Ashland Medley

Managing Partner at Howard Law Group

Speaker

Ashland is known for her exceptional command of contested real-estate litigation and her ability to distill complex issues into clear, actionable strategies. After more than a decade running her own successful practice, she joined Howard Law to expand the firm’s capabilities and guide its attorneys with the same high-performance standards that defined her career.

Clients value Ashland’s combination of depth, precision, and composure — qualities that have earned her a reputation as a trusted counselor to private lenders, servicers, and investors across the country. Her leadership at Howard Law extends beyond case management; she actively shapes firm-wide processes, strengthens practice-area operations, and mentors attorneys to deliver consistent, boutique-level client care.

Ashland has represented institutional clients in thousands of contested mortgage-foreclosure matters, appellate proceedings, title disputes, real-estate closings, and civil litigation. She is particularly skilled in high-risk bench trials and appellate defense, where her legal creativity and mastery of procedure consistently lead to strong outcomes.

With more than 15 years in the industry, she has earned the confidence of investors nationwide who rely on her judgment for navigating heavily defended foreclosure cases, title irregularities, and complex settlement negotiations. Her ability to craft innovative legal solutions makes her a go-to resource for resolving matters others might consider unworkable.

Ashland has been recognized since 2010 for her litigation excellence and strategic thinking. She is an active member of the Florida Bar and the Real Property, Probate and Trust Law Section, and she is a Title Agent for The Fund. Her success in both trial and appellate arenas has positioned her as one of the region’s standout attorneys in real-estate litigation.