Catching Up to FI

Bill Yount & Jackie Cummings Koski
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Nov 12, 2025 • 48min

Live from Bali: Are They Really Retired? (Part 2) | Jackie & Doc G | 178

In this lively conversation from Bali, Rachel Richards, the creator of Money Honey Rachel, shares her journey from real estate success to embracing inner work. She discusses the burnout that led to closing her business and the joy of rediscovering her creativity. Rachel reveals her struggles with lost validation and her exciting plans to write a third book. Alongside other guests, they tackle the pressing question of whether achieving financial independence truly means retirement, highlighting diverse paths and reinventions.
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Nov 9, 2025 • 59min

What To Do When It's Time To Manage Your Mom's Money | Beth Pinsker | 177

Our guest today is Beth Pinsker, CFP®-- seasoned financial journalist, MarketWatch columnist and author of the new book, My Mother's Money: A Guide to Financial Caregiving. She represents the sandwich generation and gives us tips, advice, and cautionary tales about her firsthand experience after finding herself caring for her mother and her finances. She explains that caregiving isn't just forms and bank calls—it's love, logistics, and a dash of stubborn grit. Beth also shares: The "death file" story that changed everything How to survive bank pushbacks on powers of attorney Why a tiny funeral policy became an act of love The must-do digital steps that make caregiving possible in a two-factor world ===DEALS & DISCOUNTS FROM OUR TRUSTED PARTNERS=== 🆕NEW PARTNER: Alloy TheAlloyMarket.com offers a seamless and efficient way to sell your gold, silver, and platinum jewelry, regardless of its condition. They are committed to transparency and fairness, ensuring you get the best possible value for your items. Visit TheAlloyMarket.com and use referral code CUTOFI15 to get a $15 bonus when you sell items over $199 (limited time offer). For a full list of current deals and discounts from our partners, sponsors and affiliates, click here: catchinguptofi.com/our-partners 📩 Sign up for our newsletter (NEW!) 🌐 Visit Catching Up to FI website 🔗Connect with us ☕ Like what you hear on Catching Up to FI? Support the show at "Buy Me a Coffee" 🎙️We love hearing from you! Record a Voice Message with your feedback or question Record a Voice Message with your feedback or question RESOURCES MENTIONED ON THE SHOW: (As an Amazon Associate, I earn from qualifying purchases.) 🌐 BethPinsker.com 📗 My Mother's Money: A Guide to Financial Caregiving 🗒️AARP Article: 5 Things I Learned From Managing My Mother's Money ⏰ 'Catching Up to FI' Episodes Mom and Dad, We Need to Talk | Cameron Huddleston | 048 Mini Retirements, Sabbaticals, Career Breaks- Yes Please! | Jillian Johnsrud | 153 If you enjoyed this episode, please follow the show on your podcast player and leave us a rating or review. If you want to watch, be sure to subscribe to our YouTube Channel. This helps others find the show and keeps us creating great content for you! ⚠️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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9 snips
Nov 5, 2025 • 1h 9min

Live from Bali! Don't Miss These FI Stories From Around The Globe | Jackie & Captain FI | 176

Join Captain FI, an Australian blogger and podcaster, as he co-hosts live from Bali's FI Freedom Retreat. He shares his awe-inspiring FIRE journey and why community matters in the journey to financial independence. Meet Claire, who learned to trust her gut after a major life reset, and Michael, who chose a nomadic lifestyle, embracing experiences over perfection. Val reflects on her transformative gap year from Hong Kong, encouraging listeners to seize life experiences now rather than later. It's a celebration of shared global FI stories, insights, and connections!
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26 snips
Nov 2, 2025 • 1h 12min

Money Scripts: Don't Get Scrooged! | Brad Klontz | 175

Dr. Brad Klontz, a financial psychologist and bestselling author, shares insights on the psychology of money and its impact on behavior. He explains why many financial issues stem from mindset rather than math skills. Klontz highlights four money scripts—avoidance, worship, status, and vigilance—and discusses how they affect our financial health. He emphasizes the power of an internal locus of control for wealth building and encourages listeners to redefine their relationship with money. Visualizing financial goals can lead to better savings, offering a no-nonsense roadmap to financial freedom.
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Oct 26, 2025 • 1h 27min

Hidden Messages In The New Tax Law You May Have Missed | Bill & Jackie | 174

On July 4th, 2025 an 870-page tax bill called the 'One Big Beautiful Bill Act' (OBBBA) was signed into to law. Some parts have been heavily discussed and others not so much. So we dug around ourselves and pulled out some hidden messages you may have missed that could have major implications to your FI (Financial Independence) journey. 👉🏽 Updates to 2017 'Tax Cuts and Jobs Act' Makes permanent the lowered individual tax brackets established by the Tax Cuts and Jobs Act and keeps the larger standard deduction in place. Also makes permanent the higher lifetime estate gift tax exemption and increases it to $15 million for single & $30 million for married couples in 2026 (indexed to Inflation). 👉🏽 Updates to 2021 'American Rescue Plan' Expiration of the Enhanced ACA premium subsidies (not directly in the bill, it's just not being extended). The lowered premiums will expire and revert back to pre-covid levels. The Subsidy Cliff will be back in play starting 1/1/26. This is a major part of the negotiation with the current federal government shutdown so may be subject to change. We cover these topics in the new law: Increased Standard Deduction Extra Senior Deduction SALT (State And Local Tax) Deduction Cap Raised Changes with HSA (Health Savings Account) qualifications Child Tax Credit, Dependent Care FSAs, & Dependent Tax Credit Introduction of Child Savings Accounts 529 College Savings Plan Enhancements Deduction for Charitable Contributions Deduction (even if you take the standard deduction) New Temporary Deductions (2025–2028), Even for those who don't itemize Overhaul of Student Loans 📩 Sign up for our newsletter (NEW!) 🌐 Visit Catching Up to FI website 🔗Connect with us ☕ Like what you hear on Catching Up to FI? Support the show at "Buy Me a Coffee" 🎙️We love hearing from you! Record a Voice Message with your feedback or question Record a Voice Message with your feedback or question ===DEALS & DISCOUNTS FROM OUR TRUSTED PARTNERS=== 🆕NEW PARTNER: Alloy TheAlloyMarket.com offers a seamless and efficient way to sell your gold, silver, and platinum jewelry, regardless of its condition. They are committed to transparency and fairness, ensuring you get the best possible value for your items. Visit TheAlloyMarket.com and use referral code CUTOFI15 to a get $15 bonus when you sell items over $199 (limited time offer). For a full list of current deals and discounts from our partners, sponsors and affiliates, click here: catchinguptofi.com/our-partners RESOURCES MENTIONED ON THE SHOW: (As an Amazon Associate, I earn from qualifying purchases.) 🌐Full Text of the Bill signed into law on 7/4/25 Newsletter with OBBBA Tax Law Toolkit Includes additional content from trusted resources & experts) IRS Factsheet for OBBBA Key Elements: 'One Big Beautiful Bill Act' from CFP Board Newsletter with OBBBA Tax Law Toolkit (Includes additional content from trusted resources and experts) ⏰ 'Catching Up to FI' Episodes Banishing The Burden of Student Loan Debt | Travis Hornsby | 122 A Hero's Journey: Krista & Ed, The Mother of All Case Studies! | Krista and Ed Kim | 97 Millennial Revolution is in The House! | Kristy Shen, Bryce Leung & Little Matchstick | 93 If you enjoyed this episode, please follow the show on your podcast player and leave us a rating or review. If you want to watch, be sure to subscribe to our YouTube Channel. This helps others find the show and keeps us creating great content for you! ⚠️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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Oct 19, 2025 • 51min

How A Single Mom Reached F.I.R.E. by 49 | Jackie Cummings Koski | 173

Jackie joins our friends to the north in Canada for a live taping of TD Direct Investing's 'Inside Investing', turning her late-starter playbook into a friendly masterclass for Canadians and Americans alike. Host Rob Moysey tees up her arc—divorce in her 30s with ~$20k in retirement savings, millionaire a decade later, retired at 49. Jackie fills in the human bits: purpose after FI, why 'precision is not required,' and how a BetterInvesting club cured her market fear. She also walks through: The simple engine that did the work: Maxing out an employer retirement plan, Roth IRA, and HSA in low-cost index funds The math behind her Financial Independence target (25× annual expenses ≈ $1M on ~$40k/yr) How she kept joy in the journey while saving ~$3k/month The kicker: despite five years of withdrawals in retirement, her net worth rose from $1.3M (Dec 2019) to ~$2.1M (July 2025). The message lands like a hug and a nudge—know your numbers, automate the boring stuff, and retire TO something. 📩 Sign up for our newsletter (NEW!) 🌐 Visit Catching Up to FI website 🔗Connect with us ☕ Like what you hear on Catching Up to FI? Support the show at "Buy Me a Coffee" 🎙️We love hearing from you! Record a Voice Message with your feedback or question Record a Voice Message with your feedback or question ===DEALS & DISCOUNTS FROM OUR TRUSTED PARTNERS=== 📈 Boldin (formerly NewRetirement): Retirement planning software that's like having a financial advisor at your fingertips. You can get started with the free version or choose the premium option (PlannerPlus) and get a 14-day free trial. 👉🏼 Be sure to use this link to get started: Go.boldin.com/catchingup For a full list of current deals and discounts from our partners, sponsors and affiliates, click here: catchinguptofi.com/our-partners RESOURCES MENTIONED ON THE SHOW: (As an Amazon Associate, I earn from qualifying purchases.) 🌐Jackie's website FInomenalWoman.com 📕F.I.R.E. For Dummies 📘Money Letters 2 My Daughter 📈Jackie's Investment Club through BetterInvesting.org 📺 TD Direct Investing YouTube ⏰ 'Catching Up to FI' Episodes From Poverty to Wealth and Early Retirement | Jackie Cummings Koski | 007 If you enjoyed this episode, please follow the show on your podcast player and leave us a rating or review. If you want to watch, be sure to subscribe to our YouTube Channel. This helps others find the show and keeps us creating great content for you! ⚠️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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11 snips
Oct 12, 2025 • 1h 13min

First Time Ever! The 2 Most Important Women in the Life of JL Collins | Jane & Jess Collins | 172

In a groundbreaking episode, Jane Collins, a former dance teacher, and her daughter Jessica, a fitness entrepreneur and ex-tech sales pro, share their unique insights on financial independence. They reveal how growing up with JL Collins shaped their money habits, emphasizing the importance of experiences over material goods. Jessica recounts her youthful financial lessons and the challenge of delayed car ownership. They also discuss charitable values, early investing habits, and their family's dedication to debt-free living, illustrating how financial education fosters a legacy.
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37 snips
Oct 5, 2025 • 1h 22min

How To Build Your Own Paycheck: From Saver to Spender | Fritz Gilbert & Dana Anspach | 171

Dana Anspach, a CFP and founder of Sensible Money, and Fritz Gilbert, creator of The Retirement Manifesto, delve into the nuances of transitioning from saving to spending in retirement. They explore the intricacies of drawdown strategies and emphasize that success hinges on a hundred small financial decisions. Key discussions include managing taxes, understanding social security's impact, and avoiding common pitfalls that lead to underspending. Their big takeaway? Document your plan, automate cash flow, and enjoy life’s ‘go-go’ years.
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12 snips
Sep 28, 2025 • 47min

What Would 'Your Money' Look Like In a Simple Sketch? | Carl Richards | 170

Carl Richards, a CFP and visual artist known for his Sketch Guy column in The New York Times, delves into the emotional aspects of money. He reveals how we unintentionally structure our lives around finances, often sidelining health and relationships. Discussing the concept of 'enough,' he emphasizes it's about mindset, not a figure. The conversation explores how money can't fulfill our deeper needs like love or self-worth, and introduces his book, filled with sketches that foster meaningful discussions about finances and life.
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13 snips
Sep 21, 2025 • 1h 2min

A Richer Retirement: The 4.7% Rule | Bill Bengen | 169

In this enlightening discussion, Bill Bengen, a renowned retirement researcher and creator of the original 4% rule, shares insights from his new book, A Richer Retirement. Joined by his wife, Barbara, they reveal their love story before diving into essential strategies for managing a successful retirement withdrawal plan. Bill explains the evolution of the 4% rule to 4.7%, discusses the impact of valuation and inflation, and offers guidance for late starters on how to balance saving and enjoying life. A must-listen for future retirees!

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