The Long View

Dan Haylett, a financial planner and author, dives into the unspoken emotional aspects of retirement in his insightful discussion. He reveals how many retirees face identity crises and feelings of emptiness after ceasing work. Haylett emphasizes the importance of designing an engaging retirement, advising against solely leisure-based lifestyles. He advocates for gradual transitions into retirement, cross-generational mentorship, and the need for couples to communicate openly about their plans. With humor and perspective, he encourages living fully in the present, rather than waiting for retirement to enjoy life.

Callie Cox, Chief Market Strategist at Ritholtz Wealth Management, combines her journalism roots with market savvy to guide investors. She discusses her journey into finance, transforming complex market data into relatable insights. Callie shares a practical framework for analyzing market signals and addresses trends in AI and its effects on employment. She emphasizes the importance of educating clients about investing and navigating the noise of social media, all while advocating for gradual profit-taking in tech. Her career wisdom encourages new investors to get started.

Beth Pinsker, a certified financial planner and author of My Mother's Money, delves into the complexities of financial caregiving. She shares personal lessons learned while managing her mother's finances, the importance of preparing a financial roadmap before crises, and how to identify warning signs of scams against the elderly. Beth discusses the challenges of using power of attorney and the need for transparent record-keeping. She also emphasizes balancing independence and protection for vulnerable family members while offering practical strategies for those facing similar caregiving responsibilities.

Heather Boneparth, a former corporate lawyer and co-author of "Money Together," and Doug Boneparth, a certified financial planner, delve into navigating finances in relationships. They share compelling personal stories and explore how upbringing influences couples' money conflicts. The duo discusses strategies for uncovering each other's money histories, defining common goals, and fostering transparency. They also tackle modern challenges like social media's impact on financial perceptions and the importance of addressing student loan debt together, making financial harmony achievable.

Carl Richards, a certified financial planner and author known for his engaging sketches on personal finance, joins the conversation. He shares a humorous story about how a job ad mishap led him to finance. Carl emphasizes the importance of human connection in financial advice, advocating for conversations around values and what 'enough' truly means. He explores how nature and pausing can enhance decision-making, and discusses managing social media's impact on comparisons. Throughout, he champions small experiments to discover personal financial preferences.

Mike Pyle, Managing Director at BlackRock, discusses the intricate dance between policy and economic realities. He delves into how rising tariffs shape growth and inflation while highlighting underestimated U.S. resilience. Pyle explores AI's transformative impact on productivity and the emerging opportunities in widened return dispersion for investors. He argues for the value of hedge funds in navigating macro uncertainty and suggests a careful approach to traditional bond investments, emphasizing the need for diversification in portfolio construction.

Barry Ritholtz, co-founder and CIO of Ritholtz Wealth Management, dives into fascinating concepts around investing. He shares his shift from trading to long-term thinking, emphasizing behavioral economics. Ritholtz discusses the power of admitting uncertainty and challenges the allure of forecasts, pointing out their unreliability. He critiques the latte-factor mentality and advocates for using money to buy experiences instead. With insights on avoiding investment blunders and understanding market cycles, he offers innovative ways to rethink wealth management.

Kerry Hannon, a senior columnist for Yahoo Finance and author of "Retirement Bites: A Gen X Guide to Securing Your Financial Future," shares insights tailored for Gen Xers navigating retirement. She highlights why retirement planning is particularly tough for this generation due to late savings and caregiving duties. Kerry discusses the benefits of target-date funds and cautions against adding complex assets like crypto to 401(k)s. She emphasizes the importance of skills and flexibility in the workforce while also addressing the emotional side of retirement.

In this engaging discussion, Dana Anspach, founder of Sensible Money, and Fritz Gilbert, creator of The Retirement Manifesto, share insights on joyful retirement. They explore the concept of phased retirement, with Dana revealing how a long nature trip transformed her outlook. Fritz dives into his pre-retirement preparations, emphasizing the importance of mini-retirements. They also discuss tactical financial strategies, including how to encourage meaningful spending and the role of annuities in retirement income.

Larry Jacobson, an author and retirement coach, specializes in helping individuals find purpose in their post-work lives. He shares insights from his own journey sailing around the world, emphasizing that true happiness in retirement stems from experiences rather than wealth. Jacobson discusses the importance of planning for fulfillment, encourages stepping out of comfort zones, and reframes retirement as an opportunity for renewal. He also explores how meaningful pursuits can be more gratifying than leisure, inspiring listeners to redefine their retirement goals.