Catching Up To FI

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A mindset, money, and life podcast for late starters catching up to Financial Independence.

Bill Yount & Becky Heptig


    • May 25, 2025 LATEST EPISODE
    • weekdays NEW EPISODES
    • 1h 2m AVG DURATION
    • 145 EPISODES
    • 1 SEASONS

    Ivy Insights

    The Catching Up To FI podcast is a valuable resource for anyone interested in personal finance, whether they're new to the topic or already well-versed in it. The hosts and guests provide a wealth of helpful information, making each episode enjoyable and educational. It's particularly beneficial for those who have discovered the idea of financial independence later in life, as it offers unique insights that can't be found elsewhere in the FI movement. The podcast is equal parts education, hope, and storytelling, catering to an underserved portion of the FI crowd.

    One of the best aspects of this podcast is its focus on late starters in their journey towards financial independence. The hosts, Bill and Becky, themselves late starters, provide invaluable perspectives and experiences that resonate with listeners who may be closer to traditional retirement age. By hearing conversations through the lens of late starters, listeners gain insights that aren't commonly found in other FI podcasts. The show offers encouragement, practical tips, and real-life stories from people who are also trying to catch up to FI. Additionally, the sense of community cultivated by Bill and Becky is nurturing and non-judgmental.

    While there are plenty of positive aspects to The Catching Up To FI podcast, some listeners may find that it lacks depth or advanced strategies for those who are more experienced in personal finance or further along in their careers. The focus on late starters means that some topics may not be covered as extensively as desired by more seasoned individuals seeking advanced financial advice.

    In conclusion, The Catching Up To FI podcast is a fantastic resource for people who have discovered financial independence later in life or are simply looking for relatable stories and practical tips on their journey towards retirement. It offers unique insights into late starters' experiences within the FI movement while providing a sense of community and encouragement. Although it may not offer as much depth for experienced individuals seeking more advanced strategies, it remains an enjoyable and informative resource for all listeners looking to improve their personal finance knowledge.



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    Latest episodes from Catching Up To FI

    Once Upon a FI | Paul & Amanda Mollenkopf | 144

    Play Episode Listen Later May 25, 2025 59:30 Transcription Available


    Childhood crushes can bloom into full-blown FI fairy tales, and Paul and Amanda Mollenkopf are living proof. They join us to tell their story and showcase the world premiere of Paul's first book, ‘Once Upon a FI.' What started out as letters to his daughter grew into a delightful collection of short stories inspired by timeless classics and fables. The book is a refreshing approach to spreading the message of financial independence to even the youngest readers. The clever analogies using classic tales inspire valuable generational conversations around money and include: The Tortoise and the Hare: A Race to Financial Independence The Odd Duckling: Finding the Like-Minded Jack and the Beanstalk: Magic Cards that Sprout Growing Debt The Boy Who Cried Wealth: A Lesson in Stealth Wealth The Three Little Pigs: Getting a Straw, Sticks or Bricks Mortgage Chicken Little: The Market is Falling A Spending Carol: The Spirits of Spending Past, Present and Future Oh, The Places You'll Go: The Things that You'll Do, with FI Community standing by You  

    Borderless FI: Australian Paramedic Healing Her Own Trauma | Tasch Rogers | 143

    Play Episode Listen Later May 18, 2025 58:35 Transcription Available


    Aussie paramedic-turned-life-coach Tasch Rogers joins us to unpack the head-on crash that shattered her body, her finances—and ultimately her limiting beliefs. After a 30-year career as a first responder, she had to leave it all behind and start over. She became intimately familiar with the effects of trauma and PTSD, having personally navigated through her own healing journey. Now as a life coach with expertise in holistic modalities and various other disciplines, she helps others using a warm, compassionate, and non-judgmental approach.  ***Trigger Warning: This episode includes discussions of mental health issues such as PTSD and suicide. These topics may be difficult for some listeners. If you need support, please consider reaching out to a trusted friend, professional, or crisis resource. Take care of yourself and listen at your own pace.  

    Smart Money Moves After 50 | Bill Yount | 142

    Play Episode Listen Later May 14, 2025 61:47 Transcription Available


    Bill hops onto Jesse Cramer's 'Personal Finance for Long-Term Investors' (formally The Best Interest) podcast to spread the message that it's never too late to start. In this episode he shares: The messy, shame-to-FI journey that inspired Catching Up to FI His three-step "Pause-Plan-Pivot" playbook His trademark mix of candor, nerdy humor, and high-five optimism  

    The Three Kinder Questions (Part 2) | George Kinder | 141

    Play Episode Listen Later May 11, 2025 53:41 Transcription Available


    George Kinder is the pioneering mind behind Life Planning and founder of the Kinder Institute. He joins us for the second half of our enlightening conversation about the essence of financial freedom from last week. George is best known as the Father of Life Planning and creator of The Three Kinder Questions that probe deeper into our hopes, dreams, and fears. This episode brings you: The real meaning behind the Kinder Questions A little live therapy session with Bill & Jackie as they share thier answers to the Kinder Questions The EVOKE life‑planning process (Exploration – Vision – Obstacles – Knowledge – Execution) The Three Domains of Freedom: the freedom of each moment, the freedom to live one's life purpose, and the freedom of civilization 'The Freedom Song' — written and performed by George Kinder & his daughter London Kinder  Be sure to go back and listen to last week's episode 140 to catch the first part of our conversation with George Kinder.  

    The Father of Financial Life Planning- Part 1 | George Kinder | 140

    Play Episode Listen Later May 4, 2025 63:44 Transcription Available


    In part one of this enlightening two-part series, we are joined by George Kinder, founder of the Kinder Institute. He's best known as the Father of Life Planning and creator of The Three Kinder Questions that probe deeper into our hopes, dreams, and fears. In this episode we discuss: ✅ The essence of financial maturity ✅ The profound practice of living in the present moment to achieve true freedom ✅ The power of envisioning meaningful goals and the practical steps to integrate them into your financial planning ✅ Tips to embark on your own hero's journey towards financial and personal fulfillment  

    Vote Your Money: Values Aligned Investing | Janine Firpo | 139

    Play Episode Listen Later Apr 27, 2025 73:42 Transcription Available


    Today on the show we welcome Janine Firpo, an accomplished speaker, author, and social entrepreneur, dedicated to empowering women through values-aligned investing. She has a relentless drive to make a difference and poured it all into her book, 'Activate Your Money: Invest to Grow Your Wealth and Build a Better World'. In this episode, you will learn: How Janine transitioned from a lucrative career in big tech to impact investing The importance of aligning financial goals with social values How to integrate ethical considerations into your investment portfolio Practical steps you can take to manage your finances ethically and effectively  

    Catching Up to FI in Uncertain Times | Bill & Jackie | 138

    Play Episode Listen Later Apr 23, 2025 58:06 Transcription Available


    In this episode, Bill & Jackie joined Doc G (Jordan Grumet) on the 'Earn & Invest Podcast' to talk about what it feels like to be a late starter in these uncertain times. Questions about a recession are looming and it's scary, especially for those just waking up and trying to catch up. They discuss the ups and downs and how late starters can still stay on track.  

    International Educator, Bali FIRE | Amy Minkley | 137

    Play Episode Listen Later Apr 20, 2025 54:41 Transcription Available


    Amy Minkley is the founder of FI Freedom Retreats, a passion project that was born out of her love and gratitude for the F.I.R.E. (Financial Independence, Retire Early) movement and community. In this episode, she shares her journey to achieving financial independence (FI) while living in Bali, Indonesia. Amy gives us a glimpse into her lavish yet affordable lifestyle, spending only $30k a year. She details her frugal upbringing, early teaching career in Japan, and subsequent well-paid international teaching positions that allowed her to save aggressively. The episode also highlights Amy's contributions to the local Balinese community through the FI Freedom Retreats, aimed at educating and bringing together the FI community in Asia.  

    Our Team is Growing: Welcome Patrick! | Patrick McDonnal | 136

    Play Episode Listen Later Apr 16, 2025 42:50 Transcription Available


    We're excited to introduce you to our newest 'Catching Up to FI' team member, Patrick McDonnal. In this episode, you'll get to hear some of his money story and how he'll be helping with the show. Patrick discusses his career transition from engineering to financial planning and openly shares how the early financial education he got from his grandfather helped shape his journey. We're also celebrating with Patrick because he just sat for the very challenging, CFP Exam in March and got a preliminary 'Pass'. He is now well on his way to earning his Certified Financial Planner credential.  

    How to Bake a Cake: An Asset Allocation Mashup | Rick Ferri & Paul Merriman | 134

    Play Episode Listen Later Apr 13, 2025 89:47 Transcription Available


    Joining us on this episode is not just one, but TWO titans in the investing and financial literacy space, Rick Ferri and Paul Merriman. These two great minds go head-to-head on topics like asset allocation, and the risks/rewards of small cap value funds vs. total stock market funds. Through this high energy debate, they also provide expert insights into the various stages of your investing journey. Rick and Paul both share how they empower investors through their platforms and continue their relentless mission of spreading financial education.  

    Cashing in on 72(t): The Goldmine of Early Retirement Rules (Part2) | Bill Stecker | 133

    Play Episode Listen Later Apr 6, 2025 61:52 Transcription Available


    One of the most frequent questions we get about retiring early is: 'How do I get money out of my retirement accounts before age 59.5, without paying the 10% penalty'? This episode answers that question and more with CPA and 72(t) expert, Bill Stecker. Bill is the founder of The Marble Group which specializes in federal income taxes and early retirement distributions. He's also the brilliant mind behind the website '72tcalc', hands down the most comprehensive resource we've found specifically focusing on 72(t)s. Cohost Jackie knows because she set up her own substantially equal periodic payments (SEPP) using IRS rule 72(t) in 2024 and will share some details of her first-hand experience. If you've been fearful and confused about how 72(t)s work, fear no more! In this episode, we thoroughly break down everything you need to know in a way you've never heard before. We also discuss more than a dozen other ways the IRS allows you to legally avoid federal tax penalties for early withdrawals from your retirement accounts. To make sure we did this topic justice, we turned it into a 2-part series. This is part 2, so make sure you go back and listen to part 1 which was released on March 30th. Both episodes are packed with valuable insights and practical tips for anyone considering early retirement.  

    Financial Literacy and Mastering the Million Dollar Decisions | Paul Merriman | 132

    Play Episode Listen Later Apr 2, 2025 33:44 Transcription Available


    April is Financial Literacy Month, and to help us celebrate we brought in a returning guest, Paul Merriman. Paul has been on the show before to discuss investment portfolios, but today he talks with us about some extraordinary strides he's making as a financial literacy advocate through his nonprofit, The Merriman Financial Education Foundation. We also share some of our favorite financial literacy resources.  

    72(t) Expert Tells All: No More Secrets About Early Withdrawals (Part 1) | Bill Stecker | 131

    Play Episode Listen Later Mar 30, 2025 59:59 Transcription Available


    One of the most frequent questions we get about retiring early is: 'How do I get money out of my retirement accounts before age 59.5, without paying the 10% penalty'? This episode answers that question and more with CPA and 72(t) expert, Bill Stecker. Bill is the founder of The Marble Group which specializes in federal income taxes and early retirement distributions. He's also the brilliant mind behind the website '72tcalc', hands down the most comprehensive resource we've found specifically focusing on 72(t)s. Cohost Jackie knows because she set up her own substantially equal periodic payments (SEPP) using IRS rule 72(t) in 2024 and will share some details of her first-hand experience. If you've been fearful and confused about how 72(t)s work, fear no more! In this episode, we thoroughly break down everything you need to know in a way you've never heard before. We also discuss more than a dozen other ways the IRS allows you to legally avoid federal tax penalties for early withdrawals from your retirement accounts. To make sure we did this topic justice, we turned it into a 2-part series. This is part 1, and part 2 will be released next week; both packed with valuable insights and practical tips for anyone considering early retirement.  

    Discipline Is Hard To Maintain In The Heat of Battle | Bill Yount | 130

    Play Episode Listen Later Mar 26, 2025 43:51 Transcription Available


    'Catching Up to FI' founder and co-host, Bill Yount, appeared as a guest on the EverydayFI podcast with host Meghan Combs. The show explores the lives and stories of everyday people in the financial independence community so Bill opens up about his FI journey as a late starter. He of course represents our Catching Up to FI community. He had a lot to say so this is the second part of a two-part episode. The first part was aired last Wednesday (episode 128) so be sure to check it out.   

    Not Just Another Album, It's A Money Revolution! | Alan & Katie Donegan | 129

    Play Episode Listen Later Mar 23, 2025 74:33 Transcription Available


    In this episode we welcome back the rebels, Katie and Alan Donegan. They are founders of the Rebel Finance School and have turned the concept of financial independence (FI) into an energetic global movement. We are celebrating the launch of their brand-new music album. But it's not just music, it's a Money Revolution and the world's first financial independence album! The Donegans give us a behind the scenes look at the making the of the album and a backstage pass to some of the tracks, including:

    Get To Know Your Future Self | Bill Yount | 128

    Play Episode Listen Later Mar 19, 2025 46:21 Transcription Available


    'Catching Up to FI' founder and co-host, Bill Yount, appeared as a guest on the EverydayFI podcast with host Meghan Combs. The show explores the lives and stories of everyday people in the financial independence community so Bill opens up about his FI journey as a late starter. He of course represents our Catching Up to FI community. He had a lot to say so this is a two-parter and will be aired over the next two Wednesday episodes.    

    Coast FI Couple | Matt & Yana Tarr | 127

    Play Episode Listen Later Mar 16, 2025 66:20


    Jackie is out this week, and her co-host seat is being filled by Mindy Jensen (the hostess with the mostest

    Confessions of a Co-host: I broke some FI Rules | Jackie Cummings Koski | 126

    Play Episode Listen Later Mar 12, 2025 29:38 Transcription Available


    Jackie Cummings Koski is co-host of the 'Catching Up to FI' podcast and author of the book 'F.I.R.E. For Dummies'. In case you're new here, FIRE stands for Financial Independence, Retire Early. In this episode, Jackie comes clean and publicly shares her non-FIRE confessions. Recorded at a CampFI near San Diego, she reveals surprising financial decisions that didn't exactly follow the 'rules' of FI, and some are downright shocking… such as taking a 401(k) loan (don't judge too soon

    Bouncing Back from Financial Setbacks | Lynnette Khalfani-Cox | 125

    Play Episode Listen Later Mar 9, 2025 64:16 Transcription Available


    Lynnette Khalfani-Cox (also known as 'The Money Coach') is an icon in the financial media and financial education space. She is the author of 16 money-management books, including the New York Times bestseller ‘Zero Debt: The Ultimate Guide to Financial Freedom'. Lynette joins us on this episode to share some of the big takeaways from her latest book 'Bounce Back', offering practical and emotional guidance for those recovering from financial setbacks. She guides us on how to take on―and defeat―the most common and difficult challenges most of us face, like being downsized from a job, disasters, debt, divorce, discrimination, and more. Lynette also gets vulnerable with us, sharing her emotional stories about dealing with her own divorce and the death of her sister.  

    “The Risk Parity Paradox” an Exercise in Simple Complexity? | Frank Vasquez | 124

    Play Episode Listen Later Mar 2, 2025 73:32 Transcription Available


    Frank Vasquez (also affectionately known as Uncle Frank) is a mostly retired lawyer and host of the 'Risk Parity Radio' podcast. In this episode, he gives us a dose of his investing wisdom complete with his unique 'SpongeBob' sense of humor. We discuss financial independence (FI) in the older years, emphasizing the importance of enjoying the fruits of your labor after decades of saving. We explore diversified portfolios, the principles of risk parity, and introduce listeners to various investment approaches such as the 'Golden Butterfly' and 'Golden Ratio' portfolios. Frank also shares his thoughts on the shortcomings of traditional personal finance gurus, who often fail to provide viable strategies for retirement spending.  

    ATM Receipts, Origami, and Unravelling Your Relationship With Money | Shannah Game | 123

    Play Episode Listen Later Feb 23, 2025 69:30 Transcription Available


    Ever felt anxious around money, or like you're stuck no matter how much you try to save? You're not alone. In this episode, we unravel all of that with Shannah Game, a leading transformational money expert helping you heal your relationship with money. Shannah is host of the popular podcast 'Everyone's Talkin' Money' and author of the new book 'Unraveling Your Relationship with Money', a step-by-step guide to breaking free from money stress, shame, and self-doubt.  

    Banishing The Burden of Student Loan Debt | Travis Hornsby | 122

    Play Episode Listen Later Feb 16, 2025 67:26 Transcription Available


    We're pulling back the curtain on student loans with expert and founder of Student Loan Planner, Travis Hornsby. Initially impacting younger borrowers, the student loan crisis now affects those in their 40s, 50s, and even 60s. The balances are getting bigger, lasting longer and rules are becoming more complex! It can be confusing, but this episode will give you clarity and help you tackle your student loan challenges head-on. We explore smart repayment strategies, student loan forgiveness, the impact of current and future government policies and more.   

    Attorney Spilling all the Legal Tea on Estate Planning | Jenny Rozelle | 121

    Play Episode Listen Later Feb 9, 2025 63:39 Transcription Available


    Attorney Jennifer (Jenny) Rozelle joins us to unravel the complexities of estate planning and help you get your estate plans in order. In this episode she covers the essentials- healthcare directives, probate, wills, beneficiaries, trusts and more. She's a lawyer with a sense of humor and sprinkles in her special blend of wit and wisdom to liven up a topic that many people try to avoid. She also shares cautionary tales, current trends, and celebrity mishaps that she often talks about on her podcast, "Legal Tea". #DoYourEstatePlan  

    "Mama, Are We Poor?”: a Single Mom's Millionaire Mindset | Monica Scudieri | 120

    Play Episode Listen Later Feb 2, 2025 52:42 Transcription Available


    Monica Scudieri started late on her financial independence journey but finished early. Her financial watershed moment was when she discovered she had $257,000 in debt.  She was in serious financial despair but managed to slowly dig out. The progress she made was impressive and just ten years later, she reached financial independence. In this episode Monica shares the challenges she faced as a divorced single mom, her parents' immigrant story, and the smart, scrappy moves she made to transform her financial life.  

    Leaning Out: Cracking the Burnout Code | Dawn Baker | 119

    Play Episode Listen Later Jan 26, 2025 53:34 Transcription Available


    Ever felt burnout creeping into your life? Then join us for this discussion about tackling the widespread issue of burnout with Dr. Dawn Baker, author of the book 'Lean Out'. Discover practical advice for high-powered professionals struggling with exhaustion, cynicism, and lack of motivation. Whether you're an overworked physician, a stressed corporate employee, or overloaded entrepreneur, this episode will give you actionable tips to help you regain balance and find fulfillment.   

    Taking it to the Streets: Best Pro Tips for Late Starters | FinCon Attendees | 118

    Play Episode Listen Later Jan 22, 2025 12:09 Transcription Available


    In this episode, we're taking it to the streets of Atlanta, GA where the 2024 FinCon took place. FinCon is the largest (and funnest) conference for independent content creators in the personal finance space. We wish you could have been there but since we couldn't bring our audience to FinCon, we're bringing a little FinCon to you. We chatted with some of them and asked the big question:  "What is your best tip for late starters?"

    Retirement Remix: Crafting Financial Futures with Purpose | Christine Benz | 117

    Play Episode Listen Later Jan 19, 2025 46:13 Transcription Available


    In this episode we welcome back Christine Benz, director of personal finance and retirement planning for Morningstar. Christine is one of the most respected thought leaders on the topic of retirement and shares insights from her new book, 'How to Retire'. We discuss the importance of preparing for retirement well in advance, building social networks, the significance of diversity in relationships, and more. Today's show is packed with valuable advice and a must listen for anyone approaching or in retirement.   

    Value-Based Spending: The Latte Chronicles | Jen Smith & Jill Sirianni | 116

    Play Episode Listen Later Jan 12, 2025 56:46 Transcription Available


    In this episode, we talk with Jen and Jill from the Frugal Friends Podcast and authors of the new book Buy What You Love Without Going Broke. They believe the secret to saving money isn't in coupons and sales, it's in identifying what you value and pursuing it unapologetically. We chat about how value-based spending can meet higher emotional and psychological needs beyond mere financial savings. The Frugal Friends also share personal stories of overcoming debt, understanding the 'real' needs behind our purchases, and how frugality can be both sustainable and enjoyable.   

    The pURPOSE Code | Jordan Grumet | 115

    Play Episode Listen Later Jan 5, 2025 57:13 Transcription Available


    In this episode we are joined by the multi-talented Jordan Grumet, a hospice doctor, storyteller, and the host of the award-winning 'Earn & Invest' podcast. Jordan shares insights from his latest book, 'The Purpose Code', diving deep into the nuances of Big 'P' vs Little 'p' purpose, legacy, and finding true happiness. From his personal journey from medicine to financial independence, to discussing meaningful legacy and generational growth, Jordan offers valuable advice for late starters. Listen in to discover why Little 'p' Purpose might just be the key to a joyful and fulfilled life, and how you can start integrating it into your daily routine.  

    Weathering Financial Storms | Kristen Knapp | 114

    Play Episode Listen Later Dec 29, 2024 64:29 Transcription Available


    After 28 years of playing the weather girl on TV, Kristen Knapp moved to part time work to follow her passion for travel planning for the financial independence (FI) community. She shares her fascinating backstory of growing up in poverty, dealing with childhood money trauma, becoming a successful broadcast meteorologist, and ultimately achieving FI. As someone who loves to travel, loves to plan travel, and loves spending time with the FI community, she thought why not combine those things? So, she launched a new venture called 'FI Friends Travel' which offers travel experiences that bring the FI Community together to see the world! Join us as Kristen takes us through how she made this unlikely transformation, even after getting a late start.

    FINCON Jeopardy | Justin Peters, Joel Larsgaard & Justin Brown-Woods | 113

    Play Episode Listen Later Dec 25, 2024 61:37 Transcription Available


    We love games so today we're bringing you a podcast takeover and having some fun with 'Money Jeopardy'! This was recorded live at FinCon 2024 (a conference for personal finance content creators) with 'The Struggle is Real' podcast, hosted by our friend Justin Peters. He's joined by Jackie Cummings Koski (your co-host on 'Catching Up to FI'), Joel Larsgaard from 'How to Money' and Justin Brown-Woods from 'Price of Avocado Toast' to play!  The contestants will be choosing questions from 4 categories: Binge or Cringe - are you in or out on this personal finance topic History of Money - a tough money-related trivia question Frugal or Cheap - are you being a good steward of your money or just a cheapo Fill in the blank - complete this statement We weigh in on some serious topics like: Is Couponing Worth it, Using Your Old Student ID for Discounts, Weirdest Way You've Made Money, and more. You will chuckle and laugh throughout this whole conversation, but you'll also pick up tips and tricks along the way.   

    Tactical Tips and Tripwires: The DIY Financial Planner's Guide | Cody Garrett | 112

    Play Episode Listen Later Dec 22, 2024 65:39


    Happy Holidays! Join us for this lighthearted chat with a longtime friend of the show, Cody Garrett, CFP. He shares his list of the 24 common DIY investment mistakes that might be hindering your path to financial independence and some tips on how to fix them. He steps us through the list which includes things like underutilizing employer benefits, misunderstanding how the 4% "rule" should be applied, and assuming health insurance coverage is expensive in early retirement. Cody is the founder of Measure Twice Money and Measure Twice Planners, and known for his unique advice-only planning approach.  Be sure to listen to the end as Cody plays a beautiful Holiday piano medley to get us all in this spirit of the season.  

    Mr 4% is now Mr 5% | Bill Bengen | 111

    Play Episode Listen Later Dec 15, 2024 58:24 Transcription Available


    In this episode we welcome the legendary Bill Bengen! He is the creator of the infamous 4% rule that is referenced in any quality conversation about retirement and withdrawal rates. There's been spirited debates and lengthy discussions about Bengen's research but there is no one better than the man himself to weigh in on what he thinks about it 30 years later. We talk about the evolution of Bengen's research, his thoughts on market timing vs. managing risk, and he gives us a preview of his upcoming book geared toward consumers.  

    Say Cheese!: The Retirement Spending Smile | David Blanchett | 110

    Play Episode Listen Later Dec 8, 2024 49:21 Transcription Available


    Today Bill and Jackie are joined by another genius in the world of retirement planning research, David Blanchett, PhD, CFA, CFP. In his role at PGIM, David is responsible for Target Date Funds and Retirement Spending Portfolios. In this episode he discusses redefined retirement concepts, the myths surrounding the 60/40 portfolio and some practical adjustments of the 4% rule. He also explains the 'retirement spending smile,' and retirement strategies for late starters.  

    Childfree Wealth and Life Planning | Dr. Jay Zigmont | 109

    Play Episode Listen Later Dec 4, 2024 47:28 Transcription Available


    In this episode we turn the tables as Bill joins Dr. Jay Zigmont, CFP on the Childfree Wealth podcast. Bill shares his journey as a late starter physician who lived largely a paycheck-to-paycheck existence until waking up at age 50. He now co-hosts the 'Catching Up to FI podcast' podcast to help other late starters. Jay is the author of the upcoming book 'The Childfree Guide to Life and Money' and the founder of Childfree Wealth, a financial planning firm that addresses the needs of childfree people in a way that traditional financial companies don't. Jay and Bill cover topics like investing, long-term care, and preparing for unexpected medical emergencies.  

    Year-End Financial Wrap-Up, Tips, and Resolutions | Eric Simonson | 108

    Play Episode Listen Later Dec 1, 2024 57:41 Transcription Available


    Hard to believe that 2024 is almost over but before we close it out, we have some end-of-year financial tips with special guest Eric Simonson, CFP and CEO of Abundo Wealth (an advice-only financial planning firm). Eric shares insights on maximizing different types of contributions, FSAs, charitable donations, and other tax strategies. There are a few things you'll want to check off your financial to-do list before December 31st; some have a true deadline, and others are smart things you should review every year.   Eric also clues us in on a unique service the firm offers- 'travel hacking'. They love teaching skills such as budgeting for trips, finding cost-effective travel options, and maximizing travel rewards programs for their clients.   

    Finding the Sweet Spot: Financial Literacy Meets Psychology | Jack Howard From Ally at FinCon | 107

    Play Episode Listen Later Nov 24, 2024 68:47 Transcription Available


    Our guest today is Jacqueline (Jack) Howard, head of Money Wellness at Ally Financial, a leading voice in financial health & wellness, and fierce change maker. We are thrilled to bring you this special episode recorded live from FinCon 2024 in Atlanta, GA! It's no secret that we love Ally and talk about them often on the podcast. From the high yield savings accounts to the cool buckets that are perfect for allocating your sinking funds, they're our favorite. But what really blew us away in this interview was Jack's money story and how it led to her incredible work as the face of financial wellness at Ally.  Jack blends personal finance and psychology to help people achieve holistic financial well-being that helps shift their perspective on money. She shares more about Ally's newest community initiative, Money Roots, a free financial education program designed to help people uncover the 'why' behind their money behaviors. Jack also gets vulnerable with us as she shares her own resilient story of the loss of her mother as a young girl and winning her heroic battle against breast cancer. With her giving spirit, she proudly served as chair of the Making Strides Against Breast Cancer of Detroit in 2023 and 2024. Special thanks to LLC Attorney for sponsoring the Podcast booth at FinCon 2024.  

    Sequence of Returns Risk: What Every Retiree Needs to Know | Karsten Jeske | 106

    Play Episode Listen Later Nov 17, 2024 76:31 Transcription Available


    Karsten Jeske also known as “Big ERN” is the founder and genius behind Early Retirement Now. He writes on all topics related to personal finance but is best known for his comprehensive series on safe withdrawal strategies.  In this episode he dives deep into the intricacies of safe withdrawal rates, sequence of return risk, the importance of market valuations for retirees and the 'one more year' syndrome often discussed in the Financial Independence community. Karsten also shares his personal journey from a modest upbringing in Germany to early retirement in the U.S.  

    Space Telescopes, Sunflowers, and Financial Gardening | Jesse Cramer | 105

    Play Episode Listen Later Nov 10, 2024 60:42 Transcription Available


    In this episode, Jesse Cramer discusses the essential considerations for pre and post-retirement planning and the major factors late starters should consider. Jesse is founder of the award winning 'The Best Interest' blog and podcast. He left a career as a mechanical and aerospace engineer to work with clients at a fiduciary, fee-only financial planning firm. Now, he uses those valuable engineering skills to simplify the most complex financial topics into fun explanations for his clients and his audience.   

    Tennis and the Stock Market: Winning the Loser's Game | Disha Spath | 104

    Play Episode Listen Later Nov 3, 2024 67:46 Transcription Available


    By day, Dr. Disha Spath is an internist caring for her patient's physical and mental health.  By night, my she's known as The Frugal Physician and hosts the Finding Financial Freedom podcast. In this episode, Disha shares her personal journey from financial struggles to becoming an advocate for frugality and financial independence. She also discusses the differences between frugal and cheap, the gender wage gap, and strategies to manage income disparities in relationships.  *Trigger warning: There are brief mentions of suicide in this episode.  

    Generosity and Smart Spending: A Family Affair | Andy Hill | 103

    Play Episode Listen Later Oct 27, 2024 66:05 Transcription Available


    Andy Hill is an award-winning blogger, podcaster, Youtuber and family finance coach. All under the brand of 'Marriage, Kids, and Money', his primary focus is helping families build wealth and happiness. He shares his inspiring story of going from a $50,000 negative net worth to achieving financial independence and now living his best 'Coast FI' life with his family. Andy also shares how he is creating a meaningful legacy of giving and generosity with his kids.  

    Beyond the Alphabet Soup: Expert Tips for Mastering Medicare & Avoiding Pitfalls | Danielle Roberts | 102

    Play Episode Listen Later Oct 20, 2024 79:32 Transcription Available


    This episode explores the intricate and confusing world of Medicare with leading expert Danielle Roberts. Danielle is founding partner at Boomer Benefits, an agency that has helped thousands of ordinary Americans learn and navigate their entry into Medicare since 2005. She's also author of the bestselling book '10 Costly Medicare Mistakes You Can't Afford to Make'. Danielle breaks through the confusion and explains Medicare's history, enrollment rules, Parts A, B, C, and D, and the differences between Medigap and Medicare Advantage plans. Discover the importance of early planning, common pitfalls to avoid, and critical decisions about Medicare coverage.  

    Wanderlust and Wealth: A Nomadic Guide to FI | Cris Gawlik | 101

    Play Episode Listen Later Oct 13, 2024 75:45 Transcription Available


    Cris Gawlik sold all her possessions in 2019 to travel the world, and in this episode she shares her fascinating nomadic journey. Learn how she utilizes geo-arbitrage, manages her finances on the go, and maintains strong social connections across the globe. She gives us insights into how she handles banking, health insurance, and taxes while living internationally. This conversation provides a comprehensive guide for those considering a similar path to financial independence. Get inspired by her creative approach to generating income and the community she finds along her adventurous journey.  

    From Zero to Hero: A Late Starter's Guide to the Galaxy | Becky Heptig | 100

    Play Episode Listen Later Oct 6, 2024 88:19 Transcription Available


    Subscribe and Watch on YouTube Join hosts Bill and guest Diana Falck as they explore the intersection of community resilience and getting involved. In the wake of a recent crisis in Western North Carolina and East Tennessee, the duo highlights local relief efforts and community collaboration. Then in this special 100th episode, we get back to the basics with a step-by-step guide for late starters on the path to financial independence. Our guest for this special episode is original Catching Up to FI co-host, Becky Heptig! She joins Bill and Jackie as they share insights and guide you through how to get on track with your finances. They not only share what to do but in what order. It's hard starting late and feeling like you've done everything wrong. The good news is, there is time to catch up and this is the place to start.  

    Maximizing HSAs Part 2: Devising Drawdowns, Badass Scenarios & Listener Questions | Jeff York | 99

    Play Episode Listen Later Oct 1, 2024 56:13 Transcription Available


    In the second episode of this special two-part series we continue with our deep dive conversation about Health Savings Accounts (HSAs) with Bill and Jackie, and guest co-host, Jeff York (also known as the Wealthy Custodian from episode 74 & 76). We break down in-depth scenarios, including unique contribution rules for domestic partners and adult children, investment strategies, drawdown plans and estate planning considerations. We answer listener questions and share our wish list for HSAs in the future. For this episode we are providing a formal presentation here: PDF of Full HSA Presentation   

    Mind Blowing ways to Maximize Your Health Savings Account (HSA) | Jeff York | 98

    Play Episode Listen Later Sep 29, 2024 72:57 Transcription Available


    In this special two-part episode we unveil the 'Wealthy Custodian,' Jeff York (from episode 74 & 76), and take a deep dive into the world of Health Savings Accounts (HSAs). Jeff joins as co-host along with Bill and Jackie (our HSA Maven) to share how they supersized thier HSAs and discovered how powerful they can be on the path to FI. This comprehensive series starts with Part 1 where we explore tips, tricks, and common misconceptions about HSAs and tackle little known strategies that are rarely discussed. We'll also talk about who should consider a high deductible plan, eligible expenses, bright ideas like using your HSA for health expenses abroad, and even IRA to HSA transfers. Whether you are new to HSAs or looking to maximize your FI strategy, you won't want to miss this episode. Stay tuned for Part 2 where we explore HSA drawdown strategies, advanced scenarios and answer listener questions! For this episode we are providing a formal presentation here: PDF of Full HSA Presentation   

    Money Dates and Marriage Myths: A Financial Toolkit for Couples | Brian Page | 96

    Play Episode Listen Later Sep 15, 2024 61:21 Transcription Available


    Former award-winning teacher turned educator on financial literacy and relationships, Brian Page discusses the concept of 'Modern Husbands' and the importance of viewing marriage as a partnership. Learn about his innovative Marriage Toolkit, designed with insights from over 30 experts, and discover practical tips on managing money, home, careers, and family life in the 21st century. From navigating second marriages to conducting effective money dates, this episode is packed with valuable advice for couples looking to achieve financial harmony and a thriving relationship.

    Enoughness: Your Life or Your Money | Vicki Robin | 95

    Play Episode Listen Later Sep 8, 2024 60:13 Transcription Available


    Join hosts Bill and Jackie as they delve into a profound conversation with Vicki Robin, co-author of 'Your Money or Your Life.' Vicki discusses the concept of 'enoughness' as a spiritual practice and the fulfillment curve, offering insights into how recognizing enough can lead to a more satisfying life. The dialogue covers financial independence, the impact of societal norms, aging, and the emotional aspects of letting go. Explore Vicki's unique perspective on how living simply and investing in community can transform our lives and the world around us. This episode is a rich tapestry of wisdom for anyone seeking a deeper understanding of life's true value.

    Doña Quixote, Life Energy, and The Coming of Aging | Vicki Robin | 94

    Play Episode Listen Later Sep 1, 2024 57:25 Transcription Available


    Join Bill and Jackie in an engaging conversation with Vicki Robin, co-author of the best-selling book 'Your Money or Your Life'. Vicki shares her insightful philosophy on financial independence, community resilience, and the power of frugality. She discusses her journey from active community building to aging with purpose on Whidbey Island, and how she has woven herself into the fabric of her local community. This episode delves into the thought-provoking aspects of spending life energy wisely, the importance of supportive communities, and the meaningful transition of knowledge and responsibility to younger generations. Tune in to learn how Vicki has managed to align her values with her financial and personal investments and gain inspiration from her lifelong exploration of living a fulfilled life.

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