About
Rob S. Chaloupka is a Senior Associate Probate Attorney at N.P. Weiss Law serving the Greater Cleveland area. His practice focuses on estate planning, estate administration, elder law, and special needs planning. Chaloupka works with individuals, families, and fiduciaries to create practical plans and manage the legal responsibilities that follow a death. His practice also includes trusts, nonprofit matters, and selected business and real estate transactions.
Chaloupka earned his J.D. from Case Western Reserve University School of Law and his B.A. in Political Science and History summa cum laude from Case Western Reserve University. He was also inducted into Phi Beta Kappa. His legal education and more than two decades of professional experience support his ability to address estate planning, probate, trust administration, and long-term planning matters with careful analysis and clear communication.
Before joining N.P. Weiss Law, Chaloupka maintained a solo practice focused on estate planning and administration. He previously practiced in a firm setting, advising clients on trusts, contracts, and nonprofit matters, and worked as a senior attorney editor preparing legal resources for attorneys and corporate counsel. He has also developed and presented continuing education programs covering wills, trusts, powers of attorney, advance directives, asset protection, supplemental needs trusts, and estate administration.
Rob S. Chaloupka is admitted to practice before the Ohio Supreme Court and is a member of the Ohio State Bar Association and Cleveland Metropolitan Bar Association. From 2017 through 2021, he prepared materials for and delivered 18 National Business Institute seminars on estate planning, probate, and trust topics. His combination of client counseling, legal writing, teaching, and estate administration experience supports practical guidance for families and fiduciaries managing planning and probate responsibilities.
Law Office Affiliations
- Attorney, N.P. Weiss Law
- Member, Ohio State Bar Association
- Member, Cleveland Metropolitan Bar Association
Licensed State
- Ohio
Education
- Case Western Reserve University School of Law
Juris Doctor (JD) - Case Western Reserve University
B.A. in Political Science and History
Awards & Badges


- Elder Law
- Power of Attorney
- Probate
- Trusts
- Wills & Living Wills
- Guardianship





