The work is rarely about one isolated HR problem. It is about removing the complexity, fragmentation, and blind spots that make growth harder than it needs to be. These examples show what changed when the organization built infrastructure to support where the business was going.
Case Study 1
A PE-backed, high-growth specialty healthcare organization had approximately 250 employees spread across five surgery-center employee populations and six separate legal entities. Payroll was fragmented across five separate payrolls, employee data was inconsistent, visibility was limited, and the administrative burden kept growing with the business. Payroll ownership also sat with Finance, even though the underlying work was deeply connected to the workforce systems and processes HR needed to manage.
The company had grown faster than the infrastructure underneath it. What had once been manageable had become a source of unnecessary complexity, duplicated effort, and limited confidence in the data leadership needed.
I evaluated the existing payroll and HR technology environment and led the selection and implementation of Paycom to replace Paychex. At the same time, I centralized payroll ownership under HR, consolidated five payrolls into one structure, and helped move the five surgery-center employee populations into a centralized MSO model as part of the broader entity restructuring.
This was not simply a payroll conversion. The work required standardizing the employee data and processes underneath payroll, timekeeping, PTO, benefits administration, reporting, and workforce visibility so the new structure could actually function as one organization.
Within my first four months, the organization transitioned successfully to Paycom and completed its first payroll accurately and on time. Five separate payrolls became one centralized payroll structure, significantly reducing processing complexity and administrative burden.
The broader restructuring reduced the practical operating structure from six entities to two operating companies while maintaining business continuity and minimizing disruption for employees. Leadership also gained stronger reporting, better data accuracy, greater workload efficiency, and real-time visibility into employee information, timekeeping, PTO, benefits, and staffing.
Case Study 2
The same PE-backed specialty healthcare organization had five separate employee populations operating under different small-group, fully insured benefit plans. Each plan came with its own renewal date, vendors, structure, and administrative requirements.
The fragmentation created a significant burden for HR and made it difficult for the company to use its combined size strategically. It also raised important questions around common ownership, plan structure, and compliance while leaving leadership with limited visibility into healthcare costs and overall plan performance.
I conducted a comprehensive benefits market analysis and worked through the entity and employee-population structure to determine how the organization could consolidate appropriately. The goal was not simply to put everyone on the same plan. It was to build a benefits structure that made sense for the company the organization was becoming.
I consolidated the five disparate benefit programs into one large-group plan and moved the organization from traditional fully insured coverage to a level-funded structure. I also brought benefits administration in-house and centralized enrollment, vendor management, employee communication, and ongoing plan oversight.
Five separate benefit plans with multiple renewal dates became one centralized large-group benefits program. The organization reduced administrative complexity, improved its benefit offering, generated cost savings, and gained substantially greater visibility into healthcare costs and plan performance.
The move to level funding also gave the organization greater flexibility and created a logical path toward potential self-funding as the employee population continued to grow.
Case Study 3
The organization's retirement-plan structure had grown fragmented along with its entity structure. Multiple plans and vendors created additional administrative work, inconsistent employee experiences, and limited purchasing leverage.
The problem was not that the plans were impossible to manage. It was that the structure no longer made sense for a company trying to operate as one growing organization.
I led a comprehensive 401(k) RFP focused on recordkeeping, advisory support, fiduciary responsibilities, employee service, and administration. I selected Empower as the new recordkeeper and CAPTRUST as the fiduciary advisor, then coordinated the transition of retirement-plan assets into a single program.
The work also included implementation support and employee education so the change would not simply make administration easier for the company, but also create a more consistent experience for employees.
The organization moved from a fragmented retirement-plan environment to one centralized 401(k) program. Consolidation simplified plan management, reduced administrative burden, and improved employee support across the organization.
By leveraging the combined employee population, the company also gained stronger volume pricing and a retirement structure better suited to continued growth and centralized operations.
The turning point was when we stopped looking at payroll, benefits, and entity structure as separate problems. Once Jillian connected them, we could finally see what needed to change for the company to operate like the organization we were trying to become.
We had been managing around the complexity for so long that it had started to feel normal. Jillian challenged the assumptions underneath the structure, and that changed the conversation from ‘How do we keep this running?’ to ‘What should this actually look like at our next stage of growth?
The biggest shift was visibility. We went from fragmented systems and inconsistent information to a much clearer picture of the workforce, the costs, and the infrastructure supporting the business. That gave leadership a level of confidence we simply did not have before.
Identify the 2–3 areas most likely to create friction, risk, or execution problems before your next acquisition, location, market, or major stage of growth.
Identify the 2–3 areas most likely to create friction, risk, or execution problems before your next acquisition, location, market, or major stage of growth.
The organization may simply have outgrown the workforce infrastructure that got it this far.