Robert A. Holland

Attorney Profile

Top Rated Estate Planning & Probate Attorney in North Barrington, IL

Kelleher + Holland, LLC
 | 102 S Wynstone Park Drive, North Barrington, IL 60010
Phone: 847-868-3110
Fax: 847-382-9135
Selected To Rising Stars: 2018 - 2019
Licensed Since: 2009
Practice Areas:
  • Estate Planning & Probate (50%),
  • Business/Corporate (30%),
  • Real Estate: Business (10%),
  • Tax: Business (10%)
    Attorney Profile

    Attorney Robert A. Holland is co-founder and partner of Kelleher + Holland, LLC, law firm in North Barrington, Illinois. Nationally recognized as one of the top lawyers in his region, Mr. Holland has more than 11 years of legal experience, and he provides unmatched representation to a diverse range of clients throughout Chicago and surrounding areas who have legal needs involving any of the following:

    ·        Estate planning, wills and trusts

    ·        Estate and trust administration

    ·        Commercial real estate

    ·        Corporate law

    A certified public accountant as well as an attorney, Mr. Holland offers an uncommon blend of skills that help him to better address the financial aspects of his clients' estates and businesses and devise the most effective strategies and solutions possible to help them mitigate their overall tax liability and preserve the bulk of their wealth. He is also highly adept as asset protection and creating customized services to help his clients achieve their goals and the positive results they seek efficiently and cost-effectively.

    In addition, Mr. Holland routinely assists entrepreneurs and business owners with all aspects of forming, organizing and running their companies with an eye on success, and he has handled many mergers and acquisitions along with assisting with succession planning, not-for-profit planning and more.

    In recognition of his exceptional professionalism and service, Mr. Holland has earned a Leading Lawyer designation along with consistent designation as among the top 5% of attorneys in his region. He has also received excellent client ratings on Avvo as well as many positive testimonials and referrals from those he has served.

    A 2002 graduate of Creighton University's College of Business Administration with a degree in accounting, Mr. Holland returned to his alma mater and obtained his Juris Doctor cum laude from Creighton University School of Law in 2009. He is admitted to practice before all state and federal courts in Illinois as well as before the Supreme Courts of Illinois, California and Wyoming. 

    He is an active member of the Illinois State Bar Association and the Arlington Heights Chamber of Commerce and Business Builders, and he has conducted several webinars along with lectures and seminars on a variety of legal topics.

    Practice Areas
    • 50%Estate Planning & Probate
    • 30%Business/Corporate
    • 10%Real Estate: Business
    • 10%Tax: Business
    Focus Areas

    Estate Planning, Guardianships & Conservatorships, Living Wills, Power of Attorney, Probate & Estate Administration, Trusts, Wills, Business Formation and Planning, Limited Liability Companies, Partnership, Business Organizations, Tax Law


    top-imageSelected to Rising Stars for 2 years

    Rising Stars: 2018 - 2019

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    About Robert Holland

    Admitted: 2009, Illinois

    Professional Webpage:


    • Leading Lawyers have been recommended by their peers to be among the TOP LAWYERS in the areas of practice noted. Less than 5% of all lawyers licensed in each state have received the distinction of Leading Lawyer, Illinois Leading Lawyer, Law Bulletin Media, 2020

    Special Licenses/Certifications:

    • Illinois Accredited MCLE Teacher, 2020
    • Certified Public Accountant, 2004

    Bar/Professional Activity:

    • Supreme Court of Wisconsin, 2021
    • Supreme Court of Wyoming, 2018
    • Supreme Court of Illinois
    • Supreme Court of California
    • Arlington Heights Chamber of Commerce, Business Builders, Member, 2017
    • Illinois State Bar Association, Member, 2017

    Pro bono/Community Service:

    • Pro Bono service to establish a charity for the benefit of veterans and obtain tax exempt status, 2016

    Scholarly Lectures/Writings:

    • The current favorable environment (i.e., high estate tax exemptions, historically low interest rates, step-up in basis rules, lower capital gains rates and availability of valuation discounting, etc.) as well as the Biden administration's tax reform proposals have created a potentially fleeting “window of opportunity" for estate and tax planning. What are the possibilities and pitfalls? How long will this window remain open? Who can benefit? What can be done now? Learn how to take advantage of the current favorable planning environment and protect your wealth from higher taxes. , Featured Speaker, 2021 Estate + Tax Planning Opportunities, Business, Estate Planning, Tax, 2021
    • The current and favorable environment (i.e., high estate tax exemptions, historically low interest rates, step-up in basis rules, lower capital gains rates and availability of valuation discounting, etc.) and the expectation of higher “blue wave” taxes create a potentially fleeting “planning window" for estate and tax planning. What are the tax planning opportunities and pitfalls? How long will this planning opportunity window remain open? Who can benefit? What can be done now? This free webinar discussed how to take advantage of the current favorable planning environment and protect your wealth from higher taxes., Featured Speaker, "Blue Wave Tax + Estate Planning Opportunities", 2021
    • We're in a new year and with the new year, we set resolutions. Some of these might be to carry out estate planning that has been long put off. The "Blue Wave" has created the reality of an imminent income and estate tax overhaul. , Guest Speaker, Timeliness of Estate Planning in 2021: Blue Wave Tax Planning Opportunities, Porte Brown Webinar, 2021
    • Act now and take control of your estate plan, no matter what age you are., Co-Author, Preparation is Key at Any Age for Peace of Mind, Quintessential Barrington Magazine, 2021
    • MCLE Accredited presentation given to the Law Division of the U.S. Department of Energy. This presentation was a primer on estate planning and the use of revocable living trusts. It covered the basics of wills, trusts and other standard planning documents, the four stages of estate planning, and how to maximize available estate tax exemptions, Featured Speaker, Estate Planning 101, Attorneys, Department Of Energy, Estate Planning, 2020
    • The results of the 2020 election may have significant implications on tax legislation. Additionally, low interest rates, decreased business valuations, high estate tax exemptions and the current pandemic situation create a 'perfect storm' of unique opportunities for estate planning. This webinar provided attendees steps they may want to consider in 2020 in order to plan for potential future legislation, Featured Speaker, 2020 Election: How It May Impact Your Estate + Income Tax Planning, Business, Estate Planning, Tax, 2020
    • Webinar held in conjunction with Porte Brown, LLC discussing market volatility combined with record-low interest rates and how that has created some unique estate-planning opportunities to consider as a potential way to protect wealth and preserve funds asset appreciation for beneficiaries, Guest Speaker, Porte Brown Webinar: “Timeliness of Estate Planning in Today’s World”, 2020
    • Benjamin Franklin said, "By failing to prepare, you are preparing to fail." Assembling a thorough estate plan is no exception. By taking advantage of the current market, there is an opportunity to save significant tax dollars and maximize legacy wealth. This free informative discussion addressed: Why estate planning is important and who needs it Key estate planning approaches to implement now Why these strategies are more impactful than ever, Speaker, Webinar: Estate Planning Opportunities - Take Advantage of the Present to Improve Your Future, 2020
    • Topic: Planning for ultra high net worth clients, Speaker, Northwestern Mutual Regional Conference, 2019
    • Topic: Harmonizing Your Business and Estate Planning, Speaker, MBBI Conference, 2017
    • Was invited by the Cook County Farm Bureau to speak to their members about Estate Planning and the common planning issues facing families and individuals, Speaker, Estate Planning, Family/Individuals, 2017

    Other Outstanding Achievements:

    • Co-Founded Kelleher + Holland, LLC, 2020
    • Became equity partner at Kelleher & Buckley, LLC, 2019


    • Importance of LIfe Insurance Policy Reviews
    • Power of Appointment Support Trusts
    • Stuck with a Stock of Equity Transaction?
    • President-Elect Trump and Estate Planning

    Educational Background:

    • B.S.B.A. from Creighton University, College of Business Administration Major: Accounting, 2002
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    Office Location for Robert A. Holland

    102 S Wynstone Park Drive
    North Barrington, IL 60010

    Phone: 847-868-3110

    Fax: 847-382-9135

    Robert A. Holland:

    Last Updated: 5/10/2021

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