Keen On Retirement

Figuring out "the perfect time" to retire is only partially a financial decision. After all, if the second half of your life was just about money, then no one would ever stop working and earning. But when your retirement timeline intersects with major economic uncertainty, it's understandable that the money side of the equation might start to feel a little more important. News headlines blaring words like DOWNTURN, INFLATION, and RECESSION can overwhelm plans you've been making for years, and the goals you've been dreaming about for decades. It's at these uneasy moments that the true value of a comprehensive financial plan shines through. Right now, most folks who are willing to stick with their plan and work closely with a trusted advisor should be able navigate some turbulence and stay on course for a secure retirement.

Folks reach out to Keen Wealth for all sorts of reasons, at all different points in their lives. We talk to young couples just starting out who want to put themselves on a path towards financial security. New retirees want to feel secure about transitioning away from work. Older seniors come to us looking to secure their legacies and make life a little easier for the next generation. And, sometimes, a person realizes they've been receiving bad financial advice, and they're hoping my team can help them clean up the mess. On today's show, we discuss some warning signs that the person managing your money might not be putting your best interests first, as well as how Keen Wealth's comprehensive process can restore your confidence in your financial planning.

For the eighth year in a row, the happiest country in the world is ... Finland! An annual collaboration between Gallup polling, the University of Oxford, and the United Nations, the 2025 World Happiness Report asked respondents from more than 130 countries to rate their lives on a scale from zero (the worst) to 10 (the best). Researchers also factored in questions about kindness and generosity, as well as how people perceive the benevolence of their neighbors. Not only did Finland claim the top spot, but fellow Nordic countries Denmark, Iceland, Sweden, and the Netherlands rounded out the top five. And the United States? We actually dropped from 23 last year down to 24, due in part to younger people feeling more pessimistic about the future. So, where would you rate yourself on that scale? Is there anything we can do to experience more happiness in our lives? And how does money fit into this equation? Let's look at the three main conclusions that the WHR drew from its data and think about how we can apply those lessons to comprehensive financial planning.

"Jim" (66) and "Karen" (64) both retired in the last six months. Jim has an IRA with $900,000, and Karen has a Roth IRA with $300,000. They inherited a brokerage account with $600,000 and a cost basis of $500,000. They have $100,000 in an emergency cash fund. Jim is receiving his Social Security benefits of $2,600 per month. He also has a pension of $1,800 per month. Karen is planning to start receiving her Social Security benefits at 67, for $1,900 per month. Their total net worth is $2.7 million. And now, just months into their retirement, Jim and Karen are wondering if they retired too soon. Do they need to jump back into the workforce to protect their financial plan against current market volatility? On today's show, we analyze "Jim and Karen's" situation in the context of our broader economic moment and comprehensive planning principles. I hope this case study will help anyone who's close to retirement gain some perspective about whether market movements should affect your short-term or long-term financial goals.

At the 2025 Barron’s Advisor Independent Summit last month, my Keen on Retirement cohosts and I attended an inspiring keynote address from Chip Conley, author and former Head of Global Hospitality for Airbnb. Chip's talk was called "Why Your Best Years Are Ahead of You," a topic that certainly aligns with how Keen Wealth approaches its financial planning mission, especially as folks prepare for retirement. Today I want to share eight specific aspects of healthy aging Chip discussed that are also important parts of Keen Wealth’s comprehensive financial planning process.

Tariffs are nothing new. They've been implemented at several points in U.S. history, including as recently as 2018. But there are a confluence of factors surrounding President Trump's current round of tariffs that make it worth discussing. On today's show, we round up questions we've been receiving at Keen Wealth about tariffs to provide a comprehensive rundown of why Wall Street is interested and what you should discuss with your financial advisor.