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Smilie Gregg Rogers

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We care. We just happen to be lawyers.
  • Estate Planning, Elder Law, Probate ...
  • Maine, Massachusetts, New Hampshire
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Lawyer Rating and Reviews
Legal Knowledge
5.0/5.0
Legal Analysis
5.0/5.0
Communication Skills
5.0/5.0
Ethics and Professionalism
5.0/5.0
Amy Elvira Bilyeu
Amy Elvira Bilyeu February 1, 2023
Rating: 10 Lawyer Rating - 10 out of 10
I really cannot say anything negative about him. I have sent many clients to him over the years, I've worked with him several times. I know him personally and would trust him with anything, because in addition to his skill and expertise and knowledge, I know he works hard to do everything he does extremely well.
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Biography

My legal education was devoted to estate planning and taxation. During law school I received an estate planning certificate of completion upon graduation and I then went on to receive an LL.M (legal master) in taxation. Afterward, I clerked for the US Tax Court in Washington, DC. My private practice has similarly been devoted to trusts and estates law, elder law, taxation, and probate/trust administration. For me, it's a passion and nothing brings me more satisfaction than helping clients develop their estate plans.

While most of my clients need general estate planning documents, such as Wills, Trusts (both Revocable and Irrevocable), Powers of Attorney, and Health Care Directives (Proxies), I also assist clients on a routine basis with Medicaid planning, with an emphasis on Wills with Supplemental Needs Trusts provisions and Irrevocable Real Estate Trusts. I also assist clients with sophisticated estate planning where estate taxes are an issue.

I practice with my spouse, attorney Mary Kathryn Brennan, and together we have developed a law firm that strives to provide informed and compassionate care. To us, that means that our practice adheres to checklists and systems to ensure that every step of our practice is meaningfully regulated. It also means that we regularly take time out to examine what we do and how we do it and are always looking for ways to improve, innovate, and learn.

As a law firm, we strive to be compassionate and less transactional by providing estate planning clients with home service options when needed, an affordable annual wellness update service option, a monthly and yearly newsletter and being there for them when times are difficult. We take an interest in the well-being of our clients and try to make ourselves available over and above what one might expect from an attorney. In the broadest sense, compassionate legal care means serving clients the way that they would hope for and providing them with the means to stay informed.

Practice Areas
Estate Planning
Guardianship & Conservatorship Estate Administration, Health Care Directives, Trusts, Wills
Elder Law
Probate
Probate Administration, Probate Litigation, Will Contests
Tax Law
Estate Tax Planning, Tax Planning
Video Conferencing
  • Zoom
Fees
  • Credit Cards Accepted
  • Rates, Retainers and Additional Information
    Our firm charges a flat fee for most initial consultations. Most initial estate planning documents are also billed on a flat fee.
Jurisdictions Admitted to Practice
Maine
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Massachusetts
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New Hampshire
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Washington
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Languages
  • English: Spoken, Written
Professional Experience
Attorney/Owner
Brennan & Rogers, PLLC
- Current
Our firm is focused on elder law, estate planning (Wills & Trusts), and Probate/Trust administration. Our daily practice involves both pre-crisis Medicaid planning and crisis Medicaid planning, drafting Trusts (both revocable and irrevocable), Wills, Powers of Attorney, Health Care Directives, Deeds, and assisting clients with guardianships, conservatorships, probates, and trust administration.
Estate Planning, Probate and Tax Attorney
York Law, LLC
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Estate Planning, Probate and Tax Attorney
Bergen & Parkinson, LLC
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Estate Planning, Probate and Tax Attorney
Yates, Cambell & Yates (now Yates, Campbell & Hoeg, LLP)
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Attorney Advisor to the Honorable Carolyn P. Chiechi
United States Tax Court
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Education
University of Washington School of Law
LL.M. (2001) | Taxation
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University of Washington School of Law Logo
University of Oregon School of Law
J.D. (2000) | Law
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Honors: Order of The Coif
Activities: Estate Planning Certificate of Completion; Pro Bono Certificate of Completion
University of Oregon School of Law Logo
University of Oregon
B.A. (1996) | Anthropology
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University of Oregon Logo
Awards
Superb Rating
Avvo
5.0/5.0 Client Reviewed
Avvo
Client Champion - Platinum
Martindale-Hubbell
BBB Accredited Business, A+ Rating
Better Business Bureau
Best of the SeaCoast - Best Law Firm
Seacoast Media Group
Best of the SeaCoast - Best Law Firm
Seacoast Media Group
Rising Star
Super Lawyers
Distinguished Service Award
Kennebunk Rotary
Paul Harris Fellow - Honorary Award
Kennebunk Rotary
Order of the Coif
University Of Oregon School Of Law
The Spirit of America - Volunteer Award
Internal Revenue Service
Professional Associations
Maine State Bar  # 004023
Member
Current
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National Academy of Elder Law Attorneys, Inc.
Member
Current
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New England Estate Planning, LLC
Founding Member
- Current
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South Berwick ZBA
Chair
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Child Abuse Prevention Council of York County
Board Member
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Speaking Engagements
The Complete Trust Course, The Complete Trust Course, Portland, Maine
HalfMoon Education Inc.
Educating the Personal Representative, Probate Boot Camp, Portland, Maine
NBI
Estate Tax Planning Considerations and Federal Estate Tax Return, Tax Planning For Trusts and Estates, Portland, Maine
NBI
Going Solo, Essentials for Solo and Small Firm Practitioners, Portland, maine
Maine State Bar Association
Basic Estate and Probate Planning, Basic Estate and Probate Planning, Portland, Maine
NBI
Funding formulas for trusts; tax return compliance issues; fiduciary compliance topics, Sophisticated Probate Techniques, Portland, Maine
NBI
Basic Estate Planning, Basic Estate Planning Issues For Grandparents, Portland, Maine
NBI
Advance Health Care Directives, Qualifed Personal Residence Trusts (QPRTS) and Grantor Retained Annuity Trusts (GRATS), Top Ten Estate Planning Techniques, Portland, Maine
NBI
Grantor Retained Annuity Trusts ("GRATS"); Qualified Personal Residence Trusts (QPRTS); and Health Care Directives, Top Ten Estate Planning Techniques, Portland, Maine
NBI
Certifications
Estate Planning Program Statement of Completion
University of Oregon School of Law
Pro Bono Certificate Program Statement of Completion
University of Oregon School of Law
Websites & Blogs
Website
Blog
Brennan & Rogers, PLLC
Legal Answers
2 Questions Answered
Q. My father gave me and my sister his house before he died do we have to pay capital gains if we sell it
A: Property transferred by gift usually require the recipient to use the Donor's income tax basis. That carryover basis results in the preservation of built in capital gains. Had your father devised the property to you and your sister at death, you likely would have received a basis reflecting the properties then fair market value.

Whether or not you now have to pay capital gains on the sale depends on 1) your carryover basis; 2) the amount of capital improvements made; 3) the amount you realize on the sale and 4) the property's ownership/use history since it was given to you. If the property has been owned and used as a principal residence, some or all of the gain might be avoided.

Your question is not a complex one but requires further analysis based on your specific facts.
... Read More
Q. Can an heir with "power of attorney" take the property and assets of bank accounts legally before death?
A: If the power of attorney is effective (powers are sometimes conditioned on events (such as a determination of lack of capacity) and are not therefore always immediately effective) and the principal did not communicate any revocation of the agent's powers to the agent, then it is likely that the agent, even if they are otherwise a potential heir of the principal's estate, could exercise a power to remover assets from a bank account.
View More Answers
Contact & Map
York Office
279 York Street
York, ME 03909
Toll-Free: (207) 361-4680
Telephone: (207) 361-4680
Monday: 9 AM - 5 PM (Today)
Tuesday: 9 AM - 5 PM
Wednesday: 9 AM - 5 PM
Thursday: 9 AM - 5 PM
Friday: 9 AM - 5 PM
Saturday: Closed
Sunday: Closed
Kennebunk Office
2 Storer Street, Suite 111
Lafayette Center
Kennebunk, ME 04043
Toll-Free: (207) 361-4680
Telephone: (207) 361-4680
Monday: 9 AM - 5 PM (Today)
Tuesday: 9 AM - 5 PM
Wednesday: 9 AM - 5 PM
Thursday: 9 AM - 5 PM
Friday: 9 AM - 5 PM
Saturday: Closed
Sunday: Closed