Robert A. Holland, co-founder of Kelleher + Holland, LLC, concentrates his practice in estate planning, estate and trust administration, taxation, corporate transactional work, business planning, asset protection, commercial real estate transactions, and prenuptial agreements. His experience as both an attorney and a CPA enables him to offer a blend of legal and financial advice for over a decade.

Bob’s business planning practice includes representation regarding the formation and operation of corporations, partnerships, and limited liability companies, including ownership agreements, mergers and acquisitions, succession planning, and not-for-profit planning.


  • Creighton University School of Law
    J.D. (Cum Laude) | 2009

  • Creighton University, College of Business Administration
    B.S.B.A. | 2002
    Major: Accounting


  • Lawyers of Distinction | 2023

  • Illinois Leading Lawyers | 2020-2023
    Closely & Privately Held Business Law
    Trust, Will & Estate Planning Law

  • Illinois Rising Stars Honoree | 2018-2019

Super Lawyers Rising StarsLawyers of Distinction badge

Selected as an Illinois Leading Lawyer


  • Illinois Accredited MCLE Teacher

  • Certified Public Accountant | 2004

Professional Associations + Memberships

  • American Bar Association | Member

  • Illinois State Bar Association | Member

  • Arlington Heights Chamber of Commerce, Business Builders | Member

Podcasts + Webinars

  • “New Florida Law: Effects on SLATs” Webinar
    Featured Speaker | 2022

  • “2021 Estate + Tax Planning Opportunities” Webinar
    Featured Speaker | 2021

  • “Blue Wave Tax + Estate Planning Opportunities” Webinar
    Featured Speaker | 2021

  • “Timeliness of Estate Planning in 2021: Blue Wave Tax Planning Opportunities” Porte Brown Webinar
    Featured Speaker | 2021

  • “2020 Election: How It May Impact Your Estate + Income Tax Planning” Webinar
    Featured Speaker | 2020

  • “Estate Planning 101” U.S. Department of Energy Webinar
    Featured Speaker | 2020

  • “Timeliness of Estate Planning in Today’s World” Porte Brown Webinar
    Featured Speaker | 2020

  • “Estate Planning Opportunities – Take Advantage of the Present to Improve Your Future” Webinar
    Featured Speaker | 2020

Published Works

  • “Preparation is Key at Any Age for Peace of Mind”
    Quintessential Barrington | Jan 2021

Speaking Engagements

  • “Planning for Ultra High Net Worth Clients” Northwestern Mutual Regional Conference
    Featured Speaker | 2019

  • “Harmonizing Your Business and Estate Planning” MBBI Conference
    Featured Speaker | 2017

  • “Estate Planning” FBI Training – Sacramento Division
    Featured Speaker | 2015

Blawg Posts

Federal Estate Tax Exemption and Gift Tax Annual Exclusion Amount

Robert A. Holland, Andrew J. Kelleher, Jr. | Nov. 17, 2023

KH Quarterly Newsletter

Robert A. Holland, Andrew J. Kelleher, Jr. | Oct. 2, 2023

Protecting Your Young Adult Children

Monica J. Gurgiolo, Robert A. Holland, Andrew J. Kelleher, Jr. | July 25, 2023