TriSpan Acquires Majority Stake in Prestige PEO Holdings

PrestigePEO Acquires StaffLink Outsourcing, LLC

January 5, 2022

Staffing & HR

PrestigePEO, a Melville, New York-based professional employer organization, has acquired StaffLink Outsourcing, LLC, a Sunrise, Florida-based PEO that serves SMBs nationwide with a concentration on the Eastern seaboard and Southern U.S. The deal, executed with backing from private equity partner TriSpan, expands PrestigePEO's geographic footprint and complements its HR, payroll, and benefits administration capabilities.

PrestigePEO Acquires PathGoal Employer Services

August 16, 2021

Staffing & HR

PrestigePEO has acquired PathGoal Employer Services from Headway Workforce Solutions, making PathGoal a wholly owned subsidiary effective August 16, 2021. The deal — supported by PrestigePEO's investor TriSpan — expands PrestigePEO's geographic footprint and PEO service offering into the Raleigh/Durham and broader North Carolina market for SMB clients.

PrestigePEO Acquires O2 Employment Services

January 28, 2026

Staffing & HR

PrestigePEO has acquired O2 Employment Services, a Redding, California–based professional employer organization, strengthening PrestigePEO’s West Coast presence and expanding its HR outsourcing and benefits capabilities. O2’s leadership and team will remain in place to ensure continuity for clients; the deal enhances PrestigePEO’s ability to serve small- and mid-sized businesses across California and nationwide.

PrestigePEO Acquires Advantage Personnel Resources, LLC

January 5, 2023

Staffing & HR

Melville, N.Y.-based PrestigePEO has acquired Gainesville, Fla.-based Advantage Personnel Resources, LLC (APR), a PEO that provides HR services, payroll administration, employee benefits and workers' compensation to SMBs across Florida and Georgia. The deal is an add-on to PrestigePEO's platform (backed by TriSpan) and is intended to expand PrestigePEO's geographic footprint in the southern U.S. while broadening its service capabilities and broker relationships.

TriSpan Opportunities Fund Acquires Majority Stake in PG Dental Holdings

June 3, 2019

Healthcare Services

TriSpan Opportunities Fund LP acquired a majority interest in PG Dental Holdings, LLC in partnership with the company's management team and owners of certain affiliated practices. PG Dental is a regional dental support organization providing non-clinical administrative services to affiliated dental practices across the New England and Mid-Atlantic regions; the company supported dentists who served approximately 70,000 patients in 2018. Financial terms were not disclosed.

Kohlberg & Company Acquires Majority Stake in Engage PEO

August 9, 2023

Staffing & HR

Kohlberg & Company has acquired a majority stake in Engage PEO, a Fort Lauderdale-based professional employer organization, partnering with existing investor Lightyear Capital and Engage management, both of which will retain minority stakes. The investment positions Kohlberg to accelerate Engage's organic growth and M&A-driven consolidation across the PEO/human capital management market in the U.S.