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Retirement Roundtable - Podcast

Retirement Roundtable

At Cypress Financial Group, we are committed to helping you pursue your long-term financial goals. As specialists in retirement planning and estate conservation, our podcast helps address the concerns you may have about your financial future, such as
Will I be able to retire early?
How much money will I need to retire?
How can I get the most out of my 401(k)?
Should I have a traditional IRA or a Roth IRA?
How can I best position my investments?
What kind of insurance might I need?
How can my children get the most out of my estate?
What do I need to know about wills, trusts, and probate?

Learn more about our practice: https://cypressfinancial.net/about/

How To Investing Education Business
Update frequency
every 7 days
Average duration
19 minutes
Episodes
44
Years Active
2024 - 2025
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Roth Conversions, Social Security & Second Opinions: What You Need to Know Now

Roth Conversions, Social Security & Second Opinions: What You Need to Know Now

What’s more uncomfortable—talking about family finances or losing half your inheritance to taxes? In this episode, John Scallan tackles the largest wealth transfer in U.S. history, the truth about So…

00:18:51  |   Tue 09 Sep 2025
Vacation vs. Retirement: Are You Planning Backwards?

Vacation vs. Retirement: Are You Planning Backwards?

What if your retirement plan got less attention than your vacation itinerary? In this episode, John Scallan challenges listeners to rethink their financial priorities, offering insights on bond risks…

00:15:57  |   Tue 09 Sep 2025
The 3 Retirement Income Tools You Need to Know

The 3 Retirement Income Tools You Need to Know

What if living too long became your biggest financial fear? In this episode of the Retirement Roundtable, John Scallan breaks down three powerful tools to turn your savings into lifetime income—no ma…

00:10:42  |   Wed 27 Aug 2025
Retirement Planning: Why Five Years Out Matters Most

Retirement Planning: Why Five Years Out Matters Most

What if one dollar could cost you thousands in retirement? In this episode of Retirement Roundtable, John Scallan tackles the emotional side of financial planning and the real risks retirees face—fro…

00:20:37  |   Tue 26 Aug 2025
Time Optimists Beware: Why Retirement Planning Starts Today

Time Optimists Beware: Why Retirement Planning Starts Today

Think you’ve got time to plan for retirement? Think again. In this episode, John Scallan breaks down how procrastination, hidden 401(k) fees, and misunderstood annuities can quietly sabotage your fin…

00:21:59  |   Tue 19 Aug 2025
The Golden Age of Annuities: Are You Missing Out?

The Golden Age of Annuities: Are You Missing Out?

What if outdated fears are keeping you from the best retirement tools available today? In this episode, John Scallan breaks down the evolution of annuities, the role of index funds, and why guarantee…

00:18:04  |   Tue 12 Aug 2025
Why Market Timing Might Be Hurting Your Retirement

Why Market Timing Might Be Hurting Your Retirement

Can timing the market really beat a smart plan? In this episode, John Scallan breaks down why chasing perfect moments can cost you—and how strategic models can protect your retirement. From Roth conv…

00:16:22  |   Tue 05 Aug 2025
Timing the Market? Why That Could Cost You More Than You Think

Timing the Market? Why That Could Cost You More Than You Think

What if your biggest retirement mistake was trying to time the market? In this episode, John Scallan of Cypress Financial breaks down why emotional investing can cost you—and how strategic planning c…

00:19:07  |   Tue 29 Jul 2025
Bucket Lists, Bonds, and the Cost of Regret

Bucket Lists, Bonds, and the Cost of Regret

What’s worse than running out of money in retirement? Regretting the life you didn’t live. In this episode, John Scallan explores how to balance smart saving with guilt-free spending—so you don’t end…

00:18:41  |   Tue 22 Jul 2025
The Risks of Ignoring Retirement Planning

The Risks of Ignoring Retirement Planning

This week on The Retirement Roundtable, John Scallan discusses the critical importance of planning for retirement, emphasizing that many people spend more time planning vacations than their financial…

00:23:45  |   Tue 15 Jul 2025
Decoding Financial Advisors: Who Do You Need?

Decoding Financial Advisors: Who Do You Need?

This week on The Retirement Roundtable, John Scallan discusses the various roles of financial advisors, including wealth managers and income planners, and emphasizes the importance of income in retir…

00:18:10  |   Tue 08 Jul 2025
The Importance of Stress Testing Financial Portfolios

The Importance of Stress Testing Financial Portfolios

In this episode of The Retirement Round Table, John Scallan discusses various aspects of retirement planning, including the importance of stress testing financial portfolios, navigating market volati…

00:18:46  |   Tue 01 Jul 2025
Facing Retirement Fears: A Comprehensive Guide

Facing Retirement Fears: A Comprehensive Guide

In this episode of The Retirement Roundtable, John Scallan discusses the various fears that individuals face as they approach and navigate retirement. The conversation covers the fear of running out …

00:23:53  |   Tue 24 Jun 2025
Navigating Roth Conversions and Tax Strategies

Navigating Roth Conversions and Tax Strategies

This week, John Scallan discusses critical aspects of retirement planning, including the implications of Roth conversions, the importance of understanding Social Security benefits, and the necessity …

00:18:18  |   Tue 17 Jun 2025
Navigating the World of Financial Advisors

Navigating the World of Financial Advisors

In this episode of The Retirement Roundtable, John Scallan discusses the various roles of financial advisors, the importance of income in retirement, and the misconceptions surrounding annuities. He …

00:23:23  |   Tue 10 Jun 2025
Navigating Market Volatility in Retirement

Navigating Market Volatility in Retirement

This week, John Scallan discusses the current market volatility and its implications for retirement planning. He emphasizes the importance of having a robust retirement plan that can withstand econom…

00:19:21  |   Tue 03 Jun 2025
Rich vs. Wealthy: What’s the Difference?

Rich vs. Wealthy: What’s the Difference?

In this episode of The Retirement Round Table, John Scallan discusses the nuanced differences between being rich and being wealthy, emphasizing the emotional aspects of financial well-being. He explo…

00:20:00  |   Tue 27 May 2025
Unlocking Retirement Income: The Power of Annuities

Unlocking Retirement Income: The Power of Annuities

In this episode of The Retirement Round Table, John Scallan discusses the critical role of income in retirement, particularly through annuities. He addresses common misconceptions about annuities, em…

00:11:25  |   Tue 20 May 2025
Navigating Market Volatility in Retirement Planning

Navigating Market Volatility in Retirement Planning

This week, John Scallan discusses the current state of the economy, market volatility, and its implications for retirement planning. He emphasizes the importance of having a solid retirement plan tha…

00:19:24  |   Tue 13 May 2025
The Risks Associated with Bonds

The Risks Associated with Bonds

This week, John Scallan discusses the current state of the bond market and its implications for retirement savers. He emphasizes the importance of understanding the risks associated with bonds, espec…

00:22:04  |   Tue 06 May 2025
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