Recent NEWSLETTERs
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"Was I Sold a 401k Fallacy?"
August 19, 2026 | Written by Alex & Alyssa
Are pre-tax retirement accounts really worth it?...
Should You Move Later in Life? What Two of our Clients Decided
August 12, 2026 | Video with Alex, Mario & David
Should you sell your house and buy somewhere else? Sell and rent? Move to a warmer climate? Move outside the country? In this conversation, I sit down with our long time clients Mario and David to talk through how they have approached this decision...
Anniversary celebration: 3 years in and just getting started
August 5, 2026 | Written by Alex
Capital Squared was launched on August 4 of 2023, three years ago yesterday, but it feels like it just happened a couple of weeks ago...
The Three Cs of a Successful Retirement & Top 5 Non-Financial Questions to Ask
July 29, 2026 | Written by Alex
I know of many examples of financially successful retirees who, after a short retirement "honeymoon," started feeling outright miserable...
[video] Can AI Alone Power Markets?
July 22, 2026 | Featuring Asi
Markets are hitting new highs, but the world doesn't exactly feel calm...
Should you buy or lease a car?
July 15, 2026 | Written by Alex & Alyssa
What are the financial pros and cons of buying vs leasing a car? A simple answer, right? Not always...
Can your retirement plan survive all 6 stress tests?
July 8, 2026 | Written by Alex & Alyssa
"What can go wrong with this picture?" This is one of the questions I like to ask myself when we finish working on a financial plan for a new client or updating one for existing clients...
From the Beltway to the Beach: Conversation with Jan Brito
July 1, 2026 | Video with Alex & Jan
We sit down with Jan to discuss her journey in deciding to retire outside of the United States. She shares helpful insight for anyone considering the same decision...
Revisiting the Fortress Financial Plan
June 24, 2026 | Written by Alex
The Fortress Financial Plan is the framework we use for clients who are in or near retirement and prefer a more reliable, income-focused approach...
Buy Market Tops Still Handily Beats Cash
June 10, 2026 | Written by Asi
Most people think of risk as losing money in a downturn. That risk is real. But there is a quieter risk that does not show up on a brokerage statement...
Shifting from FOMO to JOMO
June 10, 2026 | Written by Alex & Alyssa
Why fear of missing out can derail a solid financial plan...
How much life do you have left?
June 3, 2026 | Written by Alex & Alyssa
The sentence "maybe I'll work just one more year" becomes much heavier with this trade off in mind...
What Solo Retirees Need to Know
May 27, 2026 | Written by Alex & Alyssa
Close to a third of our clients, if not more, are single. Even if you have a partner, I still suggest that you keep reading as the concepts I share can be helpful to you or your friends or family at some point in the future...
Your Golden Years: The Ultimate Retirement Checklist (Part 4)
May 20, 2026 | Written by Alex, Asi & Alyssa
This final installment of the Ultimate Retirement Checklist is all about the "Golden Years." Preserving what you have, remaining comfortable, taxes, gifting, charitable giving and estate planning all move up in priority during this stage...
“I never thought my dad would need so much of my time.”
May 13, 2026 | Written by Alex & Alyssa
When planning for long term care, the financial component of not being a burden on your loved ones is a priority for many...
Annual Yieldfest 2026:
Our take on the best yields available today
May 6, 2026 | Written by Alex
Every Spring, I sit down to update you on the best income oriented investment options for your portfolio...
Market Outlook: Will Energy Trip Global Markets?
April 29, 2026 | Featuring Asi
Our Chief Investment Officer, Asi De Silva, deep-dives into the markets and opportunities ahead in this Market Outlook video...
Full Retirement Years: The Ultimate REtirement Checklist (Part 3)
April 22, 2026 | Written by Alex, Asi & Alyssa
This third-installment of the Ultimate Retirement Checklist is all about the "full retirement" years which is normally between ages 65 and 70 but can certainly vary. In my experience, this is the most important planning stage because mistakes made here are very difficult to fix...
Reading Markets Through the Noise of War
April 15, 2026 | Written by Asi
Markets have moved from panic deleveraging to buying the dip once again. The S&P 500 is above where it was when the shooting started even as energy prices remain elevated...
What Money Arguments Are Really About
April 15, 2026 | Written by Alex & Alyssa
Money is consistently one of the biggest sources of friction in relationships. I see it with our clients all the time, sometimes out in the open and sometimes simmering beneath the surface...
The Tax Checklist Your CPA Might Not Send You
April 8, 2026 | Written by Alex & Alyssa
The top 10 tax mistakes or omissions that I frequently see every year...
Hidden Long Term Care Planning Issues
April 1, 2026 | Written by Alex & Alyssa
Long Term Care Insurance is one of the most misunderstood financial products out there. This newsletter is to help provide some clarity...
Early Retirement Years: The Ultimate Retirement Checklist (Part 2)
March 25, 2026 | Written by Alex, Asi & Alyssa
Your early retirement or transition years represent a major turning point in your life. Moving from the saving phase to the distribution phase is a significant financial shift...
"I Need to Have a Purpose and Feel Useful"
March 18, 2026 | Written by Alex & Alyssa
The real retirement struggle for many people centers around their identity and purpose, not just their finances. Simply put, we want to feel useful...
After Iran & Oil, The Bigger Market Risk May Be AI
March 11, 2026 | Written by Asi
The risks that matter most for long-term investors are not always the ones dominating headlines. Will AI create second-order pressures on labor income, demand, and ultimately market valuations?...
You Cannot Borrow for your Retirement
March 4, 2026 | Written by Alex & Alyssa
I frequently share this rather simple but powerful concept with my clients. It sounds simple. So many other goals feel right in the moment. In reality, prioritizing the wrong goal can be catastrophic for your plan...
Timeless (and Timely) Wisdom from Investing Giants
February 26, 2026 | Written by Alex & Alyssa
Some investing principles are timeless and serve as a timely reminder today. When markets are turbulent and uncertainty rises (what’s new!), I find it helpful to remind myself that we’ve been here before...
The True Cost of House Renovations
February 18, 2026 | Written by Alex & Alyssa
Renovations can truly be a major wild card in your financial plan. Here are some key considerations for you to keep in mind when you contemplate a major house reno...
Pre-Retirement Years: The Ultimate Retirement Checklist (Part 1)
February 11, 2026 | Written by Alex, Asi & Alyssa
Over the next few months, we will feature each “chapter” of our Ultimate Retirement Checklist. And today’s feature will be all about the Pre-Retirement phase which is generally in your mid-50s...
When Working Longer Means Paying More in Taxes
JANUARY 28, 2026 | Written by Alex & Alyssa
Here are some tax or financial reasons why working beyond a certain point may not be as beneficial as you might think...