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Some financial-planning opportunities can wait until you file your tax return. Others disappear when the calendar turns to January.
In Episode 45 of The Decision Dividend, Marcus Schafer is joined by Tim Daly, CFP®, CPA, TPCP® to discuss the year-end decisions investors should evaluate before December 31. Rather than focusing only on reducing this year’s taxes, the conversation examines how today’s choices can affect your lifetime tax bill.
You’ll learn:
Chapters
00:00 Year-End Decisions to Make Before December 31
01:54 Tax Planning vs. Tax Preparation
04:18 What Changed for 2026 Tax Planning
05:43 The Hidden Tax Rates Created by Phaseouts
13:07 New Charitable-Giving Decisions for 2026
17:31 Harvesting Losses and Gains
31:02 When a Roth Conversion Makes Sense
35:00 Annual Gifts Before Year-End
36:21 Retirement Contribution Limits and QCDs
39:08 Required Minimum Distributions
40:19 Withholding, Estimated Payments, and Tax Penalties
42:48 Why You Should Not Wait Until December 31
45:16 Focus on Your Lifetime Tax Bill
If charitable giving is part of your year-end planning, our previous episode, Advanced Charitable Giving Strategies, takes a deeper look at how to give more effectively, including strategies that can help align your generosity with your tax, investment, and legacy goals.
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Disclosure
Information contained herein has been obtained from sources considered reliable, but its accuracy and completeness are not guaranteed. It is not intended as the primary basis for financial planning or investment decisions and should not be construed as advice meeting the particular investment needs of any investor. This material has been prepared for information purposes only and is not a solicitation or an offer to buy any security or instrument or to participate in any trading strategy. Past performance is no guarantee of future results. This material is not tax or legal advice. Consult qualified tax and legal professionals before implementing a year-end planning strategy.
Giving starts with a cause you care about. But once you decide to give, another question follows: What is the most effective way to do it? Writing a check may be the simplest option, but it is not always the most effective.
In Episode 44 of The Decision Dividend, Pat Collins and Marcus Schafer continue their conversation on intentional philanthropy by exploring the financial-planning and tax considerations behind charitable giving.
The goal is not simply to reduce taxes. It is to coordinate your giving with your investments, income, estate plan, and the impact you want your charitable dollars to have.
If giving is part of your plan, this episode can help you understand the options and ask better questions before you act.
Chapters
00:00 From the “Why” to the “How” of Charitable Giving
If you missed Episode 43, our conversation with the CEO of the Baltimore Community Foundation explores how to evaluate causes, nonprofits, and philanthropic impact before deciding where to give. Watch Episode 43: How to Give More Intentionally with Dr. Shanaysha Sauls
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Information contained herein has been obtained from sources considered reliable, but its accuracy and completeness are not guaranteed. It is not intended as the primary basis for financial planning or investment decisions and should not be construed as advice meeting the particular investment needs of any investor. This material has been prepared for information purposes only and is not a solicitation or an offer to buy any security or instrument or to participate in any trading strategy. Past performance is no guarantee of future results. This material is not tax or legal advice. Consult qualified tax and legal professionals before implementing a charitable-giving strategy.
Giving sounds easy. Giving well takes thought.
In Episode 43 of The Decision Dividend, Dr. Shanaysha Sauls, President & CEO of the Baltimore Community Foundation, joins us to discuss her simple framework for charitable decision-making.
Gut. Head. Heart.
Together we discuss:
Chapters
00:00 Giving Sounds Easy. Giving Well Takes Thought.
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What it is, why it matters, and who really sets it.
Interest rates influence nearly every financial decision, from what you earn on cash to what you pay on a mortgage and how stocks, bonds, real estate, and businesses are valued. But despite how often we hear about “the interest rate,” there is no single rate, and the Federal Reserve does not control all interest rates.
In Episode 42 of The Decision Dividend, Pat Collins and Marcus Schafer explain the risk-free rate, the forces that shape it, and what changes in interest rates actually mean for savers and borrowers.
You’ll learn:
Market rates and statistics are as of August 27, 2026.
Sources
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Information contained herein has been obtained from sources considered reliable, but its accuracy and completeness are not guaranteed. It is not intended as the primary basis for financial planning or investment decisions and should not be construed as advice meeting the particular investment needs of any investor. This material has been prepared for information purposes only and is not a solicitation or an offer to buy any security or instrument or to participate in any trading strategy. Past performance is no guarantee of future results.
Last episode explored how more money can improve well-being. So, how should you spend it to improve your life?
In Episode 41 of The Decision Dividend, Pat Collins and Marcus Schafer explore research suggesting that experiences, spending on others, and buying back time often produce more happiness than material purchases alone.
You’ll learn:
Episodes Referenced
Episode 40, Can Money Buy Happiness? A Nobel Laureate’s Famous Finding Revisited
Episode 10, How Much Money Do I Need to Retire?
Episode 33, Where Should Your Extra Savings Go?
Sources
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Information contained herein has been obtained from sources considered reliable, but its accuracy and completeness are not guaranteed. It is not intended as the primary basis for financial planning or investment decisions and should not be construed as advice meeting the particular investment needs of any investor. This material has been prepared for information purposes only and is not a solicitation or an offer to buy any security or instrument or to participate in any trading strategy. Past performance is no guarantee of future results.
The headline was simple: happiness reaches a point of diminishing returns around $75,000 of income. The research that followed revealed a more complicated reality in which additional income can still improve well-being, but not equally for everyone or in every circumstance.
In Episode 40 of The Decision Dividend, Pat Collins and Marcus Schafer explore what the evolving evidence can teach us about money, happiness, and the meaning of “enough.”
You’ll learn:
For a deeper look at the financial side of defining enough, revisit Episode 10, How Much Money Do I Need to Retire?
Chapters
00:00 Can Money Buy Happiness? (1, 2, 3)
03:37 Measuring Happiness and the Famous $75,000 Finding (1)
10:44 What Does “Enough” Really Mean?
15:50 How Income Affects Happy and Unhappy People Differently (2, 3)
18:29 Wealth, Luck, and Gratitude
22:31 Security, Belonging, and Purpose
27:25 What Does Money Mean to You?
31:12 How High Earners and Millionaires Can Think About Spending
35:41 Buying Back Time and Strengthening Relationships
40:17 Should You Work One More Year?
Sources
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Sources include Kahneman and Deaton (2010), Killingsworth (2021), and Killingsworth, Kahneman, and Mellers (2023). These studies report population-level associations between income and self-reported well-being; they do not establish causation or predict results for any individual. Study measures, samples, and income levels differ.
This discussion is for educational purposes and is not individualized investment, tax, or legal advice. Financial planning involves assumptions and cannot assure that goals will be achieved. Individual circumstances and outcomes vary. The examples and heuristics referenced are illustrative rules of thumb, not planning advice.
Information contained herein has been obtained from sources considered reliable, but its accuracy and completeness are not guaranteed. It is not intended as the primary basis for financial planning or investment decisions and should not be construed as advice meeting the particular investment needs of any investor. This material has been prepared for information purposes only and is not a solicitation or an offer to buy any security or instrument or to participate in any trading strategy. Past performance is no guarantee of future results. This discussion is for educational purposes and is not individualized investment, tax, or legal advice. Financial planning involves assumptions and cannot assure that goals will be achieved. Individual circumstances and outcomes vary.
Have markets and technology advanced enough that investors should consider owning the individual stocks in an index rather than investing through a pooled vehicle such as an ETF or mutual fund?
In Episode 39 of The Decision Dividend, we’re joined by Brant Cavagnaro to explore how direct indexing works, who may benefit most, and when a low-cost commingled fund may still be the better choice.
You’ll learn:
Sources
For a broader look at how direct indexing fits alongside other investment innovations, revisit Episode 27, The Future of Investment Management:
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Meet with Pat & Marcus:
Information contained herein has been obtained from sources considered reliable, but its accuracy and completeness are not guaranteed. It is not intended as the primary basis for financial planning or investment decisions and should not be construed as advice meeting the particular investment needs of any investor. This material has been prepared for information purposes only and is not a solicitation or an offer to buy any security or instrument or to participate in any trading strategy. Past performance is no guarantee of future results.
Retirement is a natural time to rethink where you live. But moving states is not just a tax decision.
In Episode 38 of The Decision Dividend, Pat and Marcus discuss how to evaluate a retirement move by starting with quality of life, then running the numbers. The goal is not to ignore taxes, but to understand them in the context of your actual retirement income, residency, housing, insurance, and relationships.
You’ll learn:
Chapters
00:00 Don’t Let Taxes Choose Your Retirement State
02:13 Relationships Before Tax Rates (1)
05:46 Why Retirees Move States (2)
08:14 Cost of Living vs. Tax Rates
11:38 Retirement Income Tax Differences (3, 4)
14:27 Residency and Second Homes
18:27 Survivor Tax Penalty and Estate Taxes
23:04 Timing the Move and Planning Opportunities
31:35 The Costs That Offset Tax Savings
35:32 Quality of Life First, Money Second
Sources
Related episodes
The Goal of Tax Planning is to Minimize Lifetime Taxes
Where Should Your Extra Savings Go? | The Decision Dividend #33
Should You Sell or Borrow from Your Portfolio? | Return on Reason #30
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Follow on Apple Podcasts: https://podcasts.apple.com/us/podcast/greenstream/id1795467982
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Subscribe for Email Updates: https://greenspringadvisors.com/greenstream-podcast
Meet with Pat & Marcus: https://outlook.office365.com/book/MarcusCalendaratGreenspringAdvisors@Greenspringos33.onmicrosoft.com
Disclaimer
Information contained herein has been obtained from sources considered reliable, but its accuracy and completeness are not guaranteed. It is not intended as the primary basis for financial planning or investment decisions and should not be construed as advice meeting the particular investment needs of any investor. This material has been prepared for information purposes only and is not a solicitation or an offer to buy any security or instrument or to participate in any trading strategy. Past performance is no guarantee of future results. While no single study can determine what is most important for every individual, this research illustrates that non-financial considerations can play an important role when evaluating retirement decisions.
* CFP Board owns the marks CFP®, CERTIFIED FINANCIAL PLANNER®, and CFP® (with plaque design) in the U.S.
A rental property can have been a great investment and still no longer be a great investment to keep. Deciding what to do next requires weighing not just the expected return, but the broader set of tax-efficient exit options available to real estate owners.
In Episode 37 of The Decision Dividend, we’re joined by Dan Mong, one of Greenspring’s most experienced advisors in real estate planning, to assess a property’s expected return and weigh the after-tax tradeoffs of selling, refinancing, or reinvesting.
You’ll learn:
Chapters
00:00 How to Exit a Rental Property Tax-Efficiently
Related episode:
Learn More About Dan Mong:
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Information contained herein has been obtained from sources considered reliable, but its accuracy and completeness are not guaranteed. It is not intended as the primary basis for financial planning or investment decisions and should not be construed as advice meeting the particular investment needs of any investor. This material has been prepared for information purposes only and is not a solicitation or an offer to buy any security or instrument or to participate in any trading strategy. Past performance is no guarantee of future results.
Can someone be a fiduciary while also earning commissions for selling financial products? The answer is more complicated than many investors realize.
In Episode 36 of The Decision Dividend, Pat Collins and Marcus Schafer explore the history and meaning of fiduciary duty, the different standards governing financial advice, and the signals investors can use to evaluate an advisor.
You’ll learn:
Why fiduciary duty requires the duty of loyalty and the duty of care.
How investment advisers, broker-dealers, hybrid advisors, and CFP professionals can operate under different standards and forms of oversight.
Why investors should evaluate compensation, registration, credentials, experience, and firm structure together rather than relying on a single label.
Sources
Follow on Apple Podcasts: https://podcasts.apple.com/us/podcast/greenstream/id1795467982
Follow on Spotify: https://open.spotify.com/show/26NYX6WD7godcJAYVE0Yk8?si=Qxj-H7HiRdGmbNlW8uuV9g
Subscribe for Email Updates: https://greenspringadvisors.com/greenstream-podcast
Meet with Pat & Marcus: https://outlook.office365.com/book/MarcusCalendaratGreenspringAdvisors@Greenspringos33.onmicrosoft.com
Information contained herein has been obtained from sources considered reliable, but its accuracy and completeness are not guaranteed. It is not intended as the primary basis for financial planning or investment decisions and should not be construed as advice meeting the particular investment needs of any investor. This material has been prepared for information purposes only and is not a solicitation or an offer to buy any security or instrument or to participate in any trading strategy. Past performance is no guarantee of future results.
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