The Retirement Spending Habits Worth Rethinking

Are you spending money on the things that matter most in retirement? Matt Deaton and Damon Roberts discuss intentional spending, travel costs, retirement budgeting, and how aligning spending with personal priorities can help create meaningful experiences. The episode also explores building flexibil…

Are College Costs Putting Your Retirement at Risk?

Could helping your family pay for college quietly put your own retirement at risk? Damon Roberts and Matt Deaton explore how retirees can balance education expenses, family generosity, and the income needed to maintain independence. They also discuss retirement workshops, building a reliable payche…

Is Market Confidence Hiding a Retirement Risk?

Has a strong market left your retirement portfolio more exposed than you realize? Damon Roberts and Matt Deaton examine investor complacency, the risks of buying every dip, and why an allocation that once fit your life may no longer match your retirement timeline. They also discuss preparing for un…

Why Your Retirement Income Needs More Than a Formula

Could one-size-fits-all retirement formulas leave your income plan coming up short? Matt Deaton examines the 4% rule, longer life expectancies, and the challenge of turning savings into consistent retirement income. He also explores the “rule of thirds,” including guaranteed income, fixed-income in…

Buying the Dip or Catching a Falling Market?

Buying the dip can look smart until the market keeps falling. Matt Deaton discusses emotional investing, market trends, inflation, interest rates, and the uncertainty surrounding midterm election cycles. He explains why disciplined portfolio management involves more than chasing headlines or popula…

The Retirement Mistake That Keeps People Up at Night

Could you already be ready to retire and not know it? Damon Roberts and Matt Deaton explain why a financial plan can reduce uncertainty and help people understand where they truly stand. They discuss income planning, Social Security, pensions, retirement timing, and creating a paycheck-like income …

DIY Retirement? Don’t Miss the Hidden Gaps

What happens when DIY retirement planning misses the details that matter most? Damon Roberts & Matt Deaton discuss when self-directed investors may still need help with income planning, tax strategy, Roth conversions, and building a retirement plan around real lifestyle needs instead of a one-size-…

Market Highs, Retirement Risk, and the Plan You Need

A strong market can make retirement feel easier—until the next downturn tests the plan. Damon Roberts & Matt Deaton talk through buying the dip, rebalancing risk, and why retirees may need a strategy built for their stage of life rather than market headlines. They also discuss the stress of not hav…

The Tax Strategy Retirees Often Miss

Retirement may be the first time you can truly control your tax bill. Damon Roberts & Matt Deaton explain how tax diversification, Roth accounts, retirement income planning, and annuity strategies can help create more flexibility in retirement. The conversation focuses on keeping more of your money…

The Risk Behind Chasing Big Retirement Returns

Can an 8% withdrawal rate really last through retirement? Damon Roberts & Matt Deaton examine Dave Ramsey’s views on retirement withdrawals, market volatility, IPO investing, SpaceX, FOMO, and retirement income planning. The discussion highlights the importance of balancing growth, risk, and retire…