Robert L. "Rob" Lancaster, Tax Attorney in Naples, Florida
Over 25 years of legal practice · focused on Tax and Trusts
Naples, FL
Practicing tax in Naples since 2001.
- 25+
- Years practicing
- 1
- Bar admission
Are you Robert L. "Rob" Lancaster?
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Quick answer
Robert L. "Rob" Lancaster is an attorney based in Naples, FLORIDA. The practice focuses on Tax and Trusts. Robert has over 25 years of legal experience.
- Based in
- Naples, FLORIDA
- Experience
- over 25 years
- Known for
- Tax · Trusts
- Handles Tax and Trusts matters from Naples, FLORIDA.
- Over 25 years of practice as a licensed attorney.
- Recognized with Lawyer of the Year — Trusts and Estates (Fort Myers) (2023).
About Robert L. "Rob" Lancaster: Robert L. "Rob" Lancaster is an attorney based in Naples, FLORIDA. The practice focuses on Tax and Trusts. Robert has over 25 years of legal experience.
Areas of practice
Legal matters Robert takes on
Robert concentrates on tax and trusts. Each area below outlines the kind of case Robert handles, typical outcomes to expect, and how the intake process starts.
Tax cases in Naples, Florida
Robert takes tax matters in Naples, Florida. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before Robert agrees to represent you.
Trusts cases in Naples, Florida
Robert takes trusts matters in Naples, Florida. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before Robert agrees to represent you.
Biography
Meet Robert L. "Rob" Lancaster — tax lawyer in Naples
Robert L. "Rob" Lancaster is an attorney based in Naples, FLORIDA. The practice focuses on Tax and Trusts. Robert has over 25 years of legal experience.
Robert L. Lancaster is a Principal in Cummings & Lockwood's Private Clients Group and is based in the Naples office. Rob focuses his practice on the areas of wealth preservation planning, estate planning and business succession planning. Today’s litigious environment compels individuals to proactively engage in strategies to preserve their wealth.
Just as physicians are all too familiar with the inherent risks of practicing medicine, so too should entrepreneurs, executives and other professionals be aware of the risks associated with commercial enterprises.
Rob helps clients with wealth preservation planning, which involves maximizing the benefits offered under Florida law, as well as considering the implementation of sophisticated foreign or domestic structures.
How Robert handles tax matters
Robert L. Lancaster is a Principal in Cummings & Lockwood's Private Clients Group and is based in the Naples office. Rob focuses his practice on the areas of wealth preservation planning, estate planning and business succession planning. Today’s litigious environment compels individuals to proactively engage in strategies to preserve their wealth. Just as physicians are all too familiar with the…
The kind of cases Robert takes
Robert reviews new inquiries case-by-case for tax and trusts matters in Naples and the surrounding Florida area.
Credentials
Education, bar admissions, and languages
University of Florida
— · 2001
University of Florida
J.D. · 2000
Florida State University
B.S. · 1996
Jurisdictions
Robert's state bar admissions
Florida
2001 · ACTIVE
Robert studied at — in University of Florida, J.D. in University of Florida, and B.S. in Florida State University.
Law school and academic background
Robert completed — in University of Florida, J.D. in University of Florida, and B.S. in Florida State University. Formal legal training is one signal of substantive knowledge — the day-to-day practice Robert runs in Florida is where that training gets applied to real client questions.
Recognition
Recognition and thought leadership
Robert has received 7 formal recognitions from bar associations, industry bodies, and peer-review services.
Lawyer of the Year — Trusts and Estates (Fort Myers)
2023
Best Lawyers in America — Tax Law
2026
Best Lawyers in America — Trusts and Estates
2026
Best Lawyers in America — Awards:
2026
Best Lawyers in America — The American College of Trust & Estate Counsel (ACTEC), Fellow
2026
Best Lawyers in America — Board Certified by the Florida Bar in Wills, Trusts & Estates
2026
Best Lawyers in America — Florida Super Lawyers, 2017 - Present, Rising Star, 2009 - 2014
2026
Legal awards and honors
Lawyer of the Year — Trusts and Estates (Fort Myers) (2023). Best Lawyers in America — Tax Law (2026). Best Lawyers in America — Trusts and Estates (2026). Best Lawyers in America — Awards: (2026). Best Lawyers in America — The American College of Trust & Estate Counsel (ACTEC), Fellow (2026). Best Lawyers in America — Board Certified by the Florida Bar in Wills, Trusts & Estates (2026).
Locations
Robert L. "Rob" Lancaster's office in Naples
Robert's primary office is at 3001 Tamiami Trail North, Naples, Florida, 34103. In-person meetings are by appointment; a phone intake usually comes first.
Client feedback
Client reviews of Robert L. "Rob" Lancaster
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Schedule your consultationHiring guide
How to hire Robert L. "Rob" Lancaster — what to expect in your first consultation
Working with a new tax attorney should feel structured. Here's how the first two conversations with Robert usually go, from the moment you request a consult to the day representation begins.
Consultation formats and pricing
Robert charges for the initial consult. That fee is credited toward representation if you retain Robert's office.
What to bring to your first meeting
Bring any documents you already have — police reports, medical records, filed pleadings, correspondence from an insurer, a copy of the contract at issue. If you're not sure, err on the side of bringing everything; Robert will tell you what matters and what doesn't.
Questions to ask a tax attorney in Naples, Florida
A short list to run through before you commit: How many tax matters have you handled in the last year? What's your fee structure? Who else in the office will work on this? What's your realistic estimate of timeline and range of outcomes? How do I reach you between meetings?
Fees & payment
Fees, payment methods, and consultation options for Robert
Robert discusses fees during intake so the arrangement fits the matter. Contingency, hourly, and flat-fee options are all common in tax practice — ask which fits.
Hourly rates, contingency fees, and flat-fee options
Every tax matter is priced differently. Simple document review might be a flat fee. Injury litigation is often contingency. Complex commercial disputes usually run hourly with a retainer. Robert confirms the model in the engagement letter before any work starts.
Payment methods and payment plans
Robert's office accepts standard payment methods. Ask about payment plans if the retainer is a stretch — many tax practices work with clients on structured schedules.
Frequently asked
Frequently asked questions about Robert L. "Rob" Lancaster
How much does it cost to hire Robert for a tax case?
Cost depends on the type of matter, the fee model (contingency, flat, hourly), and how contested the case becomes. Robert walks through the likely range during the consult so there are no surprises.
Does Robert offer a free consultation?
Robert charges for the initial consult; that fee is credited toward representation if you retain Robert's office. Some tax attorneys offer free consults — check Robert's current terms during booking.
How long do tax cases in Florida typically take?
Simple tax matters can wrap in a few weeks; disputed cases can run 6–18 months from intake to resolution, longer if the matter goes to trial. Robert gives a realistic estimate for your facts at the consult — vague answers here are a red flag.
Can Robert take my case if I'm outside Naples?
Robert is licensed in Florida. Matters governed by Florida law are the natural fit. Out-of-state matters are handled case-by-case, sometimes with local co-counsel. Ask during intake — Robert will tell you if the case is a fit or refer you to someone closer to your court.
What should I bring to my first meeting with Robert?
Bring every document that touches the dispute: contracts, correspondence, police or medical reports, filed pleadings, invoices, photographs, insurance letters. Also bring a written timeline of what happened, in your own words. Robert will filter what matters — over-preparing at intake is always cheaper than needing a second meeting.
Is Robert accepting new tax clients right now?
Robert's intake status shifts week to week. Submit the form; the office will confirm availability or refer the matter out.
Areas served
Tax attorneys serving Naples, Miami and Tampa in Florida
Robert handles tax matters throughout Florida. Each city below is a direct link into the search page for verified tax attorneys in that community.
- Naples2,155 attorneys
- Miami15,918 attorneys
- Tampa9,739 attorneys
- Orlando7,352 attorneys
- Fort Lauderdale6,726 attorneys
- Jacksonville5,497 attorneys
- Tallahassee4,383 attorneys
- West Palm Beach3,699 attorneys
- Boca Raton3,668 attorneys
- Coral Gables3,397 attorneys
- St Petersburg2,098 attorneys
- Sarasota1,994 attorneys
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