Episodes

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

    Mind Blowing ways to Maximize Your Health Savings Account (HSA) | Jeff York | 98
    Sep 29 2024
    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.
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    1 hr and 13 mins
  • A Hero’s Journey: Krista & Ed, The Mother of All Case Studies! | Krista and Ed Kim | 97

    A Hero’s Journey: Krista & Ed, The Mother of All Case Studies! | Krista and Ed Kim | 97
    Sep 22 2024

    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.

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    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.
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    1 hr and 15 mins
  • Money Dates and Marriage Myths: A Financial Toolkit for Couples | Brian Page | 96

    Money Dates and Marriage Myths: A Financial Toolkit for Couples | Brian Page | 96
    Sep 15 2024
    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.
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    1 hr and 1 min
  • Enoughness: Your Life or Your Money | Vicki Robin | 95

    Enoughness: Your Life or Your Money | Vicki Robin | 95
    Sep 8 2024

    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

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    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.
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    1 hr
  • Doña Quixote, Life Energy, and The Coming of Aging | Vicki Robin | 94

    Doña Quixote, Life Energy, and The Coming of Aging | Vicki Robin | 94
    Sep 1 2024

    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.

    🔗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

    Personal Finance Club: Use code CUTOFI to get $30 OFF any course or PFC investing course only

    Measure Twice Money: $100 OFF "Create Your Own Financial Plan" Comprehensive Video Course

    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.
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    58 mins
  • Millennial Revolution is in The House! | Kristy Shen, Bryce Leung & Little Matchstick | 93

    Millennial Revolution is in The House! | Kristy Shen, Bryce Leung & Little Matchstick | 93
    Aug 25 2024
    Subscribe and Watch on YouTube Kristy Shen and Bryce Leung are the dynamic duo behind the Millennial Revolution blog and movement. In this insightful episode, Kristy and Bryce discuss their journey from house-hunting to achieving Financial Independence (FI) and retiring in their early 30s. They delve into why they chose to reject traditional housing and career advice, their innovative 'POT Score' (Pay Over Tuition) method for evaluating education costs, and how they handle investments to maintain their FI lifestyle—despite new challenges like parenting. Discover their interesting perspectives on scarcity vs. abundance mindset, and how the FIRE approach has impacted their personal lives, relationships, and travel adventures. This episode is packed with financial wisdom and real-life experiences that will inspire late starters and aspiring FI enthusiasts alike. 🔗 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 Personal Finance Club: Use code CUTOFI to get $30 OFF any course or PFC investing course only Measure Twice Money: $100 OFF "Create Your Own Financial Plan" Comprehensive Video Course 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.) Millennial-Revolution Quit Like A Millionaire Little Miss Evil CBC News Segment 🕒 Time stamps: 00:00 The Unexpected Path to Financial Independence 00:24 Challenging Traditional Financial Advice 02:20 Introduction to the Guests: Christy Shen and Bryce Leung 04:53 Parenting and Financial Independence 05:52 Financial Strategies for Raising a Child 07:19 The Importance of Geographic Arbitrage 09:42 The Pay Over Tuition (POT) Score Explained 12:14 Balancing Financial Independence with Family Priorities 17:36 The Impact of FIRE on Personal Relationships 19:08 Scarcity Mindset as a Superpower 25:52 Overcoming the Fear of Investing 28:15 Investment Strategies for Canadians 34:07 Mitigating Sequence of Return Risk 36:32 Navigating Early Retirement Challenges 38:50 Understanding Yield Shield Components 45:57 Philosophy on Housing and FIRE 50:46 The Rule of 150 for Housing Costs 56:09 Adapting and Overcoming Challenges 01:00:19 Diversity in Books and Personal Finance 01:03:14 Final Thoughts and Reflections Disclaimer: We are not lawyers, financial advisors, accountants or tax experts. Please consult your own professional advisors before making any important decisions. Our content is for entertainment and education purposes only.
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    1 hr and 7 mins
  • Twin Towers: Lessons in Financial Freedom from Wall Street to Main Street | The Wealth Twins | 92

    Twin Towers: Lessons in Financial Freedom from Wall Street to Main Street | The Wealth Twins | 92
    Aug 18 2024
    Subscribe and Watch on YouTube Meet Nadia and Nicole, the Wealth Twins! Raised by a single mother in New York City's toughest projects, these twin sisters overcame obstacles to graduate from Columbia University, work on Wall Street, and ultimately achieve early retirement. In this episode, they recount experiences from 9/11 and the 2008 financial crisis, discuss multifamily real estate and dividend investing strategies, and offer practical tips for late financial starters. Learn how they built the Wealth Twins platform to share their knowledge and drive towards financial independence. 🔗Connect with us Buy CUtFI a coffee Record a message for CUtFI Thank you to our sponsors: Personal Finance Club: Use code CUTOFI to get $30 OFF any course or PFC investing course only Measure Twice Money: $100 OFF "Create Your Own Financial Plan" Comprehensive Video Course 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.) 🎙️SquadCast: The Cloud Recording Studio that Producers, Listeners, Guests, Creators, YouTubers Love & Trust Boston Institute of Finance Personal Growth Track: Enter code catchingup to get 5% off any “Personal Growth Track” course or package Modern Husbands Marriage Toolkit: Empowers couples with evidence based ideas from 40+ of the nation’s leading experts in managing money and the home as a team. Real Talk Finance: Create a solid foundation and take control of your future Resources mentioned on the show: 🌐 Wealth Twins YouTube ⓕ Facebook Instagram FinLitUniversity Broke to Financially Independent Retire Early in Less Than 10 years What To Do When You Are Investing For Retirement Later In Life Top 5 ETFs to Buy for High Dividends and Passive Income What is Dividend Investing and How to Start (3 Easy Strategies) How to Invest – 7 Mistakes Beginner Investors Make A Guided Meditation for When the Stock Market Is Dropping Time stamps: 00:00 Defying Expectations: From Guidance Counselor Doubts to Ivy League Success 00:40 Avoiding Financial Scams: Tips for Beginners 02:29 Introduction to Catching Up to FI: Meet the Hosts and Guests 03:24 The Wealth Twins: From Humble Beginnings to Financial Independence 05:39 Discovering Twin Identity: The Twins Festival Experience 09:17 Money Management: Different Approaches to Saving and Spending 12:40 The Influence of a Single Mom: Education and Financial Lessons 18:14 Navigating Tragedy: 9/11 and the Financial Crisis 31:50 Building Passive Income: Real Estate, Dividends, and Entrepreneurship 36:36 Budgeting for Business and Personal Finances 37:03 Investing Together: Sharing Knowledge and Strategies 37:57 Real Estate and Business Management Insights 40:07 Principles of Financial Independence 41:45 The Wealth Twins: Origin and Mission 46:17 Dividend Investing Explained 56:25 Common Investing Mistakes to Avoid 01:11:21 Final Tips and Encouragement for Late Starters Disclaimer: We are not lawyers, financial advisors, accountants or tax experts. Please consult your own professional advisors before making any important decisions. Our content is for entertainment and education purposes only.
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    1 hr and 14 mins
  • Stacking Washingtons in Joe’s Mom’s Basement and The Efficient Frontier | Joe Saul-Sehy | 091

    Stacking Washingtons in Joe’s Mom’s Basement and The Efficient Frontier | Joe Saul-Sehy | 091
    Aug 11 2024
    Subscribe and Watch on YouTube Joe Saul-Sehy of Stacking Benjamins joins the show to discuss financial planning, overcoming debt, and the importance of surrounding yourself with the right people. Joe shares his personal journey of financial mismanagement as a young financial planner, the principles behind the efficient frontier, and his thoughts on target date funds. Tune in to learn and laugh with Joe, Bill, and Jackie. 🔗Connect with us Buy CUtFI a coffee Record a message for CUtFI Thank you to our sponsors: Personal Finance Club: Use code CUTOFI to get $30 OFF any course or PFC investing course only Measure Twice Money: $100 OFF "Create Your Own Financial Plan" Comprehensive Video Course 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.) 🎙️SquadCast: The Cloud Recording Studio that Producers, Listeners, Guests, Creators, YouTubers Love & Trust Boston Institute of Finance Personal Growth Track: Enter code catchingup to get 5% off any “Personal Growth Track” course or package Modern Husbands Marriage Toolkit: Empowers couples with evidence based ideas from 40+ of the nation’s leading experts in managing money and the home as a team. Real Talk Finance: Create a solid foundation and take control of your future DeleteMe: Your personal data is yours again Resources mentioned on the show: (As an Amazon Associate, I earn from qualifying purchases.) 👕 Stacking Benjamins T-shirts!: HTTP://stackingbenjamins.com/shirts 📕 STACKED: Your Super Serious Guide to Modern Money Management 👉🏻 https://amzn.to/3YlJAXB 🌐 Stacking Benjamins Benefits Guide ChooseFI EconoMe Frank Vasquez The Shockingly Simple Math Behind Early Retirement CampFI The Simple Path to Wealth by JL Collins Of Dollars and Data Paul Merriman Efficient Frontier Dr. Harry Markowitz The Retirement Answer Man Rule of 72 Timestamps: 00:00 Living Two Lies: The Money Myth 00:29 The Fear of Making Mistakes 02:03 Welcome to Catching Up to FI 03:35 Introducing Joe Saul-Sehy 04:49 Ohio vs. Michigan: A Friendly Rivalry 09:38 Board Games and Life Lessons 14:04 Joe's Late Starter Story 23:53 Financial Planning Mistakes 32:37 Trivia Time: Swiss Cheese Production 33:26 Cheese and Roadside Attractions Trivia 35:22 Explaining the Efficient Frontier 37:11 The Simple Path to Wealth vs. The Optimal Path 42:22 Modern Portfolio Theory and Efficient Frontier 49:41 Listener Questions: Alternative Paths to Wealth 58:16 Target Date Funds: Pros and Cons 01:05:12 What's Next for Stacking Benjamins? 01:09:33 Final Thoughts and Farewell Disclaimer: We are not lawyers, financial advisors, accountants or tax experts. Please consult your own professional advisors before making any important decisions. Our content is for entertainment and education purposes only.
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    1 hr and 12 mins