


Retirement Roundtable
Playlist by 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…Follow the podcast:
101 clip(s) in playlist

What Could a Second Opinion Reveal About Your Plan?
Your retirement balance is not automatically a retirement paycheck. John Scallan explains how year-end contribution opportunities, proactive tax planning, Social Security timing, withdrawal order, and market risk can affect monthly retirement income. Drawing on lessons about discipline and coaching…
22:00Clean
Has Your Retirement Strategy Gone Out of Date?
Some retirement strategies can age faster than we realize. John Scallan examines whether downsizing is really a real estate decision or a broader retirement decision, why target-date funds may not reflect an individual retiree’s circumstances, and what higher interest rates could mean for bonds, CD…
23:28Clean
Can You Really Afford to Retire Early?
Ready to retire early after one bad week at work? Run the numbers first. John Scallan examines the financial tradeoffs of leaving work before Medicare eligibility, including healthcare costs, earlier portfolio withdrawals, and Social Security decisions. He also explains why required minimum distrib…
24:41Clean
Are You Missing the Picture in Your Retirement Plan?
Retirement can feel like a puzzle with pieces that don’t always fit together. John Scallan explains how Social Security timing, retirement income, taxes, and savings strategies work together to create a complete financial picture. He also discusses the concept of “dead money” and why every dollar i…
23:57Clean
Can Your Retirement Plan Survive a Market Correction?
What if the market's next move isn't up? John Scallan discusses building a retirement plan that can weather uncertainty through diversification, liquidity, active management, and ongoing planning. The conversation explores market corrections, artificial intelligence, and how strong advisor relation…
20:57Clean
Why Family Conversations Matter More Than the Will
Could living exactly the same after retirement become a costly mistake? John Scallan explores the lessons behind Ryan Leaf’s financial story, why retirees need to know their spending number, and how a retirement plan helps prepare for market volatility. He also dives into legacy planning challenges…
23:15Clean
What Are the Grab Bars in Your Retirement Plan?
The least exciting parts of retirement planning may be the ones that keep everything standing. John Scallan uses bathroom grab bars as a metaphor for overlooked financial safeguards, including account consolidation, Roth conversions, long-term care preparation, and detailed health-care budgeting. H…
23:55Clean
Crypto, Fear, and the Cost of Bad Timing
Could emotions be the biggest risk to your retirement strategy? John Scallan explores how speculative investments, market uncertainty, and behavioral habits can influence financial decisions. From crypto investing to retirement readiness, the conversation highlights the importance of planning, pers…
23:47Clean
Did You Really Wait Too Long to Retire?
Think you started retirement planning too late? The remaining opportunities may matter more than the years already gone. John Scallan explains how adults nearing retirement can assess savings capacity, Social Security timing, home equity, debt, and their actual income needs without relying on a gen…
22:00Clean
When Your Business Is Your Retirement Plan
What happens when your retirement plan depends on one asset? John Scallan discusses retirement risks for small business owners, diversification strategies, 401(k) planning, long-term care concerns, and Medicaid realities that many families overlook. He explores how proactive planning may help creat…
22:08Clean