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How To · Jeffrey Bellomo

The Red Wagon Estate Planning & Elder Law Show

by Jeffrey Bellomo

Hosted by Jeffrey Bellomo, Esq., CELA, LLM, and over 20 years of experience practicing in estate planning. We'll discuss all things Estate Planning and Law. Our mission is to help educate so that what happened to the Bellomo family doesn't happen to you. We hope to answer your most burning questions and support you with a solution to estate planning that works for you and your loved ones.

Latest episodes

Showing 20 · updated from the feed

The Beware of Series Pt. 2: I'll Fix It Later

Jeffrey Bellomo continues his "Beware of Series" by challenging more common assumptions that can derail your best intentions for estate planning. Too many of us assume th

Sep 10
25 min

The Beware of Series Pt. 1: Assumptions Can Be Costly

In Part 1 of "The Beware of Series," Jeffrey Bellomo challenges many of the assumptions that can sabotage your family's estate plan. Even with the best intentions, family

Aug 27
25 min

Coordinated Estate Planning: Preparing Your Family Hero

What does it mean to be a fiduciary, power of attorney, proxy, executor, or trustee? Attorney Jeffrey Bellomo explains why estate planning documents and powers are only a

Aug 13
28 min

Best Practices in Estate Planning: New Ideas Result in Win-Win for Attorneys and Clients

Host Jeffrey Bellomo and guest Tim Sechler of the Sechler Law Firm explain why traditional estate planning consultations often leave families confused and facing overwhel

Jul 30
26 min

Running the Extra Miles: Rethinking Physical Therapy for Runners

This one falls into the "anything else we want to talk about category," as Jeff tells the story of how chronic pain nearly derailed his running goals. After dropping 100

Jul 16
24 min

Rewriting the Rules: Using Systems to Optimize Estate Planning and Wealth Management

History is full of famous innovators who have influenced how we understand and interact with our world. Robert Armstrong isn't as famous as Leonardo DaVinci or Steve Jobs

Jul 2
25 min

Divorced? Remarried? Blended? Know the Legal Landmines Inside Modern Marriages

Today's marriages and the relationships that comprise them can be quite complex. Traditional marriage, remarriage, blended families, parenting marriage, living apart marr

Jun 18
24 min

House Calls and Hard Truths: Providing In-Home Medical Care for Seniors

An older adult should not have to waste precious time finding someone to drive them to a medical appointment and then spend more time sitting in a waiting room. But what

Jun 4
25 min

Costly Mistakes: How a Simple Will Can Fail Your Family

The idea of a "simple Will" sounds great. It seems inexpensive and easy, until real life exposes the limits of a Will. So, drawing on his vast experience, Jeffrey Bellomo

May 21
25 min

Beyond Bills and Budgets: Reduce Stress with a Trusted Daily Money Manager

Many of us know firsthand that the responsibility and effort needed to manage our money can be overwhelming. Oftentimes, the struggle arises with aging or after the loss

May 7
20 min

New Ways to Say Goodbye: What Families Want in a Funeral Service

One thing we know for sure is that we will all need end-of-life planning and services eventually. And while some of us will choose familiar rituals like a traditional bur

Apr 23
27 min

Handshakes are Not Enough: Why Entrepreneurs Need Business Law Attorneys

Jeff welcomes Santo Spataro of The Spataro Law Firm, a trusted referral partner whose roots in a family-owned restaurant shaped his instincts for entrepreneurship long be

Apr 9
28 min

For Retired U.S. Army Major Matt Donald, Serving Never Stopped

To introduce Matt Donald simply by saying that he's an Estate Planning Attorney would be to miss a big and informative part of Matt's story. Jeff and his good friend Matt

Mar 26
29 min

Don't Be Afraid to Sell: How to Retire from Real Estate without a Huge Tax Hit

You've worked hard to build wealth through real estate, but how do you protect your investment when it's time to sell? For most people, the tax law around capital gains i

Mar 12
28 min

Tomorrow Simplified: It's Better to Plan Than Panic

Longtime listeners of this show know that we encourage education and early decision-making before a crisis forces your hand in matters of elder care and estate planning.

Feb 26
21 min

Tackling Tough Transitions: How Professional Coaching Can Help

Jeff Bellomo welcomes Mark O'Reilly of Shamrock Strategies Professional Coaching for an interesting conversation about what professional coaching is and how it works. As

Feb 12
29 min

Working it Off: Initiative Meets Opportunity at Bellomo and Associates

Jeff Bellomo sits down with Lily Bertolet—a grad student and marketing assistant—to discuss how an unexpected opportunity as a 12-year-old grew into a front-row seat to m

Jan 29
28 min

Moving, Meds, and Milkshakes: The Value of Life Care Planning

It seems like a simple question, but aging can be complicated, especially when a loved one shows signs of dementia and/or physical decline. Can you provide the right supp

Jan 15
24 min

Family Stories, Big Decisions, and the Heart Behind Bellomo & Associates - Part 2

Jeffrey Bellomo and his dad, Alan, continue their discussion of events and relationships that have shaped their lives. They also share heartfelt memories of Jeff's mom, h

Jan 1
24 min

Family Stories, Big Decisions, and the Heart Behind Bellomo & Associates

Throughout the course of this podcast—the Red Wagon Elder Law and Estate Planning Show—we have featured various members of the team at Bellomo & Associates. Time and agai

Dec 18 2025
27 min

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