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Professional Experience

Attorney James (“Jay”) F. Caudill is the partner in charge of the firm’s Bonita Springs / Estero Office. Jay was born in Fayetteville, North Carolina, the son of Dr. Lloyd Caudill and Frances Caudill. In 1975, his father was honorably discharged from the United States Army, and his family moved to Naples, Florida, where Jay grew up and eventually graduated from Naples High School. Jay attended Furman University and graduated in 1994 with a BA in History. After graduating from Furman, He attended law school at the Cecil C. Humphries School of Law (University of Memphis). Upon completion of law school in 1997, Jay returned to Naples, Florida to begin his law practice as a family law and litigation attorney in the law firm of Asbell, Coleman & Ho, PA. In 1999, Jay took his first position working as a real estate and business lawyer with Morrison & Conroy, PA, and he has been practicing in those areas ever since. In September of 2003, Jay became a founding partner in the firm of Morrison & Caudill, PLLC. Jay is honored to have joined the firm of Woods, Weidenmiller, Michetti & Rudnick in the summer of 2014.

Areas of Concentration

With respect to real estate and finance law, Jay focuses his practice in the following areas:

  • Advising clients regarding the acquisition and development of commercial real estate.
  • Commercial Real Estate Contract negotiation and preparation.
  • Representing local, regional, and national lenders in the negotiation and preparation of commercial loan documentation.
  • Closing commercial and residential real estate transactions and issuing title insurance.
  • Closing refinance loans and issuing mortgagee title insurance.
  • Preparation of condominium formation documents, as well as homeowner association documentation.
  • Loan restructures, workouts and short sales.

With respect to business law, Jay focuses his practice in the following areas:

  • Advising clients regarding the legal aspects and structuring of the acquisition and sales of businesses.
  • Negotiation and preparation of business asset purchases and stock/membership interest purchases.
  • Closing business asset purchases and stock/membership interest purchases.
  • Corporate formations and structuring.
  • Preparation and negotiation of Partnership Agreements, Bylaws, Shareholder Agreements, Employment Agreements, Non-Compete/Non-Solicit Agreements, Operating Agreement, and other business related agreements.


Jay married his college sweetheart, Wendy, in 1994. He and Wendy have two daughters: Hannah (born in 2001) and Grace (born in 2004). When not working, Jay enjoys going on mission trips, spending time with his family, hiking, camping, fishing and playing guitar.  Jay is a graduate of Leadership Bonita and is an elder at his church, Summit Church.


Main Office

Vanderbilt Galleria
9045 Strada Stell Court
Fourth Floor
Naples, Florida 34109

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Bonita Springs

North Bay Village
3301 Bonita Beach Rd
Unit 315
Bonita Springs, Florida 34134

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Jacksonville Beach

2029 Third Street N
Suite 9
Jacksonville Beach, FL 32250

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