Jay Cain, JD, CPA
Trusted Legal Guidance for Automotive Dealership Growth
Jay Cain is an experienced M&A attorney and Certified Public Accountant who helps automotive professionals become owners—and allows owners to build legacies. With deep roots in both law and finance, Jay offers a rare dual-lens approach that goes beyond legal paperwork to provide strategic, on-the-ground partnership through every stage of a dealership’s growth, acquisition, or transition.
Jay brings hands-on insight from his years as General Counsel for a multi-brand dealership group, where he led legal strategy for transactions, tax planning, real estate, and operations. Today, he serves as a trusted legal partner for first-time buyers and seasoned dealership owners alike—guiding them from early deal evaluation to successful closings, and beyond.
Whether you’re purchasing your first store, scaling your footprint, or preparing to exit, Jay Cain is committed to navigating the complexities so you can focus on what matters: your legacy.
Credentials
Jay Cain’s Legal Specialties
Mergers &
Acquisitions (M&A)
Corporate Structuring & Entity Formation
Tax Planning & Succession
Real Estate
Transactions
Business Dispute Resolution
Why Work With Jay?
Business-Minded Strategy
With a CPA background and years in in-house legal roles, Jay understands how decisions affect operations, not just legal outcomes.
Hands-On Deal Experience
From distressed acquisitions to strategic expansions, Jay has led both sides of the deal table—bringing clarity and confidence to complex processes.
Long-Term Legal Partner
Jay frequently maintains long-term relationships with clients, serving as their legal advisor as they grow, acquire, and adapt.
Trusted in the Industry
Jay is well-regarded for his practical guidance, financial fluency, and commitment to helping clients turn dealership dreams into long-term enterprises.
