusted Risk Advisor, not just another insurance rep. You’ll sharpen your craft through weekly AI-powered pitch practice, structured KPIs, and The Institutes platform.

Players Health is a high-growth company, and like any organization scaling quickly, not every process is fully systematized. We move fast, work collaboratively, and are always improving - because showing up best for our clients depends on it. The right person sees that as context, not a red flag - they bring a continuous improvement mindset and don't wait for perfect conditions to go out and win business.

Comp & Benefits

• Base Salary: $70,000–$100,000, commensurate with experience - structured as a non-recoverable draw against commissions. The draw is not subject to repayment if commissions earned in a given period do not exceed the draw amount.
• Commission: Competitive, uncapped commission rates. Once your earned commissions exceed the draw, additional commissions are paid directly to you — with no ceiling on what you can earn.
• Remote-First: Work from anywhere in the U.S. (CT/ET time zone preferred)
• Time Off: Flexible PTO policy, 10 company holidays
• Benefits: Medical, Dental, Vision, Life, 401k, ancillary voluntary coverage options
• Professional Development: The Institutes Knowledge Group platform and AI-Powered pitch practice for ongoing insurance education, credentialing, & growth

Responsibilities (are inclusive of but not limited to):

• Lead with risk - use our client Risk Assessment Platform and consultative approach to help sports organizations understand their exposure, build a best-in-class safety program, and select the right protection for their athletes and their organization
• Prospect, source, and develop relationships with sports organizations, clubs, leagues, associations, and governing bodies
• Maintain a strong, current understanding of the youth and amateur sports landscape - including trends, organizations, and evolving risk environment athletes and admins face
• Build and manage a strong, active pipeline across target segments using our CRM/AMS (Applied Epic) and sales enablement tools, creating sales reports and projections
• Own the full sales cycle: outreach, discovery, risk assessment presentation, proposal, negotiation, and close
• Cross-sell/upsell across our suite of insurance and risk products
• Continuously develop advanced product/market knowledge - competitive landscape, understanding coverage nuances, and expertise to differentiate Players Health
• Meet and exceed structured KPI targets and revenue quotas — every quarter
• Establish trusted relationships with sports admins, risk managers, and decision-makers to identify ways to improve the safety of their organization and athletes
• Educate clients and prospects on insurance, risk, and athlete safety - positioning Players Health as a long-term partner
• Provide excellent ongoing service through responsiveness & accuracy
• Maximize renewals and retention with client engagement and high standards
• Communicate cross-functionally to ensure service, programs, and operations teams execute for clients
• Own the full client lifecycle - issuance of policies, managing changes & cancellations with the same care you bring to new business
• Review insurance applications for completeness and accuracy - this role owns what it sells, getting the details right is part of delivering on promise to clients
• Accurately maintain prospect, client, and deal activity in AMS and internal systems - without exception.
• Follow our sales playbook while identifying and flagging opportunities where processes can be improved
• Participate in weekly AI-powered pitch practice - a focused 30-minute session designed to sharpen your selling skills, refine your messaging, and share what's working across the team; the risk advisors who invest in this get better, faster
• Leverage resources to build insurance expertise & credibility
• Contribute to a team-oriented sales culture - what's working, supporting fellow risk advisors, and understanding that a rising tide lifts all boats; individual results matter here, but so does how you show up for the team.
• Partner with Account Management, and utilize tools to create market-facing campaigns that drive pipeline
• Contribute to building a sales culture that is high-accountability, collaborative, and mission-driven
• Embody our core values
• Some travel required
• Other duties as assigned

Minimum Skills & Qualifications

• 2+ years of commercial insurance sales experience with a demonstrated track record of growing a book of business OR 5+ years sales experience with demonstrated track record of growing a book of business
• Active Property & Casualty (P&C) insurance license, in good standing
• Demonstrated success in a quota-carrying, high-activity sales role with clear, measurable results
• Working knowledge of GL lines and commercial insurance
• Prior experience developing a sales strategy to meet or exceed targets
• Proficiency with agency CRM/AMS (Applied Epic, preferred), or comparable systems
• Excellent verbal and written communication skills; strong interpersonal presence and negotiation ability
• Demonstrated resilience and ability to adapt - comfort in fast-paced, high-change environments
• Demonstrated ability to follow process and to identify where improvements should be made
• Organized and strong attention to detail, including a commitment to accurate and timely data entry
• Comfort operating in ambiguity - motivated by contributing to solutions, not just working around problems
• Demonstrated integrity, professionalism, and confidentiality
• Proficient with Microsoft Office or related software

Desired Characteristics

• 7+ years of insurance experience
• Bachelor’s degree in Insurance, Business, Sales, or a related field
• Experience selling insurance specifically to sports organizations - clubs, leagues, associations, or national governing bodies — and existing relationships within the space
• Familiarity with the youth and/or amateur sports landscape as a professional, former athlete, coach, administrator, or volunteer
• Strong, current understanding of the youth and amateur sports risk environment, including trends in GL, participant accident, and abuse and molestation coverage
• Understanding of the risk environment of sports organizations - GL, participant accident, and abuse & molestation coverage
• Experience in a high-growth startup or scaling organization — and you’re energized by it
• Comfort identifying gaps in processes and taking initiative to solution — not just flagging them
• Track record of consistent performance in environments where not everything is handed to you
• History of contributing to team culture, playbook development, or sales process improvement beyond your individual quota
• Strong emotional intelligence - you build trust quickly, listen well, and read the room in a prospect conversation
• Collaborative - you want to make the people around you better and see success for the team

Additional Requirements

• Ability to travel occasionally for team events, collaboration, or conferences
• Dedicated, safe, and secure remote work environment
• Ability to work and be productive in a remote setting
• Exceptionally self-motivated with the ability to work autonomously
• Proactive communicator across email, verbal, and instant messaging
• Attend virtual meetings, primarily with camera on (we value connection)
• Located in or willing to work Central or Eastern Time Zone
• Must be 18 years or older and work location must be in the United States
• Must have unrestricted work authorization to work in the United States

Players Health is committed to building a diverse and inclusive work environment. We are proud to be an equal opportunity employer and welcome all applicants regardless of race, color, religion, creed, gender, sexual orientation, marital status, gender identity, national origin or ancestry, age, citizenship, disability, pregnancy, veteran status, or any other basis protected by applicable law.