"I'd gladly pay you $150 or $200 per hour for a few hours of your time. I'm curious why you don't work hourly?"
"I'd gladly pay you $150 or $200 per hour for a few hours of your time. I'm curious why you don't work hourly?"
What are the 10 most important aspects of a financially sound retirement, and how do we start preparing for that future today?
A deep (and I mean *DEEP*) dive into optimizing your retirement withdrawal order of operations to make your money last.
Want a successful retirement? Let's use the principal of inversion. We'll identify the common mistakes, and then NOT do those things!
We make daily financial decisions as a function of long-held beliefs. Some logical and well-thoughts beliefs. Others as a function of pure trauma.
I see some people thinking about their portfolios incorrectly, and a concept called "asset-liability matching" can help.
Growing up, our neighbor was erratic. He was an unwell man, and it manifested in many ways. Today, we learn from him.
On perfectionism, theory of mind, and finding a "good enough" path to get through retirement with flexibility.
If dividends and investment income are supporting your lifestyle, does that matter for "safe withdrawal rate" retirement math?
Jesse explores the value of financial priorities and the balance between spending and saving with guests Diania Merriam, Justin Peters, Bill Yount, J…
The Best Interest
06/18/2025
Jesse answers a range of listener questions on topics including estate planning, life insurance, financial benefits of marriage, tax strategies for h…
The Best Interest
06/04/2025
Today, Jesse is joined by Don McDonald to offer a critical examination of the financial advising and annuity industries, warning retirees and near-re…
The Best Interest
05/21/2025
Jesse explores insights from the Retirements and Perspectives study, which captures the experiences and expectations of individuals transitioning int…
The Best Interest
05/07/2025
Jesse explores the financial journey of late starters with guest Bill Yount, co-host of Catching Up to FI. In the opening monologue, Jesse shares his…
The Best Interest
04/23/2025
Today, Jesse critiques emotional, reactive investing during volatile market conditions—especially in response to tariffs and recession fears—while pr…
The Best Interest
04/14/2025
Jesse answers listener questions on financial planning, investment management, and retirement. He discusses the challenges of rising homeowner’s insu…
The Best Interest
04/09/2025
Jesse Cramer speaks with Christine Benz, Director of Personal Finance at Morningstar, about insights from her book How to Retire. Before their discus…
The Best Interest
03/26/2025
Jesse Cramer speaks with Christine Benz, Director of Personal Finance at Morningstar, about insights from her book How to Retire. Before their discus…
The Best Interest
03/26/2025
Today we take a look at the U.S. national debt, distinguishing it from household debt and analyzing its impact on individuals and investors. Jesse tr…
The Best Interest
03/12/2025
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