They say you don’t have to pay taxes on your social security income, because you already did when you earned it? Is this true? Find out the truth in this week’s “They Say” segment.

They say you don&rsquo;t have to pay taxes on your social security income, because you already did when you earned it? Is this true? Find out the truth in this week&rsquo;s &ldquo;They Say&rdquo; segment.

David Hollander, The Sandman℠, helps his listeners sleep well at night because they know their assets are protected. Financial and investment services offered through Liberty Wealth Management & Liberty Group LLC.

David Hollander, The Sandman℠, helps his listeners sleep well at night because they know their assets are protected. Financial and investment services offered through Liberty Wealth Management &amp; Liberty Group LLC.

Protect Your Assets

KSFO Podcast

Protect Your Assets with Liberty Group's David Hollander.

Is Your Social Security Taxed?

Is a Roth conversion the right move for you in 2026? Converting money from a traditional IRA or 401(k) to a Roth IRA could help reduce taxes later, but it can also create a larger tax bill today and potentially increase your Medicare premiums. 

In this episode of Protect Your Assets, David Hollander explains how Roth conversions work, how much you may want to convert, and why your tax bracket, RMDs, Medicare IRMAA, and timing should all factor into the decision. 

You can send your questions to questions@pyaradio.com for a chance to be answered on air.  

Catch up on past episodes: http://pyaradio.com    
Liberty Group website: https://libertygroupllc.com/   
Attend an event: www.pyaevents.com  

Schedule a complimentary 15-minute consultation: https://calendly.com/libertygroupllc/scheduleacall/  

Is a Roth conversion the right move for you in 2026? Converting money from a traditional IRA or 401(k) to a Roth IRA could help reduce taxes later, but it can also create a larger tax bill today and potentially increase your Medicare premiums.&nbsp;
In this episode of Protect Your Assets, David Hollander explains how Roth conversions work, how much you may want to convert, and why your tax bracket, RMDs, Medicare IRMAA, and timing should all factor into the decision.&nbsp;
You can send your questions to <a href="mailto:questions@pyaradio.com">questions@pyaradio.com</a> for a chance to be answered on air.&nbsp;&nbsp;
Catch up on past episodes: <a href="http://pyaradio.com">http://pyaradio.com</a> &nbsp;&nbsp;&nbsp; Liberty Group website: <a href="https://libertygroupllc.com/">https://libertygroupllc.com/</a> &nbsp;&nbsp; Attend an event: <a href="http://www.pyaevents.com/">www.pyaevents.com</a>&nbsp;&nbsp;
Schedule a complimentary 15-minute consultation: <a href="https://calendly.com/libertygroupllc/scheduleacall/">https://calendly.com/libertygroupllc/scheduleacall/</a>&nbsp;&nbsp;

Roth Conversions in 2026: When Do They Make Sense?

https://api.omny.fm/orgs/a7b0bd27-d748-4fbe-ab3b-a6fa0049bcf6/clips/8a0d8b53-e8ae-4261-8b18-b4d4017523bb/transcript

You could earn the same average return as another investor and still have a very different retirement outcome. Why? The timing of market gains and losses can matter significantly once you start withdrawing from your savings. 

In this episode of Protect Your Assets, David Hollander explains sequence of returns risk and why the first few years of retirement can be so important. He also takes a closer look at the traditional 4% withdrawal rule and discusses what retirees and those nearing retirement should consider when building an income strategy designed for the years ahead. 

You can send your questions to questions@pyaradio.com for a chance to be answered on air.  

Catch up on past episodes: http://pyaradio.com    
Liberty Group website: https://libertygroupllc.com/   
Attend an event: www.pyaevents.com  

Schedule a complimentary 15-minute consultation: https://calendly.com/libertygroupllc/scheduleacall/  

You could earn the same average return as another investor and still have&nbsp;a very different&nbsp;retirement outcome. Why? The timing of market gains and losses can matter significantly once you start withdrawing from your savings.&nbsp;
In this episode of&nbsp;Protect Your Assets, David Hollander explains sequence of returns risk and why the first few years of retirement can be so important. He also takes a closer look at the traditional 4% withdrawal rule and discusses what retirees and those nearing retirement should consider when building an income strategy designed for the years ahead.&nbsp;
You can send your questions to <a href="mailto:questions@pyaradio.com">questions@pyaradio.com</a>&nbsp;for a chance to be answered on air.&nbsp;&nbsp;
Catch up on past episodes:&nbsp;<a href="http://pyaradio.com">http://pyaradio.com</a> &nbsp;&nbsp;&nbsp; Liberty Group website:&nbsp;<a href="https://libertygroupllc.com/">https://libertygroupllc.com/</a> &nbsp;&nbsp; Attend an event:&nbsp;<a href="http://www.pyaevents.com/">www.pyaevents.com</a>&nbsp;&nbsp;
Schedule a complimentary 15-minute consultation:&nbsp;<a href="https://calendly.com/libertygroupllc/scheduleacall/">https://calendly.com/libertygroupllc/scheduleacall/</a>&nbsp;&nbsp;

Sequence of Returns Risk: Could It Derail Your Retirement?

https://api.omny.fm/orgs/a7b0bd27-d748-4fbe-ab3b-a6fa0049bcf6/clips/5312a187-2e2b-4d18-9729-b4c5017709c4/transcript

A strong market can make it easy to assume your retirement plan is on track, but it can also cause your portfolio to drift without you realizing it. In this episode of Protect Your Assets, David Hollander, The Sandman, walks through a mid-year retirement checkup and explains why now may be a good time to take a closer look. 

David covers three areas to review: rebalancing your portfolio, maintaining enough liquidity for retirement expenses and RMDs, and keeping your investment expectations aligned with your personal goals. Tune in to learn what to look for as you head toward the end of the year. 

You can send your questions to questions@pyaradio.com for a chance to be answered on air.  

Catch up on past episodes: http://pyaradio.com    
Liberty Group website: https://libertygroupllc.com/   
Attend an event: www.pyaevents.com  

Schedule a complimentary 15-minute consultation: https://calendly.com/libertygroupllc/scheduleacall/  

A strong market can make it easy to assume your retirement plan is on track, but it can also cause your portfolio to drift without you realizing it. In this episode of&nbsp;Protect Your Assets, David Hollander, The Sandman, walks through a mid-year retirement checkup and explains why now&nbsp;may be a good time&nbsp;to take a closer look.&nbsp;
David covers three areas to review: rebalancing your portfolio, maintaining enough liquidity for retirement expenses and RMDs, and keeping your investment expectations aligned with your personal goals. Tune in to learn what to look for as you head toward the end of the year.&nbsp;
You can send your questions to&nbsp;<a href="mailto:questions@pyaradio.com">questions@pyaradio.com</a>&nbsp;for a chance to be answered on air.&nbsp;&nbsp;
Catch up on past episodes:&nbsp;<a href="http://pyaradio.com">http://pyaradio.com</a> &nbsp;&nbsp;&nbsp; Liberty Group website:&nbsp;<a href="https://libertygroupllc.com/">https://libertygroupllc.com/</a> &nbsp; Attend an event:&nbsp;<a href="http://www.pyaevents.com/">www.pyaevents.com</a>&nbsp;&nbsp;
Schedule a complimentary 15-minute consultation:&nbsp;<a href="https://calendly.com/libertygroupllc/scheduleacall/">https://calendly.com/libertygroupllc/scheduleacall/</a>&nbsp;&nbsp;

Mid-Year Retirement Checkup: Are You Still on Track?

https://api.omny.fm/orgs/a7b0bd27-d748-4fbe-ab3b-a6fa0049bcf6/clips/740a707d-0113-45e7-b7a0-b4bf016450f5/transcript

Is Your Social Security Taxed?

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