Darien, Connecticut – September 24, 2026 – Uplift Investors (“Uplift”), a middle-market private equity firm with a business model-centric focus on services investing, today announced that Rainwater, Holt & Sexton (“Rainwater”) will become a co-founding partner of Orion Legal MSO (“Orion”), Uplift’s managed service organization (“MSO”) serving plaintiff law firms. The partnership further expands Orion’s national platform, building on its founding partnership with Dudley DeBosier Injury Lawyers and subsequent partnerships with leading personal injury firms across the country.
As part of the transaction, Mike Rainwater and Bob Sexton will become members of Orion’s National Advisory Board, a forum for leaders of partner firms to help guide strategy and operations across the platform.
Founded in 2006 by Mike Rainwater, Bob Sexton and the late Stephen Holt, Rainwater has built a preeminent personal injury practice in Arkansas over nearly two decades. The firm has established itself as one of the state’s largest personal injury firms, with a longstanding reputation for high-quality legal representation and a deep connection with clients. As Rainwater has expanded its reach, it has remained firmly rooted in the communities it serves and committed to the clients who have shaped its growth.
Chad Dudley CEO“Rainwater has built an extraordinary law firm in Arkansas, earning a level of trust and recognition that can only be achieved by consistently delivering for clients over many years. We admire what Mike, Bob and the entire Rainwater team have accomplished to date, and we’re excited to work alongside them to build on that foundation, support the platform behind the firm and create even more opportunity for Rainwater to grow and serve its clients.”
As it does for all partner firms, Orion will provide Rainwater with non-legal operational support services, including marketing, finance, technology, talent and administrative infrastructure, designed to enable attorneys to focus solely on their clients and legal outcomes. Rainwater will remain 100% owned by its existing lawyers who will continue to direct the firm’s legal practice.
“For nearly two decades, we’ve grown Rainwater by staying focused on a simple principle: prioritizing our clients above all and being there for our fellow Arkansans when they need us most,” said Mike Rainwater, founding partner of Rainwater. “As we look to the future, we want to ensure our attorneys and staff have everything they need to keep delivering on that commitment. We believe Orion shares our values and understands what makes Rainwater special, and this partnership will allow us to build on what we’ve created while continuing to raise the bar for our clients and our team.”
“Rainwater represents an important addition to Orion, bringing a leading position in Arkansas and a proven track record of sustained growth and high-quality client service,” said Doug Rosenstein, Managing Partner of Uplift Investors. “The strength of Orion is rooted in partnering with outstanding firms that bring distinct expertise, market knowledge and perspective to the broader network. Rainwater embodies those qualities, and we’re excited about the new heights they will reach as part of the Orion platform.”
Holland & Knight served as legal counsel to Orion.
About Uplift Investors
Uplift Investors is a middle-market private equity firm purpose-built to invest in services businesses. Its proprietary 5-5-5 Framework maps five scalable business models against five durable services sectors, with five functionally aligned Value Creation Centers (VCCs) applied to every investment. The VCCs cover organizational design, technology, data and AI, go-to-market, talent, and M&A, each led by an experienced C-suite operator. The firm closed its debut fund at its $670 million hard cap in July 2026 and is headquartered in Darien, Connecticut. For more information, visit www.upliftinvestors.com.
About Orion Legal
Orion Legal MSO is a managed service organization supporting leading plaintiff law firms across North America. Orion provides non-legal operational support functions, including marketing, technology, finance, talent, and administrative infrastructure, to enable law firms to focus on delivering exceptional legal outcomes for clients. Built in partnership with Dudley DeBosier Injury Lawyers as its original founding partner firm, Orion is designed to help plaintiff law practices scale, improve efficiency, and enhance client service while preserving firm culture, autonomy, and full compliance with applicable legal and ethical requirements. For more information, visit www.orionlegalmso.com.
About Rainwater, Holt & Sexton
Rainwater, Holt & Sexton is Arkansas’ largest personal injury law firm, with more than 40 attorneys and 150 staff members serving clients from eight offices across the state. Founded in 2006, the firm represents individuals and families across a range of personal injury matters and is committed to providing clients with the experience, resources and personalized support they need following a serious accident. Deeply rooted in Arkansas, Rainwater, Holt & Sexton is an active supporter of the communities it serves. For more information, visit www.callrainwater.com.
Media Contact
Joshua Rosen
Prosek Partners