Beyond The Day

Giving together as a family can create opportunities to talk with your children about generosity, stewardship, and the values you hope to pass down alongside your wealth.

Families often spend significant time thinking about what they’ll leave their children. But there’s another question worth asking: Who do you hope those children become?

On this episode of Beyond the Day, Eric Dunavant sits down with Thea Lowery, Paradiem’s Chief Relational Strategist, to talk about how family philanthropy can become one of the most lasting parts of your legacy.

You’ll hear:

→ Why generosity can be part of legacy, not separate from inheritance
→ Simple ways to involve young kids in your giving, like bake sales and paying for the car behind you
→ How to talk to your kids about money and giving without feeling like you’re bragging
→ The moment Eric’s 15-year-old son said, “I just need to go back to Mexico”

In this video:

• How giving together can create opportunities for family connection and community impact
• How connecting your giving to your family values can help put those values into practice
• How volunteer days and service trips can expose kids to new experiences and perspectives
• Using a small amount for kids to direct as “training wheels” for stewardship
• Why communicating about charitable intentions can help heirs better understand your wishes
• A family Giving Circle activity and holiday giving ideas for kids and grandkids

CHAPTERS

00:00 – Legacy vs. Inheritance: Who Do You Want Your Kids to Become?
00:43 – Beyond the Day: Preparing Your Family for the Money
02:08 – Generosity as Part of Your Family Legacy
03:29 – Can Generosity Help Counter Entitlement in Kids?
05:10 – Giving Together as a Family: The Relational Side
07:05 – Starting Small: Volunteering, Bake Sales & Drive-Thru Giving
09:35 – Talking to Kids About Money and Giving
12:10 – Humility vs. Spotlight: Why Heirs Need to See You Give
14:45 – From Obligation to Joy: Matching Gifts and Hands-On Giving
16:34 – Connecting Family Giving to Your Values and Mission
18:59 – Family Examples: A Children’s Museum and Scholarships
22:14 – Volunteer Days and Service Trips: Creating New Experiences
25:15 – “I Just Need to Go to Mexico”: What My Son Said at 15
26:34 – Stewardship Training Wheels: Letting Kids Direct a Gift
28:19 – Generous Kids Book: Age-by-Age Giving Ideas
29:16 – You’re a Steward, Not an Owner
31:27 – Talking About Charity vs. Inheritance Before You’re Gone
32:31 – Why Communication Matters for Passing Wealth to the Next Generation
33:17 – The Family Giving Circle Activity
34:00 – Holiday Giving Ideas for Kids and Grandkids

🔗 Resources & Links
Visit our website - https://paradiem.org/
Take your Family Giving Circle activity for free: https://linktr.ee/ParadiemResources
🌐 Follow us on social media

Facebook: https://www.facebook.com/paradiemUS

LinkedIn: https://www.linkedin.com/company/paradiem
 

Which idea from this episode will you try with your kids or grandkids first? Tell us in the comments, and subscribe for more conversations about preparing your family for the money.

Disclosure: Paradiem, LLC is a Registered Investment Adviser. This content is provided for educational and informational purposes only and should not be construed as individualized investment, tax, legal, or estate-planning advice. Please consult your own professional advisers regarding your specific circumstances.

#TeachingKidsGenerosity #FamilyPhilanthropy #FamilyLegacy

If you’re considering transferring an interest in a business or other appreciated asset to a charitable remainder trust before a sale, timing matters. Waiting until a sale is effectively committed may create significant tax considerations under the assignment-of-income rules.

In this episode of Beyond the Day, Eric Dunavant talks with Carl Drury, Paradiem’s Senior Planning Strategist with more than 20 years of experience, about how charitable remainder trusts work, some of the rules involved, and circumstances in which this type of planning may—or may not—be appropriate.

If you’ve spent decades building a business, accumulating real estate, or holding a concentrated stock position and want to support causes you care about while also considering an income stream for yourself or other beneficiaries, this conversation explores some of the questions worth considering before making an irrevocable decision.

CHAPTERS

00:00 – Why Timing Matters Before You Sell Your Business
01:02 – Welcome to Beyond the Day + Important Disclosures
02:32 – Carl Drury’s 20-Year Planning Background
04:21 – Who a Charitable Remainder Trust May Fit
05:21 – What Is a Charitable Remainder Trust?
06:13 – Using a CRT as Part of a Business Sale Plan
06:47 – Understanding an Irrevocable Decision
08:18 – Sale Timing, Letters of Intent & Assignment-of-Income Considerations
08:57 – Understanding the Tax Treatment of a Sale Inside the Trust
10:53 – CRT Payout Rates and Lessons From 2008
13:41 – What If the Asset Doesn’t Sell? Net Income Trusts
14:40 – Age Considerations and the 10% Remainder Test
15:22 – Charitable Remainder Trusts for Adult Children
16:27 – What Happens to the Remainder: Donor Advised Funds
18:18 – Donor Advised Fund vs. Naming a Charity Directly
20:45 – Family Experiences and Planning Considerations
23:44 – How Early Business Owners Should Start Planning
25:33 – When a CRT May Not Make Sense
27:22 – An Integrated Plan vs. a One-Off Transaction
29:53 – The One Question to Ask Before You Use a CRT

🔗 Resources & Links

Visit our website - https://paradiem.org/
Take your Family Giving Circle activity for free: https://linktr.ee/ParadiemResources

🌐 Follow us on social media

Facebook: https://www.facebook.com/paradiemUS

LinkedIn: https://www.linkedin.com/company/paradiem

Thinking about selling a business or other appreciated asset in the next few years? Tell us in the comments what question you’d want answered first, and subscribe for upcoming episodes on preparing your money for your family and your family for the money.

Disclosure: Paradiem, LLC is a Registered Investment Adviser. This video is provided for educational and informational purposes only and should not be construed as individualized investment, tax, legal, or estate-planning advice. Tax laws and their application depend on individual facts and circumstances and are subject to change. Please consult your own qualified tax, legal, and financial professionals regarding your specific circumstances.

#CharitableRemainderTrust #ExitPlanning #EstatePlanning #CharitableGiving #BeyondTheDay

Widely cited research on intergenerational wealth transfer suggests that a significant percentage of affluent families struggle to successfully transfer wealth beyond the second and third generations. But we believe the reasons often extend beyond taxes, investments, and estate documents. Many of the challenges are relational.

In this conversation, Eric Dunavant sits down with Dani Wauchope, Chief Planning Strategist, to unpack why sustaining wealth across generations can be so difficult and what families can do differently when planning for the long term.

You'll learn why a great tax plan can still be a terrible family plan, how "financial hoarding" quietly creates complexity nobody can see, and why the families who lean into hard conversations can be an important part of multigenerational planning.

If you're a business owner, builder, or steward thinking about legacy planning beyond your own lifetime, this is the conversation about family governance, values, and multigenerational wealth that most advisors won't have with you.

⏱️ CHAPTERS

00:00 – Why Does Generational Wealth So Often Disappear

01:22 – Aligning Capital With a 100-Year Family Vision

02:36 – What Families Feel Before They Start Planning

03:52 – Planning Is a Living Plan, Not a Budget

05:05 – Generational Planning vs. Managing Money and Investments

05:40 – Money-Minded vs. Relationally Minded Spouses

07:39 – How Families Drift and Unintended Consequences Appear

10:11 – Tensions Between Spouses and Between Generations

11:44 – The Financial Hoarder Nobody Can See

12:20 – The Real Cost of Gaps Is Relational

13:53 – Why Families and Advisors Avoid Hard Conversations

15:30 – What Is the Abundance and Impact Map?

18:27 – "My Plan Is Fine" — What Families May Be Missing

21:00 – Beyond Legal Documents: Family, Business, and Faith

22:40 – Mistakes When You Only Plan 1–2 Generations Out

23:59 – Why Our Culture Resists Long-Term Legacy Planning

26:20 – What Can Help Families Think Beyond Three Generations

29:17 – How a Stuck Family Gets Unstuck

30:44 – A Voice, Not a Vote: Why Being Heard Builds Trust

32:07 – Navigating Emotions in Family Meetings

35:31 – One Step You Can Take Today

36:26 – The #1 Myth Each Spouse Must Let Go Of

40:26 – Planning Can Be Fun, Empowering, and Joyful

42:19 – If You Feel Behind, You're Not

Disclosure -

Paradiem, LLC is a registered investment advisor. This video is for informational and educational purposes only and reflects the presenters' opinions as of the recording date, which are subject to change. Nothing here is personalized investment, legal, tax, accounting, or estate planning advice, or an offer to buy or sell any security.

Paradiem does not practice law or prepare legal documents. Any discussion of estate planning, trusts, wealth transfer, or business succession is general in nature; outcomes depend on individual circumstances and current law. Consult your own attorney and tax professional before acting.

Statistics cited regarding generational wealth transfer come from third-party sources believed reliable but not independently verified. Any client situations described are generalized and may be composite. They are not testimonials, are not representative of all client experiences, and do not guarantee similar results. No compensation was paid for any statements made.

Descriptions of our planning process, including the Abundance and Impact Map, reflect Paradiem's internal approach only and guarantee no particular financial, relational, or legacy outcome. Requesting one does not create an advisory relationship.

All investments involve risk, including possible loss of principal. Past performance is not indicative of future results. Additional information about our services, fees, and business practices is available in our Form ADV Part 2A and Form CRS upon request.

#GenerationalWealth #LegacyPlanning #FamilyLegacy #WealthTransfer #100YearVision