A leading provider of private misdemeanor probation supervision services, operating across four states under exclusive, multi-year government contracts. The Company supervises court-ordered probationers on behalf of local jurisdictions through an offender-funded model. Recurring revenue is generated through monthly supervision fees paid by probationers over the life of each sentence, supplemented by drug screening, electronic monitoring, and court-approved diversion and education programs.
Founded more than 30 years ago, the Company has built a durable reputation with its government partners and demonstrated consistent year-over-year growth, with revenue increasing from approximately $15,856,000 in 2023 to $18,806,000 in 2025 with adjusted EBITDA of roughly $2.3 million. Its footprint spans over 60 service locations, and the exclusive, renewable nature of its jurisdictional contracts produces sticky, predictable revenue across a highly diversified base of court relationships that limits customer concentration risk.
A key differentiator is the Company’s proprietary case management software platform, which underpins day-to-day supervision operations and has recently begun generating a separate, recurring software revenue stream through licensing deals with government jurisdictions. While still early and modest relative to the core supervision business, this stream demonstrates the platform’s standalone commercial value and points to a scalable, higher-margin growth path. Combined with integrated payment processing, it creates multiple complementary revenue streams and a foundation for expansion.
Significant growth opportunities exist, including geographic expansion into adjacent jurisdictions, broader licensing of the software platform to courts beyond the existing footprint, the continued buildout of virtual and online reporting capabilities that improve efficiency and margin, and scaling of active AI-driven pilot program.
The Company is well suited for transition, with day-to-day operations supported by an experienced management team and a tenured base of case managers operating within established regulatory and reporting frameworks.
Jackson spent the first 28 years of his life chasing his basketball dreams. After playing at The George Washington University and Christian Brothers University, he was a coach at the college level for six years. The competitiveness, leadership, and work ethic he learned in athletics have been differentiators for him in the business world as well.
After getting married, Jackson got into business with his father and brother at Rio Bravo Oilfield Services, where he quickly became CFO. This birthed a love for small business, as he developed the financial department from the ground up, sat on the Board of Directors, and touched every facet of the company. He went back to business school, receiving an Executive MBA from Kenan-Flagler Business School at the University of North Carolina in 2015.
After an exit event at Rio Bravo, he worked for a few years at a boutique investment bank, mainly focusing on due diligence of small businesses that were M&A targets. In 2018, Jackson moved his wife, a native Carolinian, back home and founded Wolcott Consulting, a fractional CFO and Exit planning firm.
With over 15 years of experience as a small business CFO as well as business owner, Jackson’s passion is serving entrepreneurs. He understands intimately what it’s like to sit in their seat, both from a professional and personal standpoint. And his goal is to help use this experience to help them achieve their goals.
