While you dream about the leisurely days ahead of you in retirement, it’s also important to think about some of the less glamorous items, including insurance. In this new season of life, your old policies may no longer suit your needs or may come to an end.

So, what types of coverage should you be considering for your golden years? What do you need to keep in mind as you prep for the transition? We’re going to walk you through the fundamentals in today's episode.

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

• Medicare supplement plans for those retiring before 65 + potential pitfalls of forgoing these plans

Open Enrollment Season episode

https://doncashpodcast.com/podcast/medicare-mistakes-to-avoid-during-open-enrollment-season/

Get in touch with Don and learn more: https://doncashpodcast.com/

As we approach the first week of May with tax season behind us, it’s the perfect time to look ahead. With the Tax Cuts and Jobs Act set to expire at the end of 2025, some big changes are in store for the next two years from a tax standpoint. In today’s episode, Don will dive into the changes you need to be aware of for 2024 and beyond.

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

• Changes in the capital gains rule for homeowners + potential planning mistakes with property ownership

Get in touch with Don and learn more: https://doncashpodcast.com/

Did you know that roughly 50% of people over 50 lack essential legal documents, such as wills, power of attorney, and healthcare directives? The numbers are even more concerning for younger demographics, with 80% of those under 30 lacking any basic documents. With over $84 trillion in assets set to transfer to the next generation, ensuring your estate is in order has never been more important.

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

• The percentages of individuals across different age groups lacking essential estate planning documents

Get in touch with Don and learn more: https://doncashpodcast.com/

Spring has sprung, pollen is in the air, and we are in the middle of college basketball March Madness! With tax season also approaching, Don and Marc are here to talk about Health Savings Accounts (HSAs) and the wealth of opportunities they can provide for savers and investors. Listen in as they share some benefits of contributing to an HSA, including significant tax deductions and tax-free withdrawals for qualified medical expenses.

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

• How HSAs work + a little history

Resources:

IRS Rules for HSAs – Publication 969 

https://www.irs.gov/publications/p969

HSA benefits that may surprise you –

https://irahelp.com/slottreport/hsa-benefits-may-surprise-you/

5 HSA rules you need to know –

https://irahelp.com/slottreport/5-hsa-rules-you-need-know/

Get the most out of your HSA – Wall Street Journal –

https://www.wsj.com/buyside/personal-finance/what-is-an-hsa-dff3eb55?st=rxd75zyho7lfd45&reflink=desktopwebshare_permalink

Get in touch with Don and learn more: https://doncashpodcast.com/

In our last episode, we teased a discussion about long-term care insurance deductions and health savings accounts but ran out of time. Don't worry though, because today we're diving deep into these important topics.

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

• Don’s recent conference in Arizona + self-driving cars

Resources for this episode:

Tax forms –1040 form

https://www.irs.gov/pub/irs-pdf/f1040.pdf

Schedule 1 – Income & Adjustments

https://www.irs.gov/pub/irs-pdf/f1040s1.pdf

Schedule A –

https://www.irs.gov/pub/irs-pdf/f1040sa.pdf

Standard Deductions and Tax Brackets – 2023

https://www.irs.gov/newsroom/irs-provides-tax-inflation-adjustments-for-tax-year-2023

Long-Term Care Insurance Tax Deductions –

https://apps.irs.gov/app/vita/content/00/00_25_005.jsp

Waymo Driverless Cars –

https://waymo.com/

Get in touch with Don and learn more: https://doncashpodcast.com/

Punxsutawney Phil did not see his shadow, the Kansas City Chiefs won the Super Bowl, and Valentine’s Day is here. It’s a busy time of year, and while “Be my little tax deduction” isn’t the most romantic thing to say to your spouse this holiday, we’re going to discuss a tax deduction you can make for your Valentine before April 15th in today’s show.

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

• The randomness and unpredictability of Groundhog’s Day, the Super Bowl, and the stock market

Resources for this episode:

Wall Street Journal Article – Spousal IRAs

https://www.wsj.com/personal-finance/retirement/theres-still-a-way-to-double-your-retirement-tax-breaks-before-filing-0f689dc1?st=cssro7zcnwkzp8r&reflink=desktopwebshare_permalink

Income limits for IRA deductions

https://www.irs.gov/retirement-plans/2023-ira-deduction-limits-effect-of-modified-agi-on-deduction-if-you-are-covered-by-a-retirement-plan-at-work

Get in touch with Don and learn more: https://doncashpodcast.com/

In celebration of the holiday this week, we thought we’d have a little fun and see what the movie “Groundhog Day,” starring Bill Murray and Andy MacDowell, can teach us about successful retirement planning. Just like Bill Murray’s character, Phil, is forced to relive the same day over and over and learn from his mistakes, retirement planning is an ongoing journey that calls for adaptability, continuous learning, and a commitment to positive change.

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

• The cyclical process of retirement planning + the role of annual rituals and reviews throughout the process

Get in touch with Don and learn more: https://doncashpodcast.com/

It’s that time again when the world attempts to foresee the twists and turns the coming months might bring. As the air buzzes with predictions and forecasts, it's worth stepping back and glancing at the rearview mirror of history. In it, you’ll see that predicting the future isn’t as easy as it seems.

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

• Despite positive economic indicators and predictions, the stock market and investors suffered in 2022

Episode Resources

Bad News For the Economy is Good News for the Stock Market

https://www.cnbc.com/2023/11/03/bad-news-for-the-economy-is-good-news-for-the-stock-market-as-long-as-it-doesnt-get-too-bad.html%20

The Future is Bright If You Know Where To Look

https://www.wsj.com/tech/ai/the-future-is-bright-if-you-know-where-to-look-98874b3d?st=qz6edtiza4mgqna&reflink=desktopwebshare_permalink%20The%20Future%20Is%20Unpredictable%20Even%20When%20It%E2%80%99s%20Certain%20

The Future Is Unpredictable Even When It's Certain

https://www.wsj.com/articles/the-future-is-unpredictable-even-when-its-certain-2024-political-cycle-71996049?st=nqlq0lflg6nwlg5&reflink=desktopwebshare_permalink

Get in touch with Don and learn more: https://doncashpodcast.com/

The new year is upon us, so we thought we’d take this time to reflect on the past year and chat about starting the new year on the right footing. Join Don and Marc as they discuss a wide array of topics, ranging from health concerns to retirement, relationships, and unexpected global events that took place in 2023.

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

• Some interesting facts on New Year's resolutions in America

Get in touch with Don and learn more: https://doncashpodcast.com/

As we gather around festive tables and share the joy of the season with our loved ones, the holidays provide the perfect backdrop for meaningful conversations. In today’s episode we’re going to explore the three important money conversations that you should consider having during the holidays.

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

• Parents: Breaking the “no talk rule” about money with your parents, keeping legal documents updated, checking for signs of cognitive decline + ensuring appropriate living arrangements are being made

Get in touch with Don and learn more: https://doncashpodcast.com/