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Compass 
Risk 
Advisors
  • HOME
  • PROOF OF INSURANCE
  • SERVICES
  • FAQ
  • LET'S CONNECT
  • ABOUT US

ABOUT US

Compass Risk Advisors

Compass Risk Advisors is a Florida-based insurance agency specializing in condominium and community association risk management. We help associations navigate today’s complex insurance landscape with clarity, confidence, and a strategic approach tailored to their unique exposures.


Our firm was built on a simple principle: insurance should be proactive, transparent, and competitive. We don’t rely on a one-size-fits-all approach, every program we design is customized after a thorough review of coverage, risk factors, and market opportunities.


What sets us apart is our access. We assess a wide range of carriers to align coverage with each association’s needs, including exclusive and highly competitive carriers that many agencies, even large corporate firms, cannot access. This allows us to uncover better options, stronger coverage, and more favorable pricing for our clients.


We take pride in being strong advocates for the associations we serve. From initial risk analysis to claims guidance, our focus is on protecting communities, supporting board members, and delivering long-term value, not just at renewal, but year-round.


Whether you’re reviewing your current program or simply want a second opinion, we offer a no-commitment approach designed to give you clarity on where you stand, and where you could be better positioned.


Chelsea ChapmaN, Co-Founder & Principal

Chelsea Chapman is a seasoned insurance executive with two decades of experience in commercial insurance operations, leadership, and strategic growth. As Vice President of a leading Florida agency, she played a pivotal role in driving business development, maintaining exceptional client retention rates as high as 98%, and building long-standing relationships with carriers, brokers, and community associations. 


Chelsea’s background spans operations management, underwriting, and client advisory, giving her a comprehensive understanding of the insurance landscape—from internal workflows to complex risk placement. She has successfully led teams, negotiated carrier partnerships, and implemented scalable processes that enhance both client experience and operational efficiency.


Her expertise in condominium and community association insurance, combined with her leadership-driven approach, allows her to deliver tailored solutions that prioritize long-term stability, transparency, and value for clients.

Timothy Chapman, Co-Founder & Risk Advisor

Timothy Chapman brings a unique blend of sales leadership, operational strategy, and specialized insurance experience to Compass Risk Advisors. With over a decade of high-performance leadership in sales and business operations, Timothy has a proven track record of driving results, building strong client relationships, and developing efficient, scalable processes. 


In addition to his leadership background, Timothy’s extensive experience in the insurance industry spans both early career and advanced roles, with a specialized focus on commercial and condominium association insurance. His expertise centers on risk analysis, market access, and structuring competitive insurance programs tailored to residential associations.


In the aftermath of major storm events, Timothy played a critical role in supporting communities through the claims process. He has personally facilitated and guided over 200 condominium flood claims following hurricanes such as Helene and Milton. Timothy worked directly with boards and community managers, adjusters, and carriers to ensure accurate documentation, proper coverage application, and fair claim outcomes. This hands-on claims experience provides him with a practical, real-world perspective that directly benefits his clients when it matters most.


Timothy is known for his client-first mindset and consultative approach, advocating aggressively on behalf of clients while ensuring they fully understand their coverage, exposures, and available options. His ability to combine analytical insight with relationship-driven service makes him a trusted advisor in complex insurance environments.




Our Promise

At Compass Risk Advisors, our promise is simple: to serve as a trusted partner to your association with a balance of care, clarity, and results-driven advocacy.


We Treat Your Community Like Our Own
Every recommendation we make is guided by the understanding that your decisions impact real people, homes, and financial well-being. We approach your association with the same level of care and responsibility we would expect for our own.


We Provide Honest, Straightforward Guidance
You can expect clear, direct communication at all times. We prioritize transparency—ensuring you understand your coverage, your risks, and your options without confusion or pressure.


We Advocate for Your Best Outcome
We take an active role in representing your interests. Whether evaluating your insurance program or navigating a claim, we work diligently to position you as strongly as possible and pursue the most favorable outcome available.


We Deliver Clarity in a Complex Market
Insurance can be complicated, but our role is to simplify it. We break down complex coverage into practical, understandable insights so you can make informed decisions with confidence.


We Hold Ourselves Accountable

We take ownership of our work and follow through on our commitments. Our clients rely on us for consistency, responsiveness, and execution—and we take that responsibility seriously.


We Value the Opportunity to Serve
We approach every relationship with gratitude and respect. Earning your trust is not something we take lightly, and we are committed to building a long-term partnership based on performance and reliability.


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