Bob Mondo | The Law Offices of Robert J. Mondo | Beyond The Number | EP 107
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About this listen
In this episode of Beyond the Numbers, host Chris Everett sits down with Robert J. Mondo, an estate planning attorney who has spent more than two decades helping families protect what matters most — with clarity, intention, and zero legal jargon.
Bob brings a rare blend of deep tax expertise and an educator’s mindset, breaking down complex estate planning strategies into language everyday people can actually understand. From revocable trusts and special needs planning to asset protection and advanced tax-saving vehicles, this conversation goes far beyond documents and dives into why proper planning — and proper funding — makes all the difference.
You’ll hear why most estate plans fail, the dangers of outdated trusts, the critical role of trust funding, and why estate planning only works when attorneys and financial planners operate as a true team.
If you want to design a legacy that avoids confusion, unnecessary taxes, and missed opportunities, this episode is essential listening.
⏱️ TIMESTAMPS
00:00 – Welcome to Beyond the Numbers
00:27 – Meet your host, Chris Everett
00:35 – Introducing Robert J. Mondo
01:31 – Why Bob approaches law as an educator
02:43 – From tax attorney to estate planning specialist
03:56 – Helping clients truly understand their plans
05:11 – Why most estate plans fall short
06:16 – The danger of form-based and DIY trusts
07:17 – Core estate planning structures explained
08:19 – Why old trusts (pre-2012) can be problematic
09:12 – Reciprocal spousal trusts and hidden risks
10:29 – Step-up in basis explained simply
11:41 – Why simplicity often wins in estate planning
12:30 – Why trusts older than 2012 should be reviewed
13:16 – What a revocable trust actually does
14:20 – Probate avoidance and asset control
15:24 – Asset protection trusts and who really needs them
16:13 – Special needs planning mistakes to avoid
17:41 – Intentionally defective grantor trusts explained
18:56 – Removing assets from taxable estates
20:18 – How promissory notes preserve control
21:41 – When advanced trusts make sense
22:00 – Attorney + financial planner collaboration
23:14 – Retitling assets without triggering taxes
24:36 – Common planning breakdowns
25:21 – A real-world missed planning opportunity
26:46 – Fixing estate problems after death
27:58 – Why transparency matters in planning
28:22 – Current estate tax law considerations
29:34 – Succession planning for solo attorneys
31:04 – Trust funding as part of a fiduciary process
32:17 – Why documents alone aren’t enough
33:27 – Checklists, reminders & accountability
34:35 – The danger of last-minute planning
35:00 – Bob’s law school journey
36:18 – Why tax attorneys collaborate differently
37:39 – Creating proprietary estate planning categories
38:58 – Custom planning vs template documents
40:18 – Why other attorneys notice the difference
41:15 – What to look for in an estate planning attorney
42:09 – Avoiding generalists in complex planning
42:58 – How to research the right attorney
43:36 – How to contact Bob Mondo
45:43 – Building the right financial team
47:16 – Why financial planning comes first
48:18 – Final thoughts & closing
🎧 CALL TO ACTION
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