Pressly, Pressly, Randolph & Pressly, P.A.

John W. (“Randy”) Randolph, Jr.

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  • Estate Planning
  • Tax Planning
  • Estate and Trust Administration
  • Private Wealth Services

1993, Florida
ISLN: 900545786


University of Florida, J.D.
Order of the Coif

University of Miami, LL.M. in Estate Planning

University of Florida, B.S.
Florida Blue Key


The Florida Bar
Board Certified Wills, Trusts, Estates
Board Certified Tax Lawyer

American College of Trusts and Estates Counsel (Fellow; Member, Transfer Tax Study Committee)

Certified Public Accountant

Florida Family Trust Company Legislation Subcommittee of the Real Property Probate Trust Law Section of The Florida Bar (Co-Chair)


“What Is the Basis of Assets Sold on the Date of Decedent’s Death,” Probate Practice Reporter, August, 2017, Vol. 29, No. 8

Co-Author with James G. Pressly, Jr. of the 2-Volume Book: “Florida Estate Planning,” (James Publishing), 2009 and update

Co-Author: “Things That May Surprise You About Florida’s Principal and Income Act and Related Accounting Law,” The Florida Bar Journal, March/April 2009

Co-Author: “Structure Estate Planning Fees to Foster Income Tax Deductions,” (Thomson RIA) Practical Tax Strategies, July 2006

Co-Author: “Opportunities and Pitfalls with Non-Pro Data Distributions to Residuary Beneficiaries,” American Bar Association RPPTL Section, Probate & Property Magazine, July/August, 2005

Co-Author: “Minimizing a Personal Representative’s Personal Liability to Pay Taxes,” The Florida Bar Journal, November/December 2004

Author: “The Revocable Trust as Beneficiary of the Estate and the Effectiveness of ‘Full Waiver’ Forms,” The Florida Bar Journal, December 2002

Co-Author: “Marital and Charitable Deductions: Will and Revocable Trust Tax Apportionment Coordination,” (Commerce Clearing House) Practical Estate Planning, December, 2000

Speaker: 29th Annual Attorney/Trust Officer Liaison Conference, Real Property Probate Trust Law Section, The Florida Bar, 2010, “Trust Accounting Issues – Principal and Income”