Founder | Reimagine PEO

“The PEO Queen”

Cassandra Anderson

About Me

Cassandra Anderson is one of the most respected voices in the PEO industry, earning her reputation as “The PEO Queen” through more than 13 years of experience providing top tier performance, deep technical expertise, and an unwavering commitment to client-first guidance. She serves as a trusted PEO consultant and advisor to CFOs, HR leaders, Private Equity (PE) and Venture Capital firms seeking clarity in complex workforce decisions.

With experience spanning PEO, EOR, ASO, global solutions, benefits, payroll, and compliance, Cassandra has seen the industry from every angle. She understands where traditional PEO sales models fall short, and she built Reimagine PEO to provide independent, transparent PEO advisory services that put clients first.

At her core, Cassandra is a trusted advisor and educator for business owners and leadership teams who want to make informed workforce decisions without pressure or confusion. Whether evaluating a PEO for the first time or reassessing an existing provider, Reimagine PEO delivers expert led guidance, benefits benchmarking, and long-term advocacy for growing organizations.

  • Reimagine PEO exists to bring clarity, ethics, and transparency to an industry that is often confusing and misaligned. Cassandra acts as an independent PEO broker and consultant, guiding organizations through PEO comparison and selection to find the solution that truly fits their goals, workforce, and budget, not the option that pays the highest commission. Her guidance is unbiased, strategic, and grounded in what is best for the client.

  • A key part of Cassandra’s approach is helping CFOs and HR teams evaluate their employee benefits and contribution strategy. She compares current benefit offerings against market benchmarks to ensure plans remain competitive, cost effective, and aligned with employee expectations. This benchmark driven approach helps organizations attract and retain talent while maintaining financial discipline.

  • Once a provider is selected, Cassandra remains actively involved as an employee advocate and ongoing client advisor. She helps ensure the service, pricing, and support promised during the evaluation process are delivered, and she works with clients to hold providers accountable when challenges arise.