Catching Up to FI

Bill Yount & Jackie Cummings Koski
Catching Up to FI

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

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

    HACE 4 DÍAS

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

    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.   🔗Connect with us  Buy CUtFI a coffee  Record a message for CUtFI   Thank you to our sponsors: Boomer Benefits: The nation’s leading family-owned Medicare brokers https://boomerbenefits.com/catchingup/  DeleteMe: Your personal data is yours again. Hands-free subscription service that removes you from data broker sites. Enter the code Catchingup at checkout to get 20% off  http://joindeleteme.com/catchingup   Resources mentioned on the show: (As an Amazon Associate, I earn from qualifying purchases.) 🌐 Boomer Benefits Website: https://boomerbenefits.com  Boomer Benefits YouTube Channel:  https://youtube.com/@boomerbenefits Boomer Benefits Facebook Group: https://m.facebook.com/groups/BoomerBenefits/ 📗 10 Costly Medicare Mistakes You Can't Afford to Make: https://amzn.to/3BLdL1b   Catching Up to FI Health Savings Account Episode Part 1, Episode 98:  https://www.youtube.com/watch?v=8vaUH8UfPTQ&t=3629s   Catching Up to FI Health Savings Account Episode Part 2, Episode 99:  https://www.youtube.com/watch?v=36S67X4s4pc&t=8s     🕒 Timestamps/Chapters: 00:00 Introduction to Medicare Planning 00:25 Common Medicare Mistakes 01:28 Welcome to Catching Up to FI 02:04 Shoutouts and Acknowledgements 03:31 Introducing Danielle Roberts 05:31 History and Evolution of Medicare 07:59 Medicare Eligibility and Enrollment 10:55 Understanding Medicare Parts A and B 18:40 Medicare Part D: Drug Coverage 27:24 Medigap Plans Explained 36:56 Medicare Advantage Plans 42:17 Understanding Medigap and Medicare Advantage Plans 44:00 Cost Savings with Medicare Advantage 45:21 Tips for Medicare Advantage Plan Holders 46:57 Using HSA Dollars for Medicare Premiums 50:56 Common Medicare Mistakes to Avoid 01:08:22 The Importance of Reviewing Your Coverage Annually 01:12:19 Final Thoughts and Future of Medicare     Disclaimer: Our content is for general education and information purposes only. We are not providing financial, legal, or tax advice. Always do your own research or consult a professional before making important decisions.

    1 h y 20 min
  2. Wanderlust and Wealth: A Nomadic Guide to FI | Cris Gawlik | 101

    13 OCT

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

    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.   🔗Connect with us  Buy CUtFI a coffee  Record a message for CUtFI   Thank you to our sponsor: DeleteMe: Your personal data is yours again Hands-free subscription service that removes you from data broker sites. Enter the code Catchingup at checkout to get 20% off:  http://joindeleteme.com/catchingup   Resources mentioned on the show: (As an Amazon Associate, I earn from qualifying purchases.) Website https://christinagawlik.wixsite.com/asuitcaseandasmile   Facebook https://www.facebook.com/asuitcaseandasmile   Linktree https://linktr.ee/ChristinaGawlik   IRS Foreign earned income exclusion https://www.irs.gov/individuals/international-taxpayers/foreign-earned-income-exclusion   🕒 Timestamps/Chapters: 00:00 Why I Chose to Leave the U.S. 00:38 Designing a Life Abroad 02:18 Welcome to Catching Up to FI 03:19 Introducing Dr. Christina Gawlik 04:34 Chris's Nomadic Lifestyle 08:01 Early Life and Influences 13:47 Financial Missteps and Lessons Learned 22:03 Transition to a Nomadic Life 32:31 Building a Business on the Road40:10 Creative Job Hunting Strategies 41:29 Navigating Logistics as a Digital Nomad 41:52 Banking Tips for Global Travelers 46:16 Overcoming Language Barriers 48:16 Health Insurance and Medical Care Abroad 57:48 Handling Taxes as an Expat 59:32 Social Life and Loneliness 01:02:50 Impact of COVID-19 on Nomadic Life 01:06:12 Future Plans and Reflections   Disclaimer: Our content is for general education and information purposes only. We are not providing financial, legal, or tax advice. Always do your own research or consult a professional before making important decisions.

    1 h y 16 min
  3. From Zero to Hero: A Late Starter’s Guide to the Galaxy | Becky Heptig | 100

    6 OCT

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

    Subscribe and Watch on YouTube Join host 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.  🔗Connect with us  Buy CUtFI a coffee  Record a message for CUtFI Thank you to our sponsors: 💵 Abundo Wealth: Advice-Only Financial Planning for Everyone https://www.abundowealth.com ❌ DeleteMe: Your personal data is yours again http://joindeleteme.com/catchingup 🧑🏼‍🏫 Personal Finance Club (Use code CUTOFI to get $30 OFF) PFC courses https://courses.personalfinanceclub.com/?ref=0114d0 or PFC investing course only https://courses.personalfinanceclub.com/courses/build-wealth-by-investing-in-index-funds?ref=0114d0 🍑 Nectarine: Advice-Only Financial Advisors https://hellonectarine.com/r/cutfi (Catching Up to FI will be compensated by Nectarine if you use our affiliate link, which creates an incentive and conflict of interest. We are not current clients or employees of Nectarine.) 🏦 Boston Institute of Finance Personal Growth Track: Enter code catchingup to get 5% off any “Personal Growth Track” course or package http://www.bostonifi.com/personal-growth Resources mentioned on the show: (As an Amazon Associate, I earn from qualifying purchases.) Red Cross: Donate  Episodes: Retiring Before Mom & Dad | Rob Berger | 25 A Hero’s Journey: The Mother of All Case Studies! | Krista and Ed Kim | 97  Enoughness: Your Life or Your Money | Vicki Robin | 95 Doña Quixote, Life Energy, and The Coming of Aging | Vicki Robin | 94  Catch-Up Contributions 📗Your Money or Your Life: 9 Steps to Transforming Your Relationship with Money and Achieving Financial Independence Shocking Simple Math Behind Early Retirement ~Mr. Money Mustache The Simple Path to Wealth: Your Road Map to Financial Independence and a Rich, Free Life ~JL Collins Ally High Yield Savings Account (4% as of 10/4/24 + $100 Bonus with direct deposit-by 12/31/22024) Personal Finance Club - example for late starters:  https://www.personalfinanceclub.com/is-it-too-late-to-start-to-investing The Ultimate Investing Checklist: https://www.personalfinanceclub.com/the-ultimate-investing-checklist Ground Rules according to the Money Guys 2/1/24: https://moneyguy.com/article/foo 🕒 Timestamps/Chapters: 00:00 Call to Action: How You Can Help in the Disaster in North Carolina and Tennessee 05:28 Introduction 07:50 Celebrating 100 Episodes with Becky Heptig 10:52 Why People Get a Late Start in Financial Independence 17:16 Disadvantages of a Late Start 25:26 Advantages of a Late Start 38:01 Financial Order of Operations for Late Starters 44:57 Eliminating Debt: The First Step to Financial Freedom 45:57 Big Picture Wealth Building Strategies 47:27 Calculating Your Net Worth and FI Number  49:32 Increasing Income and Reducing Expenses 51:06 Playing Defense: Insurance and Protection 54:51 Offensive Strategies: Emergency Funds and Employer Matches 01:01:35 Investing Wisely: Roth IRAs, HSAs, and More 01:06:15 Risk Tolerance and Rebalancing Your Portfolio 01:10:02 Maximizing Employer Plans and Mid-Range Debts 01:12:55 Hyperaccumulation and Taxable Brokerage Accounts 01:16:06 Prepaying Future Expenses and College Funding 01:22:57 Reevaluating and Automating Your Finan

    1 h y 28 min
  4. Maximizing HSAs Part 2: Devising Drawdowns, Badass Scenarios & Listener Questions | Jeff York | 99

    1 OCT

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

    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    🔗Connect with us  Buy CUtFI a coffee  Record a message for CUtFI   Thank you to our sponsors:  Abundo Wealth: Advice-Only Financial Planning for Everyone  DeleteMe: Your personal data is yours again Personal Finance Club: Use code CUTOFI to get $30 OFF any course or PFC investing course only Nectarine: Advice-Only Financial Advisors (Catching Up to FI will be compensated by Nectarine if you use our affiliate link, which creates an incentive and conflict of interest. We are not current clients or employees of Nectarine.)  Boston Institute of Finance Personal Growth Track: Enter code catchingup to get 5% off any “Personal Growth Track” course or package   Resources mentioned on the show: (As an Amazon Associate, I earn from qualifying purchases.) HSA Rules and Regulations (IRS Pub#969) Qualified Medical/Dental/Vision Expenses (IRS Pub#502) Preventive Care and Chronic Conditions (IRS Notice) Morningstar / Best HSA Providers  Kitces / HSA ‘Deathbed Drawdown’ Fidelity / HSA Education   Wex Health / HDHP with HSA vs. traditional health plan calculator Consumer Friendly List of HSA-Eligible expenses     🕒 Time stamps: 00:00 Introduction to HSA Series Part Two 00:23 Maximizing HSA Contributions for Families 02:34 Drawdown Strategies for Health Savings Accounts 06:59 Planning for HSA Beneficiaries 14:55 Case Study: Domestic Partners and HSA Contributions 20:06 Q&A Session: HSA Myths, Tips, and Tricks 28:17 Evaluating HSA Options for Chronic Conditions 28:53 Financial Considerations for High Deductible Plans 29:54 Using Calculators to Compare Health Plans 31:25 HSA Contributions and Family Plans 33:18 Maximizing HSA Benefits and Investment Strategies 43:54 Legislative Changes and Future of HSAs 47:57 HSAs for Late Starters in Financial Independence 53:01 Conclusion and Final Thoughts     Disclaimer: Our content is for general education and information purposes only. We are not providing financial, legal, or tax advice. Always do your own research or consult a professional before making important decisions.

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

    29 SEPT

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

    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    🔗Connect with us  Buy CUtFI a coffee  Record a message for CUtFI   Thank you to our sponsors:  Abundo Wealth: Advice-Only Financial Planning for Everyone  DeleteMe: Your personal data is yours again Personal Finance Club: Use code CUTOFI to get $30 OFF any course or PFC investing course only Nectarine: Advice-Only Financial Advisors (Catching Up to FI will be compensated by Nectarine if you use our affiliate link, which creates an incentive and conflict of interest. We are not current clients or employees of Nectarine.)  Boston Institute of Finance Personal Growth Track: Enter code catchingup to get 5% off any “Personal Growth Track” course or package   Resources mentioned on the show: (As an Amazon Associate, I earn from qualifying purchases.) HSA Rules and Regulations (IRS Pub#969) Qualified Medical/Dental/Vision Expenses (IRS Pub#502) Preventive Care and Chronic Conditions (IRS Notice) Morningstar / Best HSA Providers  Kitces / HSA ‘Deathbed Drawdown’ Fidelity / HSA Education   Wex Health / HDHP with HSA vs. traditional health plan calculator Consumer Friendly List of HSA-Eligible expenses   🕒 Time stamps: 00:00 Introduction to the Special Episode 00:07 Unveiling the Wealthy Custodian 00:33 Diving into HSAs: Tips, Tricks, and Misnomers 03:00 Personal HSA Journeys 13:09 Understanding High Deductible Plans 25:02 Flexible Spending Accounts vs. Health Savings Accounts 28:11 HSA Eligibility and Contribution Limits 34:09 State-Specific HSA Tax Rules 37:58 Unique Provisions for Different States 38:10 Understanding the Last Month Rule 40:09 HSA Eligible Expenses 41:48 Supersizing Your HSA 42:27 Investment Strategies for HSA 44:50 Maximizing Contributions and Advanced Strategies 47:20 Reimbursement Strategies and Record Keeping 52:40 IRA to HSA Conversions 01:02:16 Bright Ideas for HSA Usage 01:09:21 Using HSA Funds Abroad 01:11:30 Conclusion and Final Thoughts   Disclaimer: Our content is for general education and information purposes only. We are not providing financial, legal, or tax advice. Always do your own research or consult a professional before making important decisions.

    1 h y 13 min
  6. A Hero’s Journey: Krista & Ed, The Mother of All Case Studies! | Krista and Ed Kim | 97

    22 SEPT

    A Hero’s Journey: Krista & Ed, The Mother of All Case Studies! | Krista and Ed Kim | 97

    This heartfelt episode dives into the incredible story of Krista and Ed. From growing up in poverty to facing financial insecurity as adults, this resilient couple shares their journey of overcoming adversity and finding hope in the FIRE movement. Discover how a deep bond of love, open communication, strategic planning, and an unwavering spirit led them to financial independence. Learn about their pivotal experiences, including a live case study at the EconoMe conference and actionable tips that can help you on your financial journey. Don’t miss their powerful message of never giving up and transforming your dreams into reality.   🔗Connect with us  Buy CUtFI a coffee  Record a message for CUtFI   Thank you to our sponsors:  Abundo Wealth: Advice-Only Financial Planning for Everyone  DeleteMe: Your personal data is yours again Personal Finance Club: Use code CUTOFI to get $30 OFF any course or PFC investing course only Nectarine: Advice-Only Financial Advisors (Catching Up to FI will be compensated by Nectarine if you use our affiliate link, which creates an incentive and conflict of interest. We are not current clients or employees of Nectarine.)  Boston Institute of Finance Personal Growth Track: Enter code catchingup to get 5% off any “Personal Growth Track” course or package   Resources mentioned on the show: (As an Amazon Associate, I earn from qualifying purchases.)   EconoMe Case Study: Real Life Numbers   Case Study Template   🕒 Time stamps:       00:00 A Childhood of Hardship and Resilience 02:11 Introduction to the Case Study 02:27 Meet Krista and Ed 03:03 The Financial Journey Begins 06:37 Krista's Reading Habit 08:11 Ed's Gaming Passion 08:45 Ed's Immigrant Upbringing 15:00 Krista's Struggles and Triumphs 25:44 The Debt Story Unfolds 36:56 Exploring Contentment and Consumerism 37:16 Discovering the FI Movement 39:09 Joining the ChooseFI Community 41:32 Applying for the EconoMe Case Study 42:49 Sharing Financial Details Publicly 45:53 Case Study Insights and Learnings 47:22 Financial Goals and Planning 52:57 Budgeting and Debt Management 01:03:59 Investment Strategies and Risk Tolerance 01:07:25 Final Thoughts and Advice for Late Starters   Disclaimer: Our content is for general education and information purposes only. We are not providing financial, legal, or tax advice. Always do your own research or consult a professional before making important decisions.

    1 h y 15 min
  7. Money Dates and Marriage Myths: A Financial Toolkit for Couples | Brian Page | 96

    15 SEPT

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

    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. 🔗Connect with us  Buy CUtFI a coffee  Record a message for CUtFI   Thank you to our sponsors: Modern Husbands Marriage Toolkit:  60+ lessons with evidence-based ideas from 40+ of the nation’s leading experts in managing money and the home as a team. Use this link to get the toolkit for just $299 ($100 off).   Abundo Wealth: Advice-Only Financial Planning for Everyone  DeleteMe: Your personal data is yours again Personal Finance Club: Use code CUTOFI to get $30 OFF any course or PFC investing course only Nectarine: Advice-Only Financial Advisors (Catching Up to FI will be compensated by Nectarine if you use our affiliate link, which creates an incentive and conflict of interest. We are not current clients or employees of Nectarine.)  Boston Institute of Finance Personal Growth Track: Enter code catchingup to get 5% off any “Personal Growth Track” course or package   Resources mentioned on the show: (As an Amazon Associate, I earn from qualifying purchases.) Modern Husbands Website Modern Husbands Podcast Modern Husbands Marriage Toolkit   🕒 Time stamps:       00:00 Introduction to Modern Husbands 00:30 The Money Date Lottery Ticket 01:08 The Marriage Toolkit 02:07 Welcome to Catching Up to FI 02:30 Introducing Brian Page 02:40 Brian's Career Shift 03:32 Brian's Accolades and Personal Life 04:31 Defining the Modern Husband 05:09 Supporting Ambitious Partners 06:27 Brian's Career Transition 08:05 Personal Finance and Relationships 10:14 Brian's Upbringing and Money Memories 14:58 Early Retirement and Frugality 18:52 Becoming a Personal Finance Teacher 19:37 Financial Independence Journey 21:27 Challenges of Modern Husbands 23:01 Higher Divorce Rates in Female Breadwinner Households 27:37 John Gottman and Relationship Dynamics 28:11 Commingling Finances in Marriages 30:57 Financial Translucency: Yours, Mine, and Ours 32:43 Navigating Finances in Second Marriages 33:55 Introducing the Marriage Toolkit 44:16 The Importance of Money Dates 51:34 Engaging Your Partner in Financial Conversations 57:17 Conclusion and Toolkit Access   Disclaimer: Our content is for general education and information purposes only. We are not providing financial, legal, or tax advice. Always do your own research or consult a professional before making important decisions.

    1 h y 1 min
  8. Enoughness: Your Life or Your Money | Vicki Robin | 95

    8 SEPT

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

    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. 🔗Connect with us  Buy CUtFI a coffee  Record a message for CUtFI   Thank you to our sponsors:  Abundo Wealth: Advice-Only Financial Planning for Everyone  DeleteMe: Your personal data is yours again Personal Finance Club: Use code CUTOFI to get $30 OFF any course or PFC investing course only Nectarine: Advice-Only Financial Advisors (Catching Up to FI will be compensated by Nectarine if you use our affiliate link, which creates an incentive and conflict of interest. We are not current clients or employees of Nectarine.)  Boston Institute of Finance Personal Growth Track: Enter code catchingup to get 5% off any “Personal Growth Track” course or package   Resources mentioned on the show: (As an Amazon Associate, I earn from qualifying purchases.)   Website   Your Money or Your Life   Order Book- Your Money or Your Life   Coming of Age Substack   YouTube- What Could Possibly Go Right       Disclaimer: Our content is for general education and information purposes only. We are not providing financial, legal, or tax advice. Always do your own research or consult a professional before making important decisions.

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

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