Ashley N. Naylor received her Bachelor of Science degree in finance from Florida State University and her Juris Doctor from Florida State University College of Law. She joined the firm after graduating from law school in 2013. Her primary practice areas are estate planning, probate, and trust administration. She is a member of Volusia County Bar Association and Florida Bar Association. She is also a member of the Real Property, Probate and Trust Law Section of the Florida Bar.

Trisha Dellinger received her Bachelor of Arts degree in political science from the University of North Carolina at Chapel Hill and her Juris Doctor from the University of Miami School of Law. She was admitted to the bar in 1997 and joined the firm in that same year. During her 25 plus years with Pyle, Dellinger & Naylor, PLLC, she has continuously concentrated in the areas of real estate and business transactions, elder law, estate planning, probate and trust administration. She is a member of the Volusia County Bar Association and Florida Bar Association. She is also a member of the Real Property Council of Volusia County, Academy of Florida Elder Law Attorneys, National Academy of Elder Law Attorneys and the Elder Law Section of the Florida Bar.

Craig R. Woodward practices law in Woodward, Pires & Lombardo’s Marco Island location. He joined his father, Arthur V. Woodward, Esq., in 1980. With decades of knowledge of the history and development of the local area, Craig brings a wealth of experience and insight to his clients in solving their legal matters. He handles real estate law, zoning issues, estate planning, probate, business law, and local government law. He represents hotels, restaurants, time-share projects, contractors, marinas, land developers, homeowner associations, real estate companies, banks, and private individuals. Craig held Board Certified in Real Estate Law by The Florida Bar from 1993 – 2023, having been the first Collier County attorney to receive this certification. He is rated AV Preeminent® by Martindale-Hubbell® Peer Review Ratings™, the rating standard given only to attorneys who rank at the highest level of professional excellence for their legal expertise, communication skills, and ethical standards by their peers. Active in the community, Craig was the keynote speaker for Marco’s 50th Anniversary in 2015 and was awarded the Lifetime Achievement Award by the Marco Island Chamber of Commerce and “Keys to the City” by the City of Marco Island, Marco City Council. He regularly writes historical articles and delivers lectures on Marco Island’s history, including to Leadership Marco classes each year. Craig is also Vice President of First Title & Abstract, Inc. and President of North Marco Utility Co., Inc. He was previously attorney for the Marco Island Independent Fire District (1991-1995).

Attorney Anthony J. Dimora is a partner at Woodward, Pires & Lombardo, P.A. managing the firm’s Marco Island location. He provides legal services in both Marco Island and Naples, Florida, focusing his law practice on estate planning, wills and trusts, guardianship, probate and trust administration, litigation, business law, and residential and commercial real estate transactions. Originally from Cleveland, Ohio, Anthony is licensed to practice law in both Florida and Ohio and is a proud graduate of The Ohio State University and Cleveland-Marshall College of Law. Anthony was selected a 2024 Florida Super Lawyer® and was named a Top Lawyer in Estate Planning by Naples Illustrated magazine in 2023. When Anthony is not working, he enjoys spending time with his wife and children.

Lenore Brakefield is a Naples native and graduated cum laude from the University of Florida Levin College of Law. She focuses her law practice on civil and commercial litigation, including construction litigation. Lenore also handles local government law, code enforcement violations, community association law, real estate law, and contract and transactional matters. Lenore serves as board counsel to the City of Everglades City Code Enforcement Board and represents the firm’s various municipal and special district clients. Additionally, Lenore is a Certified Financial Litigator (CFL™) by the American Academy for Certified Financial Litigators.

Anthony (“Tony”) P. Pires, Jr. is a partner at Woodward, Pires & Lombardo, P.A. in the Naples office. He provides legal services to clients throughout Collier and Lee Counties in Local Government Law, Municipal Law, Land Use and Zoning Law, Land Use Applications, Rezonings, Bond Validation, and Administrative Law. His decades of experience and extensive knowledge of the history and development of Collier County enable him to use his unique insight to solve problems elegantly and efficiently. Tony serves as long-standing general counsel to various Florida community development districts (CDDs) and as special counsel to various county constitutional officers. His exceptional knowledge of Southwest Florida’s growth and development and his legal expertise allow him to guide public and private clients through complicated land use, local government, and real estate matters. Tony’s law practice showcases his tireless dedication to public service and client relationships. Tony has been a Board Certified Specialist (B.C.S.) in City, County and Local Government Law by The Florida Bar for over 25 years since 1998. He is rated AV Preeminent® by Martindale-Hubbell® Peer Review Ratings™, a rating given to only attorneys who are ranked at the highest level of professional excellence for their legal expertise, communication skills, and ethical standards by their peers. Previously, Tony was Assistant County Attorney, 1979-1981; Assistant State Attorney, Twentieth Judicial Circuit, 1975-1979 & 1981 – 1983; and with Westinghouse Communities of Naples, Inc., 1983 – 1986.

Mark J. Woodward is the Managing Partner of Woodward, Pires & Lombardo, P.A. in Naples and Marco Island, Florida. He is one of Collier County’s only dual Board Certified attorneys in Real Estate Law, as well as in Condominium and Planned Development Law by The Florida Bar. Mark has over 40 years of experience practicing law in the State of Florida. He received his Bachelor of Science in Finance from the University of Florida and his Juris Doctorate from Stetson College of Law. Mark assists clients with his extensive experience in all aspects of Florida Condominium Development Law and has worked on hundreds of HOA’s and condominium projects (residential, commercial, and mixed) throughout Collier and Lee Counties and in the panhandle of Florida. Mark’s Florida real estate practice includes complex commercial and agricultural transactions as well as business law, including corporations, partnerships, and limited liability companies (LLCs).

Kristen King Jaiven, Esq. is an attorney that focuses her practice on the representation of small businesses, including real estate brokerages and other related business ventures. Kristen has experience with DBPR investigations, Board of Realtor complaints, commission disputes, and brokerage compliance matters. She also assists with commercial leasing, corporate operations, and implementing robust marketing plans for various types of business ventures. Kristen currently represents the 4th Appellate District on the Florida Realtor-Attorney Joint Committee and serves as Co-Chair of the Real Property, Probate, and Trust Law Section’s (RPPTL) Residential Real Estate and Industry Liaison Committee. Kristen also serves on the Florida Bar Consumer Protection Law Committee and on the Board of Directors of Signatures Gives Back, Inc. Previously, Kristen served as the General Counsel and Vice President of The Signature Real Estate Companies – one of the largest privately-owned real estate brokerages in the state of Florida – and as in-house counsel for American Tower Corporation focusing on commercial real estate. During law school, Kristen clerked for the South Florida Water Management District focusing on environmental enforcement matters. Prior to becoming an attorney, Kristen had a rewarding career as a paralegal and regulatory compliance specialist with Hilton Grand Vacations. When not working, Kristen enjoys beach days or hiking with her son and husband and spending time with her dogs.

James Claus is a practicing lawyer in the state of Florida. Attorney Claus received his J.D. from Stanford University Law School.

Attorney Omar J. Arcia is the founding force behind Arcia Law Office, bringing over two decades of legal experience and an unwavering commitment to justice. Mr. Arcia graduated with honors from Florida State University in Tallahassee, Florida, earning a degree in Psychology. He continued his academic excellence at Florida State University Law School, graduating in 1995. During his time in law school, Mr. Arcia distinguished himself as a leader and scholar. He proudly served as President of the Spanish American Law Students Association, was selected to join the prestigious Florida State University Law Review, as well as the Journal of Transnational Law and Policy, where his scholarly articles were published. His passion for advocacy was further demonstrated as a member of the Moot Court Trial Team, where he honed his litigation skills early in his career. Following law school, Mr. Arcia began his professional journey at a prominent business litigation firm in Miami, handling complex cases across state and federal courts nationwide. With a strong foundation in litigation, he quickly earned a reputation for skillfully navigating high-stakes legal battles. In 2000, driven by a passion to provide more personalized service, Mr. Arcia founded his own firm in Coral Gables, Florida. His practice initially focused on personal injury, real estate, family law, and business disputes. As client needs expanded, so did his vision. By December 2006, Mr. Arcia expanded his reach by opening a second office in Miramar, FL, establishing Arcia Law Office with locations in both Miami-Dade and Broward counties. This strategic growth enabled the firm to better serve clients throughout South Florida’s legal communities.