Jackson Olsen
Jackson Olsen is a commercial litigator focused on franchise and business litigation, with a particular emphasis on representing franchisees in disputes against franchisors. Jackson regularly represents business owners and franchisees in high-stakes disputes involving breach of franchise agreements, fraudulent inducement, misrepresentations in franchise disclosure documents, restrictive covenants, and other complex business torts.
Jackson is an associate at Cantrell Schuette, where his practice focuses predominantly on plaintiff-side representation in commercial disputes, with experience in franchise litigation. He frequently represents franchisees nationwide in disputes with franchisors, including claims involving failure to provide operational support, misrepresentations in financial performance disclosures, and enforcement of restrictive covenants. Jackson also has significant experience handling client mobility disputes, including both the prosecution and defense of non-compete and non-solicitation agreements.
Prior to joining Cantrell Schuette, Jackson worked at several of the nation’s preeminent construction litigation firms, including firms recognized nationally for excellence in construction law. During this time, he represented national developers, general contractors, and local governments in all phases of residential, commercial, and public construction projects. His experience included disputes involving large-scale infrastructural projects, skyscrapers, high-rise condominiums, large-scale residential developments, and complex construction defect and delay claims. This background provides Jackson with a unique and practical perspective in handling complex business disputes and damages analysis.
Jackson has litigated matters in both state and federal courts across the country, including Florida, Alabama, Georgia, North Carolina, Texas, New York, and Colorado. He is known for his attention to detail, creative thinking, and relentless advocacy. Jackson is committed to achieving outstanding results for his clients through strategic litigation planning and practical, business-oriented solutions.
Outside of work, Jackson is also committed to mission and volunteerism. He currently volunteers his time with the youth program at the Coalition for the Homeless of Central Florida and is a Big Brother with Big Brothers and Big Sisters of Central Florida.
Representative Matters
- Represented franchisees nationwide in disputes against franchisors involving breach of franchise agreements, wrongful termination, and failure to provide operational support
- Secured favorable resolutions for franchisees asserting claims for fraudulent inducement and misrepresentations in franchise disclosure documents (FDDs)
- Represented franchisees in disputes involving enforcement and scope of post-termination restrictive covenants and non-compete provisions
- Negotiated favorable exits for franchisees seeking early termination or transfer of franchised businesses
- Represented business owners and executives in non-compete, non-solicitation, and trade secret disputes
- Represented franchisees in disputes involving wrongful de-identification, system failures, and franchisor operational support deficiencies
- Obtained favorable outcomes through mediation and arbitration in complex franchise and commercial litigation matters
- Represented national developers and contractors in construction litigation involving large-scale residential and commercial developments
- Conducted and defended depositions of key witnesses, corporate representatives, and experts in complex commercial litigation matters
- Drafted and argued dispositive motions and key litigation filings in state and federal courts nationwide
- Performed risk assessments and litigation strategy development for business owners and franchisees facing high-stakes disputes
Professional & Community Involvement
- Volunteer, Coalition for the Homeless of Central Florida
- Volunteer, Big Brothers and Big Sisters of Central Florida