Welcome to Planning Reimagined, a podcast by Robin Glen that gives you an exclusive peek into the wealth-building strategies of high-net-worth individuals. In every episode, we discuss the intricate world of securing wealth and creating a lasting legacy, exploring actionable strategies and insightful discussions to empower you on your journey.
Handshakes Don’t Survive Heartbreak: The Real Cost of an Unfunded Buy-Sell
A family business can survive competition. It usually doesn’t survive silence.
In this episode of Planning Reimagined, Celeste Moya and Kris Stegall unpack a real-world business succession breakdown: the Smith family’s multi-subsidiary landscaping company is thrown into chaos after the unexpected death of a key-owner—because there was no buy-sell agreement, no funding, and no clear plan for ownership transfer.
They break down why “we’ll work it out” is not a strategy, what it actually means to fund a buy-sell, how liquidity can prevent conflict (and litigation), and the practical steps business owners can take now to protect the company, the surviving family, and everyone who depends on the business.
Subscribe to Story of the Week(ish) for planning insights in your inbox:
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Learn more at:
https://www.robinglen.com (https://www.robinglen.com)
Disclaimer: This podcast is for educational purposes only and should not be considered tax, legal, or investment advice. Please consult your professional advisors regarding your personal situation.
13 Jan 2026
The Power of a Policy Review: How One Annual Check Saved $80,000 a Year
In this episode of Planning Reimagined, Celeste Moya and Kris Stegall discuss why routine policy reviews are one of the most overlooked tools in effective financial planning. Through a real-world case, they show how a simple review of a premium-financed life insurance policy uncovered an inefficient loan structure—saving the client $80,000 per year without changing the insurance itself.
The conversation explores how life insurance, premium financing, indexed universal life, disability insurance, long-term care, and annuities should be treated as living financial tools that require ongoing attention. Celeste and Kris also address common misconceptions around policy performance, loan spreads, crediting caps, and illustrated returns—and why complexity makes regular reviews even more critical.
This episode reinforces a core planning principle: implementation is only the beginning. Ongoing review and education are what keep strategies aligned with real-world conditions and client objectives.
Subscribe to Story of the Week(ish) for planning insights in your inbox:
https://zc.vg/P36OR (https://zc.vg/P36OR)
Learn more at:
https://www.robinglen.com (https://www.robinglen.com)
Disclaimer: This podcast is for educational purposes only and should not be considered tax, legal, or investment advice. Please consult your professional advisors regarding your personal situation.
24 Nov 2025
Planning for a Loved One With Special Needs
In this episode of Planning Reimagined, Celeste Moya and Kris Stegall discuss the critical importance of proactive planning for individuals with special needs, focusing on the case of Edward Whitmore, a retired executive concerned about his son Daniel's future.
They explore the complexities of financial management for vulnerable individuals, the creation of a special needs trust, and the role of corporate trustees in ensuring financial dignity and protection. The conversation emphasizes the need for comprehensive planning that considers both financial and non-financial aspects of care, including long-term care considerations and the importance of flexibility in trust management.t.
Key Takeaways:
Proactive planning is essential for vulnerable individuals.
Financial management challenges often arise for those with special needs.
Creating a safety net involves more than just financial assets.
Corporate trustees can provide impartial management of trusts.
Long-term care planning is crucial for future needs.
Flexibility in trust management allows for changing circumstances.
It's important to consider both financial and non-financial aspects of care.
Planning should be tailored to the individual's unique situation.
Don't delay in establishing a special needs trust.
Engaging professional care managers can enhance support for vulnerable individuals.
Subscribe to our *Story of the Week(ish)* for planning insights in your inbox: https://zc.vg/P36OR
Learn more at https://www.robinglen.com
Disclaimer: This podcast is for educational purposes only and should not be considered tax, legal, or investment advice. Please consult your professional advisors regarding your personal situation.
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YouTube views
47,164
Score snapshot 15 Sept 2025
Apple Podcasts (US)
5.0 / 5
2 ratings
Podcast Authority Score: 51 / 100
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Quality
61
Social presence
0
YouTube
72
Engagement
32
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