2010 Summer


  • Financial Services Industry

    • How Would Your Financial Adviser Feel About You Reading This?

  • Investing

    • Why a Castling Defensive Portfolio

    • Background for the Castling Defensive Portfolio

    • Methodology for the Castling Defensive Portfolio

    • The Castling Defensive Portfolio at an Asset Class Level

    • Building the Castling Defensive Portfolio from the Blueprint

    • Performance of the Castling Defensive Portfolio: 2000 - 2009

    • Buy and Hold is Dead? Long Live Buy and Hold

    • Is the Castling Defensive Portfolio Right for Me?​


2015 Winter


  • Financial Services Industry / Fiduciary

    • Think First, Then Sign (or Preferably Don't Sign) The Save Our Retirement Petition

  • Economics / Retirement / Financial Planning

    • Inflation? Nah. This Ain't No Inflation! I Just had to Increase my Prices

  • Estate Planning / Financial Planning

    • Before You Bite on that “Free Dinner Seminar”: Viewing Estate Planning in the Context of Your Overall Financial Plan

  • Investing

    • Castling Defensive Portfolio: Recap of 2014 and the Consistency that May Bore You to Tears


2013 Winter


  • Real Estate / Economics

    • Residential Real Estate Recovery?

  • Financial Planning / Budgeting

    • Budget Killer No. 1: Our Wired and Wireless World

  • Annuities / Investing

    • Make Sure You Compare Annuities Vs. Investments on an Apples-to-Apples Basis

  • Investing

    • Castling Defensive Portfolio: Recap of 2012 and the Long View


2017 Fall


  • Economics / Investing

    • Why This Economic Expansion (Still Not a Recovery) Can Continue (At Least for a While), But That Doesn't Mean There Won't Be Speed Bumps!

  • Investing / Financial Planning

    • Don't Lose Your Balance He Told Me...If I Knew What He Meant, Maybe I Wouldn't Have Gotten a Bloody Nose?

  • Fiduciary / Financial Services Industry

    • The New Fiduciary Rules: Creating Paragons of Vitriol?

  • Savings / Financial Planning / Investing

    • Cash is Not Trash, Cash is Not King... But Cash Does Provide You With the Big Double O's: Opportunism and Optionality


2014 Fall


  • Economics / Investing

    • Pardon Me While I Open the Bubbly... Wait, It's Kool-Aid?

  • Risk Management / Insurance / Financial Planning

    • Mortality, Morbidity, Stupidity, What-ever! OK, Think Risk Management

  • Social Security / Retirement

    • Social Insecurity, or How Not to Depend on the Government for Advice

  • Investing

    • Grossed Out! Lessons to Take from Bill Gross's Departure at PIMC


2018 Spring


  • Investing

    • The Castling Defensive Portfolio Beat its Bond Competition in 2017, but Could Not Keep Up on the Stock Side; Do We Pull the Plug or Our Hair?

  • Social Security / Retirement

    • To Claim or Not to Claim... That is the Question... Uh, Maybe That Should be...To Claim, but When to Claim?

  • Reverse Mortgages / Retirement / Real Estate

    • Do Not Forsake Me, Oh My Darling Domicile...What to Consider Before Considering a Reverse Mortgage

  • Investing / Annuities / Retirement

    • The Longevity Portfolio Versus the Longevity Annuity... If You Can't Take it With You, Can You Still Leave it Behind?


Search our index of Newsletter Articles by category.

2016 Winter


  • Investing / Financial Services Industry / Annuities

    • Investment Ideas Packaged in Bling...These Are a Few of My Least Favorite Things

  • Health Savings Account / Health Care / Financial Planning

    • The Doctor Will See You Now and Do Bring Along Your Health Savings Account

  • Real Estate / Investing

    • More Than A Dozen Different Ways of Investing in Real Estate ...None of Which Involve Your Home

  • Education Funding / Investing / Financial Planning

    • Applying the Castling Principle to Solve the Student Debt Crisis


2014 Summer


  • Education Funding / Economics / Financial Planning

    • What a Poor Boy From an Ancient Village Can Teach Us All About Choosing and Funding Higher Education

  • Financial Services Industry / Fiduciary

    • Does Your Financial Adviser Work for You or for a Commission?

  • Social Security / Taxes / Retirement

    • The Dirty Little Secret About Taxes & Social Security (And What You Can Do About It!)

  • Economics / Investing

    • Economic Reports and the Stock Market: Is it Really “Good to be Bad”?


2016 Spring


  • Financial Services Industry / Investing

    • Hang In There!...I'm Hanging, What Else Do You Want From Me?...Uh, Ultra Low Expenses, Schmarty-Pants!

  • Investing

    • Castling Defensive Portfolio Gets Dinged in 2015, So Why's It Doing Better in 2016?

  • Real Estate / Investing

    • You Said You Lost $50,000 on Your Rental Property, But It Was a Good Investment? Want to Borrow My Screwdriver to Tighten Your Loose Screws?

  • Charitable Giving / Annuities / Financial Planning

    • Applying the Castling Principle to Charitable Giving - Charitable Gift Annuities


2021 Summer


  • Economics / Investing

    • Welcome Back, Inflation, We Missed You Almost as Much as Bell-Bottoms...Oh Yeah, Almost Forgot About The Markets and Economy
  • Investing

    • Castling Defensive Portfolio Hits Target in 2020 after Solidly Handling the Pandemic Crash... And 2021 is Off to Another Consistent Start

  • Debt / Credit History / Financial Planning

    • Average Hacker to Average Joe/Jane: “We Don't Want to Hurt Your Credit Score or Nuttin...We Just Want the Money, OK?”

  • Financial Planning

    • Davos Elites to Millennials/Gen Z: “You'll Own Nothing but be Happy!” ...OK Boomer, What do you Meme by that?


2011 Summer


  • Financial Services Industry

    • Introductions

  • Financial Planning

    • The “Triple Constraint of Life” and “What Have You Got to Show for it?"

  • Mortgage / Debt / Savings

    • How to Decide If, When and How to Prepay Your Mortgage

  • Investing

    • Castling Defensive Portfolio: Mid-Year Update and a Look at How We Measure Risk


2017 Spring


  • Investing

    • The Castling Defensive Portfolio had a Solid Year in 2016, but Still Pulled Up Short of its Goal; Time to Dump it, My Fair Weathered Friend?

    • All That's Gold Does Not Always Glitter... Creating your Own Goldilocks Scenario

  • Career / Financial Planning / Investing

    • Why Don't Humans Treat Their Human Capital More Humanely?

  • Retirement / Financial Planning / Investing

    • Your Personal Moon Shot: Income Planning for Retirement​

Our Newsletters (2010 - 2021)

2014 Spring


  • Financial Planning / Economics

    • Is 70 the new 50? Yeah, make that 1950, buddy!

  • Retirement / Investing

    • Financial Engineering Your Retirement

    • A Match Made in Heaven? The Roth IRA and the Longevity Portfolio

  • Investing

    • Sell in May and Go Away? Or Swoon in June and Scream at the Moon? 


2014 Winter


  • Financial Planning

    • Add To Your Life by Subtracting Something From It

  • Investing

    • Yes, It's (a) Bull, But to Prevent Tears, Please Proceed with Extreme Caution!

    • Better Than a Free Lunch Seminar? So Why Exactly Should I Dollar Cost Average?

    • Castling Defensive Portfolio: Recap of 2013 and the Hammering of the Bond Market


2013 Spring


  • Financial Services Industry

    • Who is a Valued Customer or Client Nowadays?

  • Investing

    • Stock Market High: Real, Inflation Adjusted, Nominal, “Numb-inal” or What?

    • Questions to Ask Yourself if You Have Previously Had a Bad Investing Experience

  • Economics / Real Estate

    • Excessive Risk Taking Caused the Financial Crisis?


Castling Financial Planning, Ltd.


2015 Spring


  • Financial Services Industry / Fiduciary

    • On the Care and Feeding of a Financial Guru

  • Retirement / Financial Planning

    • Creating Your Own Definition of “Retirement”

  • Investing / Financial Planning

    • OK, Designers, We're Doing a Custom, Private Financial Product...Chop-Chop!

  • Debt / Financial Planning / Retirement

    • A Loan From My 401(k)? Seriously? But When Should I Consider This and How Should I Take It?


2011 Winter


  • Financial Services Industry

    • Don't Panic!

  • Investing

    • Stock Market Valuation and Our Financial Woes: Blame it on Y2K?

    • Castling Defensive Portfolio: 2010 Year-End Update

  • Financial Planning

    • Why is “Castling” a Philosophy and not just a Chess move?​


2020 Fall


  • Economics / Investing

    • When Your Neighbor Loses His Job, It's Called a Recession; When You Lose Your Job, It's Called a Depression...But When the Government Just Forces You to STOP Working, Why Do We Call It "Staying Safe"?
  • Savings / Financial Planning

    • Flatten the Curve? ...Sure, They Flattened the Curve, but on My Savings Yields! ...Now What?

  • Retirement / Investing

    • Introduction to Self-Directed IRAs: What, Where, Why and How?

  • Financial Planning / Taxes

    • Fairness and Feelings vs Facts and Logic: How a State of Illinois Proposed Amendment is Similar to a Bickering Family Failing in Their Finances


2020 Winter


  • Economics / Investing

    • When Your Neighbor Loses His Job, It's Called a Recession; When You Lose Your Job, It's Called a Depression...But When the Government Just Forces You to STOP Working, Why Do We Call It "Staying Safe"?
  • Savings / Financial Planning

    • Flatten the Curve? ...Sure, They Flattened the Curve, but on My Savings Yields! ...Now What?

  • Retirement / Investing

    • Introduction to Self-Directed IRAs: What, Where, Why and How?

  • Financial Planning / Taxes

    • Fairness and Feelings vs Facts and Logic: How a State of Illinois Proposed Amendment is Similar to a Bickering Family Failing in Their Finances


2016 Fall


  • Economics

    • The Secret Sauce is Confidence...and You My Dear, Seem to be Lacking It

  • Financial Planning

    • Match Maker, Match Maker, Find Me a Match...What, You Expect Me to Choose This "Tool"?

  • Real Estate / Retirement

    • Home is Where the Horde (of Cash) is...or Should Be, In Retirement

  • Options Trading for Income / Retirement / Annuities

    • Taking Your Lumps (Lump Sum, that is) and Rethinking Income Generation in Retirement


2019 Spring


  • Economics / Investing

    • When Your Neighbor Loses His Job, It's Called a Recession; When You Lose Your Job, It's Called a Depression...But When the Government Just Forces You to STOP Working, Why Do We Call It "Staying Safe"?
  • Savings / Financial Planning

    • Flatten the Curve? ...Sure, They Flattened the Curve, but on My Savings Yields! ...Now What?

  • Retirement / Investing

    • Introduction to Self-Directed IRAs: What, Where, Why and How?

  • Financial Planning / Taxes

    • Fairness and Feelings vs Facts and Logic: How a State of Illinois Proposed Amendment is Similar to a Bickering Family Failing in Their Finances


2018 Fall


  • Economics / Investing

    • Come on Baby, Don't Fear the Correction...or Two

  • Financial Planning

    • Could Financial Wellness Actually be Your Step Zero?

    • Organization is what you do before you do something, so that when you do it, it’s not all mixed up...Like With My Finances, Perhaps?

  • Risk Management / Insurance / Financial Planning

    • Don't Let Your Financial Plan Become a Casualty of Your Property Casualty Insurance...Practicing Risk Management​


2013 Fall


  • Economics

    • Who is a Valued Customer or Client Nowadays?

  • Retirement

    • The Accidental Retiree or, Surprise! You're Retired!

  • Retirement / Budgeting / Taxes

    • Forget Carbon Footprint! Minimize Your Income Footprint in Retirement

  • Financial Planning / Investing

    • Castling Principle at Work During the Financial Crisis and Beyond