Ask Good Questions

GLP-1 drugs have gone from a diabetes treatment to a cultural phenomenon — & with that fame comes a flood of myths, scare stories, & sales pitches. Dr. William Summers brings four decades of medical experience & a clinic owner's front-row view to a candid discussion about weight loss as a medical issue, not a matter of willpower. Bonita and Dr. Summers tackle the muscle-loss debate, th...

Ty Gipson has faced challenges most people can barely imagine—Type 1 diabetes, three organ transplants, and the pressure of building a life and business through adversity. In this episode, he unpacks the mindset that helped him endure, adapt, and keep leading with purpose. You’ll hear practical lessons on perseverance, wellness, and finding strength when it feels like there are no easy answers. As...

Lisa Sakai believes you shouldn't wait to live your dreams — & she has the framework to prove it. In this episode she & Bonita dig into bucket list planning, the power of a clear "why," & whether your 401(k) alone can carry you to the future you want. Listeners will walk away with practical, logical next steps — including Lisa's free "Baby Step Your Way to Financial Independence" downl...

Thinking about adding real estate to your retirement strategy? Before you do anything, listen to this first. Guest Hadley Nightingale reveals the hidden mistakes that cost investors thousands — and the simple steps that protect your money and your peace of mind. Avoid the traps that derail retirement wealth because this conversation will change how you think about real estate as an investment. Ask...

In Part I, we unpacked the tax traps & hidden financial surprises that catch retirees off guard when life crosses borders. In Part II, fiduciary advisor & lifelong traveler Jimmy Miller goes deeper into the real-world decisions that shape a successful global retirement—from residency & visa choices to healthcare access, couple dynamics, &the planning steps that protect flexibility....

Michael Dorfman is well past 80 years old and living proof that the later chapters of life can still be full of growth, vitality, and purpose. In this episode, we explore how food, mindset, breathwork, intermittent fasting, stress management, and the lessons of the Blue Zones can help us rethink what healthy aging really looks like. Whether you’re approaching retirement or already in it, this conv...

Chronic stress doesn’t just affect your mood—it can quietly mess w/ your long-term health thru inflammation, hormonal disruption, & metabolic slowdown that makes things like weight loss feel impossible. Neuro-nutrition specialist Jana Jamail explains the gut–brain connection, why nervous system regulation matters, & the early warning signs your body is running on empty. You’ll walk away wi...

A global retirement can be incredible—until an unexpected tax bill, account restriction, or reporting rule shows up. In this episode, fiduciary advisor and lifelong traveler Jimmy Miller shares how internationally mobile retirees can spot risks early and make smart planning moves that preserve flexibility and income. If your life spans multiple countries, this is your playbook for fewer surprises...

What happens when a successful professional realizes that money means very little without the health to enjoy life? In this episode, Stanley Bronstein shares the wake-up call that led him to lose more than 220 pounds naturally—and keep it off for nearly 17 years. We also explore how his philosophy of personal excellence can help anyone build better habits, stronger discipline, and a life that work...

Too many people assume homeownership is out of reach, so they keep paying rent month after month while someone else builds equity. Homebuyer educator John Collins pulls back the curtain on little-known programs, grant-stacking strategies, and practical steps that can help renters buy a home with far less cash than they expect. If you’ve ever thought, “Maybe someday,” this conversation might show y...

Cecil Williams came to the U.S. with nothing and began building his financial life one small move at a time—starting with just $20 a month and a commitment to consistency. In this episode, he breaks down why structure matters more than income, and how simple systems for cash flow, investing, and decision-making can replace stress with clarity. You’ll leave with a few “start today” steps—and a free...

If you’ve ever felt stuck between knowing what to do and actually doing it, this conversation is for you. Agi Keramidas joins us to unpack the major themes of Personal Development Mastery, with practical wisdom on purpose, emotional mastery, gratitude, mindset, and living well. At the heart of the episode is a deeper discussion of chapter 8, where we explore how sustained self-awareness and intent...

If taxes make you tense, it’s usually not the math—it’s the mess. Linda Grizely (personal finance educator and creator of the MeMoney™ Method) breaks down exactly what to collect, how to sort it, and how to stop second-guessing what “might matter” before you file your 2025 return. Expect practical steps, a sanity-saving document checklist, and a mindset reset that makes tax season feel manageable....

The most expensive mistake in long-term care planning is waiting until you need care to talk about it. Drawing on their own caregiving experience, Bonita & Raymond Lavine break down the choices families actually face—home care, assisted living, or nursing care—and the strategies that help you keep dignity and control. This episode will help you replace uncertainty with a practical plan that sa...

The future of financial advice is shaped by a rising cohort of women advisors who blend technical skill with coaching, clarity, & accountability. In this conversation, Claudia Glover, CFP, breaks down how planning is evolving, why trust & communication matter as much as returns, & what today’s clients should demand from a fiduciary relationship. If you’re nearing retirement (or helping...

Getting downsized late in your career can rattle your identity, your confidence, and your plan—David Nassief lived it. He shares how he stripped away the jargon, changed his behavior, and used a one-page direction map to build a seven-figure portfolio without high-risk gambles. You’ll walk away with a calmer mindset, clearer next steps, and proof it’s not too late to rewrite your money story. Ask...

What if your next trip could sharpen your money habits and clarify what matters most? Morocco travel expert Azdean Elmoustaquim of Destinations Morocco shares how intentional travel cuts planning stress and increases the real “return” on your experience. We’ll cover scam-smart medina navigation, avoiding cookie-cutter tours, and building a custom itinerary that fits your pace, your family, and you...

What if the real reason you overspend, avoid your bank account, or stay stuck isn’t about discipline—but about old wounds? Doug Lynam (Marine → Benedictine monk → money manager) unpacks how “Sacred Wounds” quietly drive our money choices and why willpower-based budgeting so often fails. You’ll learn how the Enneagram reveals your predictable financial blind spots—and what to do instead. Expect pra...

What if your greatest financial legacy is the wisdom you share? Young financial planner & podcast host Skyler Fleming joins Bonita to help grandparents & parents teach the next generation how to thrive with money. Using simple object lessons, see what it means to pay yourself first, turn a 401(k) match into “free money,” & why you put the “big rocks” in your life first. You’ll walk awa...

Scammers are getting smarter! Robert Siciliano, CEO of Protect Now & a go-to experts on cybercrime & identity theft, breaks down how criminals actually operate & what you can do to shut them down. You’ll learn to recognize red flags in emails, texts, & phone calls, build safer passwords, & avoid social media traps. Whether you’re retired, or helping parents navigate the digital...

When a marriage ends—through divorce or death—you are suddenly forced to make financial decisions you never expected. In this episode, our financial advisors walk through the core money principles that help widows & divorcees rebuild with confidence: paying yourself first, spending within your means, limiting debt, & wills & estates. You’ll learn what to prioritize in the first year, h...

If you’ve wondered whether you should claim early “just in case,” or you’ve felt overwhelmed by shifting taxes, rules and headlines, you’re not alone. Bonita & guest Marcia Mantell—known for turning technical retirement concepts into tangible guidance—break down how recent Social Security changes can impact YOU. This conversation will help you ask better questions, verify your assumptions, and...

What do you do when you’ve tried everything, your body is failing, and you’re preparing to say goodbye? Antoinette Lee shares how she rebuilt her health and identity through natural medicine, outdoor recreation, and the decision to create a “new normal” rather than accept defeat. If you’re navigating chronic symptoms, burnout, or discouragement, this conversation will help you identify your next b...

Scams, hacks, & identity theft hit seniors harder than ever—but you are not powerless. In this episode, break down common tactics targeting older adults & translate “tech talk” into simple language. Go through a Senior Cyber Safety Checklist designed specifically for retirees, widows, & those who didn’t grow up online. From phone & email red flags to safer banking habits & a “d...

When people talk about purpose-driven travel, few realize Christopher Hill helped pioneer the concept twenty years ago. From his early experiences in South Africa to founding Hands Up Holidays & later Impact Destinations, he’s reimagined luxury & social impact. His approach—combining breathtaking destinations with meaningful service—has transformed how families and travelers connect with t...