Are we paying more than necessary for payroll, HR or workforce administration?
Clarity for Critical Workforce Decisions
Helping Leadership Make Better Workforce Decisions.
Strategic Assessments provides independent executive advisory services that help organizations make confident workforce and business decisions. We work alongside leadership to evaluate opportunities, develop strategic workforce solutions, and coordinate implementation across payroll, PEO advisory, employee benefits, HR, and compliance—improving organizational performance, strengthening employee programs, enhancing operational efficiency, and supporting long-term profitability.
Independent guidance across PEO, payroll, benefits, HR and workforce decisions. No obligation to replace current providers.
Executive Clarity
Questions we help leadership answer.
Can medical and employee benefits improve without simply increasing employer expense?
Would a PEO, payroll change or HR outsourcing structure improve support and scalability?
Which workforce cost strategies fit our employees and current operating structure?
What should leadership do next, and in what order?
Optimize workforce cost
Identify payroll, PEO, benefit and HR expenses that deserve closer review.
Strengthen medical & benefits
Evaluate medical, ancillary and workforce benefit strategies around access, value and affordability.
Improve HR & compliance
Strengthen HR support, compliance resources and workforce risk management.
Compare providers objectively
Compare PEO, payroll, benefit and workforce solutions without being tied to one provider.
Workforce Solutions
Independent Solutions Designed Around Your Organization
Every organization is different. We begin with an executive assessment to understand your workforce, operations, objectives, and current providers before recommending any solution. Whether the right answer involves payroll, PEO advisory, employee benefits, HR, compliance, or workforce cost optimization, our recommendations are driven by your organization's needs—not by a preferred provider., then help leadership select and implement the appropriate PEO, payroll, medical, employee benefit, HR or workforce cost strategy. We are not tied to one provider.
01
Executive Advisory
Strategic planning, operational assessment, due diligence, partnerships and growth opportunities requiring experienced review.
02
Payroll Services
Payroll provider selection, cost review, implementation support, technology evaluation and process improvement.
03
Workforce Cost Optimization
Evaluate compliant payroll and benefit strategies that may reduce employer cost while strengthening employee value.
04
Medical & Employee Benefits
Medical, ancillary and supplemental benefit strategies designed around workforce needs, affordability and access.
05
HR & Compliance
HR infrastructure, compliance support, employee practices, ACA considerations and workforce risk management.
06
PEO Brokerage & HR Outsourcing
Independent comparison of PEO pricing, HR support, workers’ compensation, technology, service and overall fit.
How We Work
Helping Leadership Make Confident Workforce Decisions
PEO, payroll, medical, employee benefits, HR and workforce cost strategies are often evaluated separately even though each decision affects cost, employees, compliance and operations.
Discover
Understand the employer’s goals, workforce, current providers and primary concerns.
Assess
Evaluate workforce structure, operating costs, existing providers, employee programs, and opportunities for improvement., benefits, HR, PEO and workforce information.
Compare
Develop strategic recommendations, compare alternatives, and identify the solutions that provide the greatest long-term value., expected value, implementation requirements and material risks.
Implement
Coordinate implementation across providers, internal leadership, and key stakeholders to ensure a smooth transition., documentation, payroll setup, enrollment and internal stakeholders.
Support
Provide ongoing executive guidance, performance reviews, and coordination as organizational needs evolve. through execution, service coordination and ongoing review.
Who We Serve
Built for decision makers responsible for both people and performance.
We work with privately held companies, nonprofit organizations and larger employers, particularly where workforce cost, benefits, operations or growth require executive attention.
Healthcare & Home Health
Hospitality & Restaurants
Manufacturing & Distribution
Construction & Field Services
Nonprofit Organizations
Staffing & Labor-Intensive Employers
Professional Services
Multi-Location Organizations
Why Strategic Assessments
Independent guidance across decisions that affect the entire workforce.
PEO, payroll, medical, benefits, HR and workforce cost decisions are connected. Strategic Assessments helps leadership compare the complete picture instead of receiving a separate sales pitch from each provider.
Independent provider comparison
We help employers compare PEO, payroll, medical, benefit and workforce solutions without being tied to one provider.
Works alongside current providers
A solution may work alongside existing payroll, PEO, medical and benefits arrangements; replacement is not assumed.
Executive-led assessment
The first discussion is structured for owners, CEOs and CFOs responsible for cost, people and operational performance.
Support beyond the recommendation
We help coordinate provider selection, implementation, payroll setup, enrollment and ongoing service when requested.
Results vary by organization and depend on workforce data, existing arrangements, eligibility, participation, implementation and other factors. Strategic Assessments does not provide legal or tax advice; appropriate professional review may be recommended.
About Strategic Assessments
Leadership That Stays Involved
Strategic Assessments was built to help business owners and executive teams make better workforce and operational decisions. We evaluate the complete picture, coordinate the right resources and remain actively involved through implementation and ongoing support.
Rossana Carriero
President & Chief Executive Officer
Rossana oversees Strategic Assessments' strategic direction, operations, client service and long-term relationships.
Originally from Uruguay and now a United States citizen, she is bilingual in English and Spanish and is known for responsiveness, attention to detail and building lasting client relationships.
Her leadership philosophy centers on transparency, accountability and long-term client support.
Carl Akers
Executive Advisor | PEO & Payroll Solutions
Carl has more than 20 years of experience helping employers evaluate PEO, payroll, employee benefits and workforce solutions.
He works with executive teams to compare options, coordinate implementation and remain involved after the decision is made.
His focus is practical business improvement and long-term client relationships.
Why Clients Work With Us
Independent Recommendations
Executive-Level Communication
Implementation Support
Long-Term Relationships
Proven Resources
One Point of Contact
Frequently Asked Questions
Straight answers before you commit time or resources.
What does Strategic Assessments do?
Strategic Assessments is an independent executive advisory firm helping employers evaluate and implement PEO, payroll, medical, employee benefit, HR, compliance and workforce cost solutions.
Do you require employers to replace their current providers?
No. Some strategies can operate alongside existing payroll, PEO, medical and benefit arrangements. Replacement is recommended only when the assessment supports it.
Do you offer only one workforce solution?
No. Strategic Assessments evaluates multiple solutions, including PEO brokerage, payroll, group medical, employee benefits, HR, compliance and workforce cost-reduction strategies.
Who should participate in the first conversation?
The initial discussion is generally most productive with an owner, CEO, CFO or executive who understands the organization's priorities and can determine whether a deeper assessment is warranted.
What information is needed for an initial assessment?
That depends on the issue. We begin with a confidential executive discussion and request only the information necessary to determine whether a meaningful opportunity may exist.
Do you work only in Jacksonville?
No. Strategic Assessments is based in Jacksonville, Florida, and can work with organizations throughout Florida and across the United States.
How do we begin?
Start with a brief confidential conversation. We will identify the issue, determine whether it fits our capabilities and outline the most sensible next step.
Start the Executive Assessment
Tell us what you are trying to improve. We will help determine whether PEO, payroll, medical, benefits, HR or workforce cost strategies deserve a closer look.