Money Mistakes You'll Regret & How To Avoid Them
Money Mistakes You'll Regret & How To Avoid Them
December 7, 2023
December 7, 2023

“Learn from the mistakes of others. You can’t live long enough to make them all yourself.” – Eleanor Roosevelt… Ever wish you could foresee financial missteps before they happen? In today’s episode explore some real-life stories of regret and arm yourself with the essential dos and don'ts to ensure your money works for you, not against you.

“Learn from the mistakes of others. You can’t live long enough to make them all yourself.” – Eleanor Roosevelt… Ever wish you could foresee financial missteps before they happen? In today’s episode explore some real-life stories of regret and arm yourself with the essential dos and don'ts to ensure your money works for you, not against you.


Listen in as we discuss the drawbacks of early IRA withdrawals and how important it is to keep lifestyle creep in check in your peak earning years. We’ll also chat about the potential impact of overspending on tuition for your children, the risks that come with retiring early without proper planning, and more.


At the end of this episode, Frank will chat about his favorite winter activity and answer a mailbag question about whether to terminate a whole life insurance policy.


Here’s some of what we discuss in this episode:

0:00 – Intro

4:25 – Premature IRA withdrawals

7:34 – Lifestyle creep

10:24 – Assisting your children

13:29 – Retiring too early

18:06 – Roth IRAs

21:50 – Favorite winter activity

25:53 – Listener question about whole life insurance policy


Subscribe & follow the show for free on your favorite apps:

Helpful Resources:

Learn more about the T.I.M.E. planning process by clicking here.


You can also schedule a free planning session with Frank Oliver and the team by clicking here.

Get your copy of Frank's book!

April 10, 2025
Tax season is here and it’s the perfect time to start planning for 2025 and beyond. In this episode, Frank dives into the key tax changes for 2025 that could impact your retirement strategy. From increased 401(k) contribution limits to standard deduction increases, Frank breaks down actionable strategies that could help maximize your tax savings this year and beyond.
By Walter Storholt April 3, 2025
Today’s topic comes from a question from Janice, who was recently laid off at 53 and is considering a career change into real estate. But to make it work, she may need to tap into her IRA to make ends meet. Could this put her long-term financial security at risk?
By Walter Storholt March 27, 2025
April Fool’s Day is all about jokes and pranks, but when it comes to retirement planning, getting fooled can cost you real money. Today, we’re uncovering the beliefs that can fool retirees and pre-retirees into making bad financial moves. We’ll cover some of the most common myths that can damage your retirement plans and explain why they might not make much sense for you.
March 24, 2025
Using a Tax Refund to Fund an IRA
March 24, 2025
Top 10 IRA Rollover Mistakes
March 20, 2025
Many retirees and pre-retirees dream of owning a vacation home that they can visit throughout the year. But if you decide to make this move, how should you go about financing a second property? That’s the question one of our listeners, Ted, asked Frank this week.
By Walter Storholt March 13, 2025
We've got a great listener question for you today! This week, Barry shares that he has a life insurance policy through his job, as well as a whole life policy he purchased several years ago. Now, he’s wondering- does he really need both, or should he consider canceling one?
By Walter Storholt March 6, 2025
Social Security claiming strategies can vary greatly depending on family dynamics. This episode explores how different family situations, such as those with a stay-at-home spouse or a blended family, could impact when and how to claim Social Security benefits to help maximize your retirement income.
February 25, 2025
Retirement accounts and divorce
February 25, 2025
Why do you need a financial advisor?
Show More
Share by: