The Decision Dividend

The Decision Dividend

By Greenspring AdvisorsBusinessEntrepreneurshipInvesting
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The Decision Dividend episodes

  • Investment Risk Explained: How Much Diversification Do You Need?

    Investing isn’t about avoiding risk; it’s about taking the right risks and avoiding the wrong risks. In episode 15 of Greenstream, we break down what risk means, the difference between compensated (right) and uncompensated (wrong) risk, and why most investors underestimate risk.

    You’ll learn:

    • What different types of risk matter: catastrophic, opportunity cost, and missed goals
    • Why individual stocks are riskier than you might think (even Apple and Meta)
    • How much diversification it takes to move beyond concentration risk
    • Why risk premiums exist and how we can use them to pursue higher expected returns
    • Our next episode will shift from investment to investor risk, where we’ll look at the behavioral challenges of sticking to your investment plan. You can subscribe here.

       

      Subscribe for Email Updates: https://greenspringadvisors.com/greenstream-podcast

      Follow on Apple Podcasts: https://podcasts.apple.com/us/podcast/greenstream/id1795467982

      Follow on Spotify: https://open.spotify.com/show/26NYX6WD7godcJAYVE0Yk8?si=Qxj-H7HiRdGmbNlW8uuV9g

      Meet with Pat & Marcus: https://outlook.office365.com/book/MarcusCalendaratGreenspringAdvisors@Greenspringos33.onmicrosoft.com

       

      Sources:

      1 Do Stocks Outperform Treasury Bills? by Hendrik Bessembinder :: SSRN https://papers.ssrn.com/sol3/papers.cfm?abstract_id=2900447

      2 JP Morgan’s The Agony and The Ecstasy (2021) https://privatebank.jpmorgan.com/nam/en/insights/latest-and-featured/eotm/the-agony-the-ecstasy

      3 JP Morgan’s The Agony and The Ecstasy (2024) https://privatebank.jpmorgan.com/nam/en/insights/markets-and-investing/ideas-and-insights/the-agony-the-ecstasy

      4Extreme Stock Market Performers, Part I: Expect Some Drawdowns by Hendrik Bessembinder :: SSRN https://papers.ssrn.com/sol3/papers.cfm?abstract_id=3657604

      5 Petajisto, Antti, Underperformance of Concentrated Stock Positions (June 30, 2023): https://ssrn.com/abstract=4541122

      6 Fama, Eugene F. and French, Kenneth R., A Five-Factor Asset Pricing Model (September 2014): https://ssrn.com/abstract=2287202

      7Harvey, Campbell R. and Liu, Yan and Zhu, Caroline, …and the Cross-Section of Expected Returns (February 3, 2015): https://ssrn.com/abstract=2249314

      8 The Three Ways To Beat The Market | Greenstream #2: hhttps://youtu.be/XeGNGWNbF-8

      9 Asness, Cliff S. and Frazzini, Andrea and Israel, Ronen and Moskowitz, Tobias J. and Moskowitz, Tobias J. and Pedersen, Lasse Heje, Size Matters, If You Control Your Junk (January 22, 2015): https://ssrn.com/abstract=2553889

      10  Rizova, Savina and Saito, Namiko, Investment and Expected Stock Returns (July 8, 2020): https://ssrn.com/abstract=3646575

       

      Greenspring Advisors is a registered investment adviser with the SEC and does not provide tax, legal or accounting 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.

      57 min
    • GenAI’s Impact on Productivity and Profits: With Steve Moritz

      Is AI overhyped? Or is it the next big leap in productivity and profits? In this episode, we explore real-world examples of how GenAI is transforming small and medium sized businesses. Our guest, Steve Moritz, 2x AI founder and longtime IT consultant, shares how to start using AI in your business, the risks to mitigate, and why leadership buy-in matters. Plus, we discuss what AI’s expected productivity boost means for your investment portfolio.

       

      Steve Moritz: https://www.linkedin.com/in/stephenmoritz/

      Subscribe for Email Updates: https://greenspringadvisors.com/greenstream-podcast/

       

      Chapters

      00:00 Intro to Steve Moritz - the perfect guest to join as 2x AI Founder and longtime IT implementation consultant

      04:10 What is GenAI? - replicative and generative use of data to make decisions

       04:48 Comparing GenAI to Past Tech Shifts - the ability to generate a decision is wholly unique

      06:58 Why the Breakthrough Now? - compute capacity has led to an exponential increase in workflow efficiency

      11:30 The Biggest Misconceptions of AI - it will not take over the world, but it will reduce clerical jobs

      17:35 The 4 Ways Every Small Business Should be Using GenAI Today - to enhance productivity and impact

      23:36 Are Employees or Employers Benefiting from Increased Productivity? - this is a key business opportunity

      27:09 Prompt Engineering in Hiring- that helps future proof your business

      32:08 AI is Like an Employee - humans in the loop processes help plan for, detect, and solve for wrong outputs over time

      36:55 Shadow IT - the difference between leveraging off the shelf, internal, and hybrid tools

      43:06 AI Privacy, Security, and Transparency - the evolution of the cloud means that it is often safer than employer secured networks

      46:59 Data Risk is a Top Concern - garbage in, is garbage out

      52:12 Vertical and Horizontal Integration - how AI is changing the job market

      59:40 Is AI Overhyped? - it augments your business but doesn’t change it

      1:03:14 Small Business Benefits - by leadership endorsing sanctioned uses and finding workflows where data is in motion

      1:08:03 How Does AI Affect Investing in the Stock Market? – if the promise is a productivity boost across most industries, AI should be a rising tide that lifts all boats

       

      Meet with Pat & Marcus: https://outlook.office365.com/book/MarcusCalendaratGreenspringAdvisors@Greenspringos33.onmicrosoft.com

      Subscribe for Email Updates: https://greenspringadvisors.com/greenstream-podcast/

      Follow on Apple Podcasts: https://podcasts.apple.com/us/podcast/greenstream/id1795467982

      Follow on Spotify: https://open.spotify.com/show/26NYX6WD7godcJAYVE0Yk8?si=Qxj-H7HiRdGmbNlW8uuV9g

       

      Greenspring Advisors is a registered investment adviser with the SEC and does not provide tax, legal or accounting 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.

      1 hr 19 min
    • Are Financial Advisors Worth Their Fee?

      Do they add enough value to cover their fee? We dive into to unpacking the qualitative and quantitative components of potential value for investors from fee-only advisors. We also compare fee-only advice with other forms of advice and discuss why investment advice alone isn’t enough to justify 1% per year.

       

      Meet with Marcus & Pat: https://outlook.office365.com/book/MarcusCalendaratGreenspringAdvisors@Greenspringos33.onmicrosoft.com

      Sign Up for Email Updates: https://greenspringadvisors.com/greenstream-podcast/

       

      Chapters:

      00:00 Do Advisors Add Value Beyond Their Fee?

      03:48 Investor Motivations for Hiring an Advisor1,2 – only 7-12% of investors cite returns as the primary reason they are hiring an advisor

      09:41 Quantifying Advisor Value3,4 – the challenges of estimating value that is dependent on actions someone would take otherwise and incorporating nonfinancial factors

      12:39 Asset Allocation and Rebalancing5,6,7 – are you taking the right type of risk (diversified) or enough risk?

      25:17 Product Selection8,9 – do you know what fees you are paying and if you don’t, it’s probably more than necessary

      32:08 Asset Location – matching the tax-efficiency of different investments with the appropriate type of account

      40:43 Behavioral Coaching – helping investors understand when they shouldn’t take action and if they should take action, what is it?

      50:04 Generating Income in Retirement8 – and avoiding ‘Boomer Candy’ products that prey on the desire for income

      53:34 The Importance of Insurance – learning to detect the difference between insurance that protects and insurance that invests, which is typically inefficient

      57:11 Tax Planning and Projections – good investment advisors should fill the gap left by tax preparers focused on tax compliance

      01:02:16 Commissioned Advice – knowledgeable about the products they sell but incentivized to sell you more than you need

      01:07:12 Fee-Only Advice – point in time advice is good but proactive advice unlocks more opportunities to add value

      01:13:53 Different People Value Different Things At Different Times – the value of an advisor changes over time

       

      Sources:

      1 Why Do Investors Keep Their Advisor Around (Morningstar, 2024): https://www.morningstar.com/financial-advisors/why-do-investors-keep-their-financial-advisors-around

      2 Dimensional Investor Study (2021): https://my.dimensional.com/2021-global-investor-study-key-takeaways

      3 Vanguard’s Advisor Alpha (2022): https://corporate.vanguard.com/content/dam/corp/articles/pdf/putting_value_on_your_value_quantifying_vanguard_advisors_alpha.pdf

      4 Russell’s Value of An Advisor (2025): https://russellinvestments.com/content/dam/ri/files/ca/en/individual-investor/insights/value-of-advisor.pdf

      5 Money Doctors (Gennaioli, Shleifer, and Vishny, 2012): https://ssrn.com/abstract=2133429

      6 The Three Ways To Beat The Market (Greenspring, 2025): https://youtu.be/XeGNGWNbF-8

      7 What Can We Learn From Elite Institutions (Greenspring, 2025): https://youtu.be/2wXKgVGUmyo

      8 Generating Retirement Income and the Allure of ‘Boomer Candy’ (Greenspring, 2025): https://youtu.be/Ms8uRmOC6EE 

      9 The Truth About Annuities (Greenspring, 2025): https://youtu.be/2gGq4lX2yP4

       

      Follow on Apple Podcasts: https://podcasts.apple.com/us/podcast/greenstream/id1795467982

      Follow on Spotify: https://open.spotify.com/show/26NYX6WD7godcJAYVE0Yk8

       

      Greenspring Advisors is a registered investment adviser with the SEC and does not provide tax, legal or accounting 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.

      1 hr 19 min
    • How to Evaluate Your Advisor's Investment Performance

      How can you evaluate your advisor’s investment performance? We discuss why it’s an important question to ask, why it’s challenging to answer, and why you should be skeptical if the answer is only about past performance. Investing is different from other disciplines because past performance tends to not persist, even for sophisticated institutional investment managers. We also talk about the ways the industry obfuscates historical benchmark relative performance.

       

      Chapters

      00:00 Understanding Performance: The Right Questions to Ask Advisors – why it’s a tough question to answer and why it should be that way

      04:30 Asset Allocation and Stock Selection – the two components of a proper performance attribution analysis

      08:33 Use Long Run Historical Returns as Expectations1 – to hedge against the emotional power of narratives that surround short-term performance (0-5 years)

      11:18 Persistence is the Difference Between Skill and Luck 2, 3 – investing is different than other disciplines because the evidence doesn’t support persistence

      21:06 Seeding, Merging and Closing Strategies 4,5 - three ways managers are disguising their true performance

      25:17 Taking More Risk Than Benchmark – especially in lower volatility asset classes like bonds, picking a favorable benchmark is a common tactic to be aware of

      30:23 Moving the (Benchmark) Goal Posts 6, 7 – underperforming funds change their benchmark to something they historically beat…

      33:15 Even Institutions Funds Can’t Find Performance Persistence 1, 8, 9, 10 – they also buy good looking past performance that becomes average performance

      40:03 Evaluating Advisors: Did They Do What They Said They Would? – can they explain their process, the decisions behind it, and the resulting performance

      48:46-51:44 Pat’s 4 Questions To Ask Advisors – Fees, Diversification, Structure, and Tax-efficiency

       

      Sources

      1 What Can We Learn from Elite Endowments? (Greenspring, 2025) - https://youtu.be/2wXKgVGUmyo?si=5hd-pN_GUv_fUtO5

      2 SPIVA Persistence Scorecard (2025) - https://www.spglobal.com/spdji/en/spiva/article/us-persistence-scorecard/

      3 Fund Landscape (Dimensional 2024)- https://www.dimensional.com/us-en/insights/the-fund-landscape

      4 The Arithmetic of Active Management (Sharpe, 1991) - https://web.stanford.edu/~wfsharpe/art/active/active.htm

      5 Fund Mergers and Liquidations (Dimensional, 2024) - https://www.dimensional.com/us-en/insights/mergers-and-liquidations

      6 How To Beat The Stock Market Without Even Lying (WSJ, 2024) - https://www.wsj.com/finance/investing/stock-market-fund-benchmark-change-11660940613

      7 Moving the Goalposts? Mutual Fund Benchmark Changes and Relative Performance Manipulation (Mullally and Rossi, 2024) - https://papers.ssrn.com/sol3/papers.cfm?abstract_id=4145883

      8 Performance Persistence in Institutional Investment Management (Busse, Goyal, Wahal, 2006) - https://ssrn.com/abstract=890319

      9 Choosing Investment Managers (Goyal, Wahal, Yavuz, 2022) - https://ssrn.com/abstract=3651476

      10 Mutual Fund Flows and Performance in Rational Markets (Berk, Green, 2003) - https://papers.ssrn.com/sol3/papers.cfm?abstract_id=383061

       

      Greenspring Advisors is a registered investment adviser with the SEC and does not provide tax, legal or accounting 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.

      52 min
    • Generating Retirement Income and the Allure of 'Boomer Candy'

      In this episode, Marcus Schafer and Patrick Collins discuss the intricacies of generating income in retirement. They explore various strategies for withdrawal rates, the importance of asset allocation, and the role of social security. The conversation emphasizes the need for a comprehensive financial plan that includes tax strategies and the evaluation of income-generating products. The hosts advocate for a diversified portfolio approach to ensure long-term financial stability and flexibility in retirement.

       

      Chapters

      00:00 Why 4% Withdrawal Rates Are Optimistic1, 2 – we contrast our findings from episodes on Elite Endowment spending policies (EP #4) and an individual’s safe withdrawal rates (EP #10)

      04:37 The Limits of Dividends as Income 3, 4, 5 – the drawbacks of concentrating only on dividends

      15:52 Asset Allocation for Retirement – start with how many years of expenses can be covered by your bond allocation

      22:13 Incorporating Social Security and Pensions – delaying often means higher withdrawal rates at the beginning but higher probabilities of success in the long run

      23:53 Retirement Income Valley Opportunities – maximizing the low tax brackets between retirement and taking social security + required minimum distributions

      30:22 Tax Diversification is Key for Retirement Income – unknown future tax rates means a tax optimal decision in the accumulation phase might not be optimal when you reach your withdrawal phase

      32:53 Account Withdrawal Order – Taxable first, tax-deferred second, tax-free third?

      35:33 Incorporating Social Security – despite future potential changes, delaying often makes the most sense on paper for those in good health with one spouse that earned more

      39:20 Evaluating “Boomer Candy” 6, 7, 8, 9, 10, 11, 12 – annuities, high yield, derivative income, buffer strategies and more…

      50:20 Summary – we break down the 4 key steps to making a retirement income plan

       

      Sources

      1 What Can We Learn From Elite Endowments | Greenstream #4: https://www.youtube.com/watch?v=2wXKgVGUmyo&t=1463s

      2 How Much Money Do I Need to Retire | Greenstream #10: https://www.youtube.com/watch?v=PPGYWsn7FFQ&t=1s

      3 Global Dividend Paying Stocks: A Recent History (Dimensional 2013): https://my.dimensional.com/asset/35082/global-dividend-paying-stocks-a-recent-history

      4 Dividends in the Time of COVID (Dimensional 2020): https://www.dimensional.com/us-en/insights/dividends-in-the-time-of-covid-19

      5 A Slice of Dividend Accounting (Dimensional 2024): https://www.dimensional.com/us-en/insights/a-slice-of-dividend-accounting

      6 The Truth About Annuities: Why Their Bad Rap is (Mostly) Deserved | Greenstream #7: https://youtu.be/2gGq4lX2yP4?si=fduhVER5a2KoT_AX

      7 Why Investors Are Piling Into Funds That Promise Not to Beat the Stock Market (WSJ, 2023): https://www.wsj.com/articles/covered-call-etf-option-income-jpmorgan-global-x-ff5591f7?mod=article_inline

      8 These Hot New Funds Are ‘Boomer Candy’ for Retirees (WSJ, 2024): https://www.wsj.com/finance/investing/retirees-boomer-candy-investing-fund-62454210?mod=article_inline

      9 These Funds Are Like Candy for Boomers. The Taxes Aren’t (WSJ, 2024): https://www.wsj.com/personal-finance/taxes/boomer-candy-funds-are-hot-the-taxes-are-not-280c41a3

      10 ‘Boomer Candy’ Funds: Sweet Treats or Investment Toothache? (Morningstar, 2024): https://www.morningstar.com/columns/rekenthaler-report/boomer-candy-sweet-treats-or-investment-toothache

      11 Rebuffed: A Closer Look at Options-Based Strategies (AQR, 2025): https://www.aqr.com/Insights/Perspectives/Rebuffed-A-Closer-Look-at-Options-Based-Strategies

      12 Buffer Madness (AQR, 2025): https://www.aqr.com/Insights/Perspectives/Buffer-Madness

       

      Greenspring Advisors is a registered investment adviser with the SEC and does not provide tax, legal or accounting 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.

      54 min
    • How Much Money Do I Need to Retire?

      Is an 8% withdrawal rate, like Dave Ramsey says, sustainable? Or is it 4%? We unpack one of the top questions retirees have: How Much Money Do I Need to Retire? We reviewed the research on replacement, spending, and withdrawal rates to understand what a sustainable portfolio withdrawal rate is.

      Chapters:

      00:00 Understanding How Much Money You Need to Retire – finding a better answer than “more”

      04:13 Spending vs. Asset Retirement Targets 1,2,3,4 – two sides of the same coin when it comes to calculating how much you need to retire

      07:44 How to Calculate Your Retirement Spending 5 – spending decreases but by how much depends on your previous income

      14:42 Should the 4% Withdrawal Rule be the 2-3% Range? 6,7,8– we unpack the assumptions and research behind one of the most cited rules of thumbs in personal finance

      27:10 Variable Spending Rates 7 – the answer to problems with the 4% Rule and why they are so hard to implement

      30:21 The Role of Advisors in Navigating Market Downturns – how a good advisor helps keep investors on track

      37:31 Asset Allocation Determines Withdrawal Rate Ability 8 – why taking more equity risk counterintuitively means less risk of running out of money

      41:39 Using Withdrawal Rate to Guide Increasing or Decreasing Spending – low withdrawal rates might be a license to spend

       

      Sources:

      1 What is a Financial Plan?: https://www.youtube.com/watch?v=y_PX-HyRW-Q&t=267s

      2 Retirement Replacement Rates: What and How (Briggs, 2015): https://www.researchgate.net/publication/345818788_Retirement_Replacement_Rates_What_and_How

      3 The Retirement Income Equation (Lee, 2013): https://my.dimensional.com/asset/622/the-retirement-income-equation

      4 (How Much Should I Save for Retirement (De Santis and Lee, 2013): https://www.dimensional.com/us-en/asset/556/how-much-should-i-save-for-retirement

      5 Exploring the Retirement Consumption Puzzle (Blanchett, 2014): https://www.financialplanningassociation.org/article/journal/MAY14-exploring-retirement-consumption-puzzle

      6 Determing Withdrawal Rates Using Historical Data (Bengen, 1994): https://www.financialplanningassociation.org/sites/default/files/2021-04/MAR04%20Determining%20Withdrawal%20Rates%20Using%20Historical%20Data.pdf?

      7 20 Years of Safe Withdrawal Rate Research—A Literature Review & Practical Applications (Kitces, 2014): https://papers.ssrn.com/sol3/papers.cfm?abstract_id=4445517&utm_source=chatgpt.com

      8 The Safe Withdrawal Rate: Evidence from a Broad Sample of Developed Markets (Cederburg, 2023): https://papers.ssrn.com/sol3/papers.cfm?abstract_id=4227132

       

      Greenspring Advisors is a registered investment adviser with the SEC and does not provide tax, legal or accounting 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.

      47 min
    • Real Estate: Expected Returns and Expected Headaches

      In this conversation, Marcus Schafer and Patrick Collins explore the complexities of real estate investment, discussing whether a home is an asset or a liability, the expected returns on real estate, the risks involved, and the tax implications of investing in property. They emphasize the importance of understanding market dynamics, leveraging unique skills, and conducting thorough analyses to make informed investment decisions. The discussion also includes a real-life case study to illustrate the practical application of these concepts. 

       

      Chapters

      00:00 The Allure of Real Estate as an Investment¹– recapping the highlights from our last episode

      02:46 What Returns Should We Expect? – And do we see these expectations realized?

      04:34 Advantages of Real Estate Investment – leverage, tax benefits, and tangible investments

      10:26 Investment Strategies in Real Estate – the two major strategies we see investors pursue

      12:02 The Boom and Bust Cycle of Real Estate – as a result of the combination of illiquid assets, high transaction costs, and leverage

      23:09 Opportunity Cost Analysis – how and when to evaluate opportunity costs the right way

      26:27 Realistic Inputs Create Realist Outcomes – better to have conservative assumptions with upside than aggressive assumptions with downside

      36:33 Profitability Metrics – cap rates and price appreciation as a hope strategy

      41:42 Tax Advantages of Real Estate – depreciation, 1031 exchanges, and the important distinction of investors vs dealers

      48:02 Applying Theory to Practice: A Real-Life Example – Marcus talks about his recent rent vs sell analysis on his old house

       

      Sources

      ¹ American Dream: Is Your House Your Greatest Investment? | Greenstream #8 (https://www.youtube.com/watch?v=z-_Eg-hHaPA)

      Greenspring Advisors is a registered investment adviser with the SEC and does not provide tax, legal or accounting 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.

      1 hr
    • American Dream: Is Your House Your Greatest Investment?

      36% of Americans believe owning a house is the greatest investment you can make, but is it? In the 8th episode of Greenstream, we breakdown how many of us overestimate our returns by not factoring in true costs, which can be ~5% per year. After costs, fees, and taxes, real estate returns may be underwhelming but viewing a home as a consumption good also has non-monetary benefits. We evaluate how to make the most of your home as an asset, while avoiding overreaching and concentration risks.


      Chapters
      00:00 The American Dream: Homeownership as an Investment – 36% of Americans believe a home is the greatest investment you can make
      03:09 Real Estate Economics¹ – most of us look at price return because evaluating real returns after costs is hard
      08:56 Costs of Homeownership – approximately 5% annualized costs from transaction, maintenance, and property
      13:56 The Benefits of Homeownership – leverage, well-being, and an inflation hedge
      19:36 Buying a Home – funding down payments, not so changing transaction costs, and how much house you can afford
      30:53 Concentration in Real Estate – understanding risks of real estate concentration on your personal balance sheet
      33:13 Financing Your Purchase in 2025 – attention to detail in tax-efficiently turning appreciated investments into cash is important
      37:18 Protecting Your Privacy in Real Estate – real estate is public, so how can you protect your privacy?
      39:08 Refinancing Decisions – you can’t predict changes in future interest rates, so don’t count on it.
      42:35 Remodeling – is a great illustration of a home being a consumption asset, since most have a negative ROI
      44:43 Trading Homes – how to manage the timing mismatch of selling and buying in the most efficient way
      52:11 Leveraging Home Equity in Retirement – reverse mortgages, downsizing, and funding long term care
      55:28 Estate Planning Considerations for Homeowners – avoiding probate and premature gifting

      ¹ Gallup poll - https://news.gallup.com/poll/645107/stocks-gold-down-americans-best-investment-ratings.aspx

      ² Shiller real estate data - https://papers.ssrn.com/sol3/papers.cfm?abstract_id=291281

      Greenspring Advisors is a registered investment adviser with the SEC and does not provide tax, legal or accounting 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.

      55 min
    • The Truth About Annuities: Why Their Bad Rap Is (Mostly) Deserved

      In episode 7 of Greenstream, Marcus Schafer and Pat Collins unpack why annuities, especially those labeled “deferred” or “variable”, often fail investors. Through the lens of the Rosenthal family’s costly mistake, they explore why annuities are so complex, how high fees and opaque terms work against consumers, and when (if ever) annuities make sense. From fear-based sales pitches to hidden tax pitfalls, this episode is a must-listen for anyone considering annuities as part of a retirement plan.

      00:00 The Bad Reputation of Annuities¹ – the Rosenthal Family’s foundation lost money, despite stock markets doubling, while the salesperson got rich

      04:02 Insurance Isn’t Bought, It’s Sold – how simple sales pitches mask 500+ pages of legalese even Pat struggles to understand

      10:04 Annuities’ Intended Purpose² ³ ⁴ ⁵ – longevity insurance has a role and has existed since Ancient Rome

      18:46 The Annuity Puzzle³ ⁴ ⁵ – if annuitization solves retirement risks, why don’t more people buy them?

      21:09 Deferred Annuities as Accumulation Products – most annuities sold today are hybrids of costly, complex investment/insurance vehicles

      28:23 The Hidden Costs of Annuities¹ – how one client underperformed the S&P by 7% per year over 18 years

      37:00 Variable Annuities Are the Most Missold – what “guaranteed” riders actually mean when you unpack the contract

      42:56 When Annuities Make Sense – only in their purest form (SPIAs), and under guidance of a 100% fee-only, 100% fiduciary advisor

      49:25 Tax Implications and Wealth Transfer – ordinary income taxes, no step-up in basis, and painful outcomes for heirs

      The Best of What We Researched

      ¹A Couple Won the Powerball. Investing It Turned Into Tragedy (WSJ, 2024) 

      ²The History Of Annuities in the United States (Poterba, 1997) 

      ³2024 Retail Annuity Sales Power to a Record $432.4 Billion (LIMRA, 2025) 

      ⁴New Evidence on the Money’s Worth of Individual Annuities (Mitchell, 2001) 

      ⁵The Value of Annuities (Wettstein, 2021)

      Greenspring Advisors is a registered investment adviser with the SEC and does not provide tax, legal or accounting 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.

      51 min
    • Is This Time Different?

      Is the 2025 stock market downturn driven by economic policies, such as tariffs, different from previous market crashes? We're joined by Justin Brown, Greenspring's Director of Investments, to discuss how this time, like every time, is different, but also how drawdowns and volatility are features, not bugs, of markets that reward long-term investors. We outline how investors should respond depending on the preparedness of their portfolio for an unexpected drawdown at an unknown time. We share how we're responding to find a silver lining that may not last long.

      Charts discussed:

      Full Webinar on Tariffs' Expected Impact on Prices, Costs, and Expected Returns

      Subscribe to Greenspring's Chart of the Week

       

      Chapters

      00:00 Tariffs Are Driving Uncertainty1 – tariffs are designed to increase prices and are done for three reasons: revenue, restriction, and reciprocity

      04:01 Is This Time Different? 2, 3 – economic policy as a catalyst is unique, but investment markets' forward-looking response based on expected cash flows and risk is consistent

      16:00 How Should We Strategically React? 4 – The type of action depends on whether you, your financial plan, and your portfolio were built in anticipation of a market drawdown

      27:49 What Tactical Actions Should We Take? – Now is the time to opportunistically implement your plan through dynamic rebalancing, tax loss harvesting, monitoring for refinance opportunities, and evaluating whether to accelerate Roth conversions and gifting strategies

      39:19 Markets Reward Long-Term Investors – capital returns to its rightful owners in bear markets

       

      The Best of What We Researched So You Don’t Have To

      1 Greenspring’s March 2025 Webinar on Tarrif’s Impact on Prices, Costs, and Expected Returns 

      2 Bank Trading Desks Are Minting Money From Trump’s Tariff Chaos (WSJ)

      3 Market Returns Through a Century of Recessions (DFA)

      4 Lump Sum Investing vs Dollar Cost Averaging (Vanguard)

       

      Greenspring Advisors is a registered investment adviser with the SEC and does not provide tax, legal or accounting 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.

      40 min

    About The Decision Dividend

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    A podcast specifically focused on helping every person live their ideal life by helping them make better decisions around their finances, relationships, and life.