

ChooseFI | Financial Independence Podcast
ChooseFI
Jonathan & Brad explore the world of Financial Independence. They discuss reducing expenses, crushing debt, building passive income streams through online businesses and real estate. How to pay off debt, Crush your grocery bill and travel the world for free. No topic is too big or small as long as it speeds up the process of reaching financial independence.
Episodes
Mentioned books

27 snips
Sep 11, 2023 • 55min
Salary Negotiation & Early Retirement | Financial Mechanic
This podcast discusses the art of successful salary negotiation, from doing research to handling discomfort and self-doubt. Negotiating can be intimidating, but it's important to advocate for yourself. They also explore the compounding benefits of negotiating salaries and discuss the scarcity versus abundance mindset in job negotiation. Embracing discomfort and pushing through it can lead to financial benefits. The podcast highlights the importance of negotiation skills and their impact on financial independence.

25 snips
Sep 4, 2023 • 1h 5min
From Food Stamps to FI | Theresa
Theresa, a single mother, shares her journey of overcoming debt and building financial literacy. Topics include the importance of community, finding financial literacy, pulling the levers of FI, and the hot seat. Learn how to navigate financial challenges and build the life you want!

17 snips
Aug 27, 2023 • 56min
This is Not a Dress Rehearsal | August Roundup with Katie
Financial expert Katie Gatti joins for an August Roundup discussing spending for value, getting the best out of yourself, claiming the life you want, mastering your financials, limiting beliefs, and the power of identity statements.

33 snips
Aug 21, 2023 • 52min
Mini-Retirements to Accelerate Your Path to FI | Jillian Johnsrud
Jillian Johnsrud, an expert in mini-retirements, joins the podcast to discuss strategies for achieving financial independence through mini-retirements. The episode covers topics such as building fun into your life, negotiating mini-retirements with employers, accelerating the path to FI, and the importance of clear intentions. Gillian also shares insights on fairness and reciprocity in employee-employer relationships, as well as information about her upcoming book and podcast focused on mini-retirements.

Aug 14, 2023 • 49min
Catching up to FI | Becky Heptig & Bill Yount
Bill Young changed his spending from near zero savings to a 35-40% rate in just one year — as an emergency room physician who had already blown through a high income. This episode features Bill and Becky Heptig, hosts of the new podcast Catching Up to FI, who share how they rebuilt their financial lives after starting at age 50.
Becky recounts her journey from net worth zero at 50 to achieving FI, while Bill discusses the lifestyle inflation traps he fell into despite a physician's salary. Both emphasize the emotional hurdles late starters face — regret, shame, and comparison with peers who started in their twenties. The conversation shifts to actionable strategies: dramatically increasing savings rates, cutting expenses without sacrificing meaningful experiences, and avoiding high-fee advisors.
They stress the importance of knowing your exact financial standing and setting clear goals to guide decisions. While they acknowledge that starting late means missing out on decades of compound growth, they argue it's never too late to improve your situation and gain control over your finances. The episode offers hope and practical steps for anyone who feels they've waited too long to start.
Key Topics
Becky's Journey [00:01:08]
Becky shares her experience starting her financial journey at age 50, transitioning from a net worth near zero to achieving FI.
Bill's Late Start [00:02:21]
Bill discusses his background as an emergency room physician and the financial mistakes he made due to lifestyle inflation.
Mindset Shifts [00:05:19]
Importance of overcoming regret and focusing on actionable steps in the present for financial progress.
Strategies for Late Starters [00:14:49]
Bill emphasizes the need for a significant increase in savings rates and effective investment strategies. Importance of addressing both income and expenses to strengthen financial standing.
The Importance of Setting Goals [00:20:15]
Becky highlights the necessity of knowing your financial standing and setting clear financial goals to guide actions.
Is it Ever Too Late to Start? [00:33:32]
Discussion on the realities of starting late in the FI journey and the balance between leveraging life experiences and addressing missed opportunities.
Key Takeaways
Change your mindset to overcome feelings of regret and jealousy regarding financial roles
Create clear financial goals and know your current standing to improve your savings rate
Downsize lifestyle choices to redirect funds toward savings and investments
Avoid high-fee financial advisors and invest in low-cost index funds for better returns
Engage with supportive communities to share stories and find encouragement in your journey
Notable Quotes
"Every dollar saved grants control and enhances well-being." [00:34:27]
"Late starters need to act swiftly and intentionally, just like a 25-year-old on their financial path." [00:32:27]
"It's never too late to embark on the path to financial independence." [00:41:59]
Action Items
Start tracking your expenses to understand where changes can be made
Set a personal financial goal to guide your saving efforts
Downsize your living space to free up resources for savings
Connect with supportive communities for motivation and accountability
Related Resources
Catching Up to FI Podcast [00:49:09]
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5 snips
Aug 7, 2023 • 1h 13min
Rubber Ducks and Systems for Land Investing
Most people who lose money on land never want to touch it again. JT Olmstead went the opposite direction. After spending years as an IT network engineer, he turned land investing into a systemized business that lets him work on his own terms. His path to financial independence started the same way many others do — stumbling across Mr. Money Mustache in 2011, cutting expenses, chasing the early retirement dream. But somewhere between his first failed commercial real estate deal and building a thriving land business, JT's goals shifted. Instead of retiring as fast as possible, he started asking: what version of myself do I want to become?
Brad Barrett sits down with JT to unpack that evolution. They cover JT's early financial struggles, the mindset shift that made him rethink success, and the systems-first approach that powers his land business today. If you've ever wondered how to recover from a bad real estate investment — or why land, of all things, might be one of the most interesting niches in real estate — this conversation delivers.
Key Topics and Timestamps
[00:00:50] Introduction to JT Olmstead
Background as a long-time FI community member dating back to 2017.
[00:03:00] Finding Financial Independence
JT's early discovery of Mr. Money Mustache in 2011 and how frugality shaped his initial approach.
[00:08:00] Transformational Experiences
Life events that shifted JT's focus from chasing high income to seeking genuine fulfillment.
[00:22:00] Real Estate Investing Journey
JT's transition from IT to real estate, including a failed commercial office investment and self-identification as a real estate investor.
[00:40:00] Land Investing
JT's approach: targeted mail offers, public database research, pricing strategy, and prioritizing convenience and speed over price.
[01:03:00] Hot Seat Questions
Rapid-fire Q&A covering personal insights and recommendations.
Key Quotes
"Finding FI reveals the pursuit of a better life." [00:03:10]
"Not all decisions lead to success; some factors are beyond our control." [00:32:13]
"Striving to be the best version of ourselves is fundamental to growth." [00:12:54]
"We prioritize convenience and speed for our customers." [00:41:21]
"Reading Essentialism keeps me focused on what truly matters." [00:14:02]
Related Resources
Mr. Money Mustache Blog [00:03:00]
REtipster by Seth Williams [01:01:15]
FAQs
What is financial independence?
Financial independence is the state of having sufficient personal wealth to live without having to work actively for basic necessities. [00:01:30]
What are common challenges in land investing?
Land investing can be challenging due to market inefficiencies, illiquidity, and variability in property values. [00:49:02]
How did JT transition from IT to real estate?
JT built a strong financial base with savings which allowed him to pivot into real estate investing after assessing market opportunities. [00:34:00]
What resources does JT recommend for new investors?
JT suggests podcasts like Casual Fridays and REtipster as excellent resources for land investing beginners. [01:00:51]
How does JT approach pricing land?
JT customizes pricing based on data analysis and specific property characteristics, allowing for accurate offers. [00:56:05]
Support the ShowWe work hard to keep ChooseFI ad-free for a clean listening experience. The easiest way to support us is to use our Top Recommended Cards page when signing up for your next travel rewards credit card.

7 snips
Jul 31, 2023 • 56min
July Roundup: Working Backwards Into FI
Most people think financial independence means maximizing every dollar saved—but what if the real win is knowing when to spend? Brad Barrett teams up with listener Ginger for a roundup of the month's most compelling takeaways, from Carl Jensen's evolution on spending for happiness to Brian Feraldi's case for dead-simple investing. This episode synthesizes insights from multiple recent shows, tackling listener questions on Roth IRAs as emergency funds, breaking up with a financial advisor, and whether travel rewards still move the needle. If you've ever felt stuck between saving for the future and living now, this conversation reframes the whole debate.
Key Topics & Timestamps
[00:01:05] Listener Feedback and Roundup Explanation
Introduction of the new roundup format
How community input shapes the show
[00:04:00] Travel Rewards Resources
Ginger introduces a new top 10 travel rewards cards page
Listeners encouraged to research and utilize travel rewards effectively
[00:05:40] Spending for Happiness Discussion
Analysis of Carl Jensen's perspectives on spending beyond frugality
Insight into how personal values can shift over time
[00:20:25] Value-Based Spending
Encouragement to invest resources in what truly matters
[00:22:03] Investment Insights with Brian Feraldi
The significance of dollar-cost averaging into index funds
Mindful investing strategies
[00:41:05] Mailbag Episode Insights
Roth IRAs and the advantages of using them for emergency funds
Tips on how to navigate breaking up with a financial advisor
Key Quotes
"We're all regular, fallible people just trying to navigate life." [00:10:28]
"Living your life fully holds more value than merely optimizing finances." [00:50:02]
"Make money, spend less, invest simply, and wait longer is the best financial advice there is." [00:31:19]
"You spend on what you value." [00:20:25]
"Focus on your mindset over complex financial calculations." [00:24:21]
Action Items
Assess what financial values are most important to you [00:20:10]
Revisit and optimize your monthly budget for both savings and enjoyment [00:50:00]
Related Resources
ChooseFI travel rewards guide
Support the ShowWe work hard to keep ChooseFI ad-free for a clean listening experience. The easiest way to support us is to use our Top Recommended Cards page when signing up for your next travel rewards credit card.

18 snips
Jul 23, 2023 • 58min
447 | Mailbag: Breaking Up With Your Advisor, I Bonds, 4% Rule, and Roth IRAs
Your financial advisor's 1% fee just cost you $10,000 this year — and next year it'll be even more. Jason's question about breaking up with his advisor isn't unique; it's one of the most common technical dilemmas Brad receives. The core challenge isn't just leaving — it's executing the transfer without triggering unexpected taxes or losing your cost basis information along the way.
Brad and Sean Mullaney (the FI Tax Guy) tackle the mechanics of transitioning from high-fee advisors to low-cost index funds, covering the ACAT process, in-kind transfers, and the emotional component of firing someone you've worked with for years. They also field questions on I Bonds (when to cash out, how interest is taxed), the 4% rule's limitations based on age and life expectancy, and strategies for opening Roth IRAs for kids with earned income.
Key Topics
Breaking Up with Your Financial Advisor [00:01:34]
Initiate the account transfer by contacting the new institution
Request an ACAT (Automated Customer Account Transfer) to minimize tax implications
Obtain complete cost basis information before transferring to ensure accurate reporting
Consider the emotional components in the transition process
Understanding I Bonds [00:22:10]
If sold before 5 years, the last 3 months of interest are forfeited
Taxation of interest occurs upon redemption
Current interest rates and considerations for cashing out versus holding
The 4% Rule and Life Expectancy [00:29:11]
It serves as a guideline, not a strict rule
Individual circumstances such as age and life expectancy affect its applicability
Practical insights into retirement withdrawals
Resources
ChooseFI Facebook Group
Blog on Roth IRA for Kids
FI Tax Guide
Key Quotes
"Initiate your account transfer by directly contacting your new institution." [00:03:19]
"Direct communication with your new institution is key to a smooth transition." [00:09:49]
"Always remember: contributions are withdrawable tax-free before earnings." [00:52:04]
"Understand that the 4% rule is a starting point, not an absolute." [00:31:31]
"Maximize your giving by donating appreciated stock to charity." [00:21:00]
Chapter Markers
[00:00:00] Introduction
[00:01:34] Breaking Up with Your Financial Advisor
[00:22:10] Discussion on I Bonds
[00:29:11] Understanding the 4% Rule and Life Expectancy
[00:57:44] Conclusion and Resources
Terminology
ACAT [00:03:19]
Automated Customer Account Transfer, a system that allows the transfer of assets between financial institutions.
I Bonds [00:22:10]
Series I savings bonds issued by the U.S. Treasury that earn interest based on inflation.
Roth IRA [00:37:01]
A retirement account that allows individuals to contribute after-tax income, which can grow tax-free.
4% Rule [00:31:31]
A guideline suggesting that retirees can withdraw 4% of their retirement savings annually without running out of money.
FIFO [00:54:10]
First In, First Out, an accounting method for managing inventory and withdrawals from accounts.
Action Items
Evaluate your current investment fees and consider transfer options [00:09:00]
Obtain complete basis information for stocks before transferring accounts [00:11:16]
Analyze your income brackets and assess if a Roth conversion is suitable this year [00:46:07]
Call your new institution to lead the account transfer process [00:03:19]
Consider the tax implications before breaking up with your financial advisor [00:09:49]
Teach your children about personal finance by contributing to a Roth IRA in their name if they have earned income [00:37:20]
Utilize the donor advised fund for charitable contributions to maximize tax benefits [00:21:00]
▶ Listen Next: Ep. 457 — Mailbag: How to Cover Your Expenses in Early Retirement | Essential ListeningSupport the ShowWe work hard to keep ChooseFI ad-free for a clean listening experience. The easiest way to support us is to use our Top Recommended Cards page when signing up for your next travel rewards credit card.

6 snips
Jul 17, 2023 • 1h 1min
Small and Mighty Real Estate Investor | Chad Carson
Most real estate investors obsess over adding more properties to their portfolios. Chad Carson spent years doing the opposite—and found it made him wealthier, happier, and far less stressed.
Chad returns to discuss his newly released book, 'The Small and Mighty Real Estate Investor,' which challenges the real estate community's relentless focus on acquisition. Drawing from his experiences during the Great Recession and his introduction to the FIRE community, Chad redefines success in real estate investing around one central question: What is enough?
The conversation explores the significance of location and walkability, the psychological benefits of debt reduction, and how owning fewer properties can minimize hassle while maximizing freedom. Chad shares the strategies he's implemented to simplify his investing process, allowing him to travel and live abroad while spending just two to four hours per week managing his portfolio.
Chapters
Introduction of Chad Carson [00:01:02]
Discussion about the book 'The Small and Mighty Real Estate Investor' [00:01:54]
Travel Experiences and Lifestyle [00:05:07]
The Importance of Walkable Communities [00:10:05]
Debt Management Strategies [00:30:13]
Actionable Investment Strategies [00:39:42]
Key Quotes
"True success starts with asking: What is enough?" [00:01:01]
"Warren Buffett said: It's insanity to risk what you have for what you don't need." [00:30:58]
"The least hassle properties can save you countless headaches." [00:19:55]
"A small and mighty investor owns what's necessary to achieve their goals." [00:44:22]
"Debt should be a tool, not a religion." [00:34:48]
Action Items
Reflect on what 'enough' means for you in investing. [00:01:01]
Consider reducing your portfolio to simplify management and risk. [00:22:19]
Focus on walkability when choosing property locations to enhance tenant satisfaction. [00:19:36]
Evaluate your current real estate investments and consider simplifying your portfolio. [00:22:19]
Develop your 'buy box' criteria for property investing. [00:49:10]
Assess your current debt levels and investigate strategies for responsible reduction. [00:30:13]
Terminology
FIRE: Financial Independence, Retire Early - a movement focused on saving aggressively to retire early. [00:04:05]
Portfolio: A range of investments held by an individual or entity. [00:34:56]
Buy Box: A specific set of criteria that defines what properties an investor is willing to buy. [00:49:10]
Related Resources
The Small and Mighty Real Estate Investor [00:57:28]
Support the ShowWe work hard to keep ChooseFI ad-free for a clean listening experience. The easiest way to support us is to use our Top Recommended Cards page when signing up for your next travel rewards credit card.

27 snips
Jul 9, 2023 • 38min
Fundamental Truths of Investing | Brian Feroldi
Most investors are guaranteed to be wrong—a lot. Brian Feroldi learned this truth the hard way over 18 years, and it's just the beginning. Brad sits down with Brian, an investing educator with nearly half a million Twitter followers, to unpack the psychological traps and strategic insights that separate successful long-term investors from those who flame out. Expect counterintuitive lessons on why losing money stings three times harder than gains feel good, why history matters more than technical analysis, and why the simplest strategies often win.
Key Topics Discussed
Investor Lessons Overview [02:00]
Investors often learn painful lessons, regardless of investment strategy.
Psychological Biases in Investing [10:00]
Understanding the impact of loss aversion and the emotional responses to gains and losses.
Dollar-Cost Averaging [21:00]
A recommended strategy for beginners, minimizing risk and easing investment decisions.
Long-Term Investment Mindset [23:00]
The importance of patience and maintaining perspective over time.
Avoiding Leverage [26:00]
Keeping financial strategies conservative to avoid catastrophic losses.
Final Thoughts on Wealth Building [38:00]
Simplifying financial advice into clear steps.
Key Quotes
"Expect to be wrong often—it's part of investing." [00:04:24]
"The pain of loss is three times more intense than the joy of gain." [00:10:57]
"Balance pessimism and optimism for successful investing." [00:16:10]
"Investing is essential for building wealth." [00:38:54]
"Simplify your financial strategy to build wealth effectively." [00:30:07]
Timestamps
[00:02:00] Investor Lessons Overview
[00:10:00] Psychology and Investing
[00:21:00] The Importance of Dollar-Cost Averaging
[00:23:00] Long-Term Mindset in Investing
[00:26:00] Avoiding Leverage
[00:38:00] Final Thoughts
Related Resources
The Psychology of Money by Morgan Housel (Timestamp: 00:24:44)
The Psychology of Human Misjudgment by Charlie Munger (Timestamp: 00:12:24)
Support the ShowWe work hard to keep ChooseFI ad-free for a clean listening experience. The easiest way to support us is to use our Top Recommended Cards page when signing up for your next travel rewards credit card.


