

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

Jan 18, 2021 • 1h 7min
288 | Mad Fientist on Mastery and Creativity Post FI
Most people who reach financial independence think they've crossed the finish line—Brandon discovered he'd been running the wrong race entirely. After years of sprinting toward FI, convinced it would unlock his dream of making music, he hit his number and found himself no closer to creating the weird electronic tracks he'd been imagining. The problem wasn't the goal itself, but the goal-oriented mindset that had him delaying happiness until some arbitrary future date. Now, Brandon's approach has flipped: instead of chasing milestones, he's pursuing mastery of the relationship between money, time, and happiness—a framework that's already yielded more creative output and fulfillment than his original plan ever could have.
Brandon returns to share how his post-FI journey revealed the limitations of traditional goal-setting. Rather than checking boxes and moving to the next target, he advocates for a mastery mindset—one that values the creative process over outcomes and recognizes that genuine satisfaction comes from sustained engagement with what matters. The conversation explores the triangle of money, time, and happiness, examining how these elements interact and why optimizing for all three simultaneously proves impossible. Brandon reflects on his evolution as a musician, detailing the mental blocks he overcame and the realization that creativity stems from a unique blend of influences rather than natural talent.
Key Takeaways
Focus on Mastery Over Goals: A mindset centered around mastery maintains motivation and satisfaction far better than chasing discrete targets
Balance Money, Time, and Happiness: These three elements form an interconnected triangle—true fulfillment requires understanding their trade-offs
Engagement in Creative Processes: Genuine happiness stems from creative activities pursued for their own sake, not for external validation
Value-Based Spending: Prioritize spending on experiences and items that genuinely enhance happiness rather than following societal scripts
Chapters
[00:01:50] Introduction to Brandon
[00:08:04] Defining Mastery vs Goals
[00:34:35] Brandon's Journey in Music
[00:50:50] Creating the Album
[01:06:40] Conclusion
Notable Quotes
"Focus on mastering the relationship between money, time, and happiness." [00:08:04]
"More hours poured in mean a greater chance of success." [00:50:52]
"You can have anything, just not all at once." [00:09:02]
"Creativity is built from your unique blend of influences." [00:56:07]
Action Items
Experiment with your spending to find out what truly enhances your happiness
Dedicate time daily to a creative project or hobby to enrich your life
Resources Mentioned
Atomic Habits by James Clear [00:09:28]
Recommended for insights on building effective habits and systems
https://jamesclear.com/atomic-habits
▶ Listen Next: Ep. 290 — Target Date Funds and Retirement Investment Strategies | 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.

Jan 15, 2021 • 51min
287 | Creating an Intentional Financial Life
Most New Year's resolutions fail because they're vague wishes, not systems. Brad and Dominick break down what actually works when you're trying to change your life at the start of a new year — and it's not about setting better goals.
They discuss personal health experiments, the concept of living an examined life, and why community matters more than willpower. The conversation covers testing dietary impacts, building intentional systems instead of hoping for motivation, and finding mentors who've already solved the problems you're facing.
Key Topics:
Introduction to Goal Setting [00:00:00]
Defining clear and intentional goals as the new year starts.
Discussing Health Goals [00:02:10]
Brad shares observations about shifting focus from weight loss to understanding energy levels and overall wellness. Testing personal dietary choices and their effects on health.
The Examined Life [00:04:03]
Reflecting on personal values and experiences to foster self-awareness. How examining your life enhances clarity in making lifestyle choices.
Self-Experimentation [00:09:28]
Understanding personal health and wellness through testing.
Community and Mentorship [00:30:07]
The role of community support in achieving personal goals and learning from others. Finding mentors and building connections with like-minded individuals.
Key Quotes:
"Alcohol significantly hampers your bodily functions the next day." [00:05:38]
"It's more about mastering a process than just setting goals." [00:11:03]
"Perfection shouldn't hinder progress." [00:19:52]
Action Items:
Conduct a personal review of eating habits to identify potential improvements. [00:07:00]
Set specific measurable goals instead of vague resolutions to track progress. [00:11:03]
Related Resources:
Chris Gilbo's article on Annual Review [00:20:10]
▶ Listen Next: Ep. 288 — Mad Fientist on Mastery and Creativity Post FI | 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.

Jan 11, 2021 • 39min
286 | Diversifying Income Streams and Side Hustles
Two layoffs in "safe" industries taught Daniella that job security is an illusion. After losing positions in retail IT and web development, she stopped waiting for stability to find her and started building it herself—through freelancing, talent stacking, and multiple income streams. Her shift from employee to entrepreneur wasn't just about survival; it became a blueprint for financial independence.
Daniella's career began in retail IT before transitioning to web development. When layoffs disrupted both paths, she leveraged severance packages and past connections to launch a freelance business. Along the way, she discovered the power of combining diverse skills—what she calls talent stacking—to increase her value and opportunities in an unpredictable market.
Now, with her freelance business growing and financial independence goals within reach, Daniella shares the strategies that transformed her career setbacks into a more resilient, intentional financial life.
Key Topics Discussed
Daniella's Layoff Experience [00:02:27]
Initial experiences and emotions surrounding job loss in IT. The impact of severance packages and the urgency to secure new employment.
Transition to Freelancing [00:08:37]
Daniella discusses initial freelance work post-layoffs. The importance of leveraging past connections for freelance opportunities.
Financial Awakening [00:16:03]
Realization of the necessity for multiple income streams. Reflection on managing consumer debt and emergency funds post-layoffs.
Building a Talent Stack [00:09:59]
Define talent stacking as a combination of diverse skills. Discuss how different skills contribute to increased opportunities.
Networking for Freelancing [00:28:05]
Strategies for building a professional network via platforms like Twitter and Instagram. The transformation of networking in today's job market.
Action Items
Start building side hustles while maintaining a full-time job for a financial buffer [00:26:46]
Engage in online networking to discover freelance opportunities through social media [00:28:05]
Explore online educational platforms like Udemy and Coursera for skill enhancement [00:26:55]
Assess your current skills and identify opportunities where you can freelance [00:16:30]
Join online communities related to your career for networking [00:28:05]
Key Quotes
"If you're relying on someone else to provide you that security, then there's an issue." [00:00:40]
"I feel like a failure if there is no money coming in." [00:16:30]
"You can create multiple streams of income." [00:18:56]
"Be honest about all the experience you have." [00:12:05]
Related Resources
ILikeToDabble.com [00:37:35]
▶ Listen Next: Ep. 287 — Creating an Intentional Financial Life | 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.

26 snips
Jan 3, 2021 • 1h 12min
284 | The Simple Path to Wealth: JL Collins on Index Fund Investing
Your investment returns aren't suffering because your strategy is too simple—they're suffering because it's too complicated. Jl Collins, whose book The Simple Path to Wealth has sold hundreds of thousands of copies on zero marketing budget (every sale driven by word of mouth), explains why the most powerful investment approach is also the easiest. Originally written as blog posts for his daughter, his guide has become the most influential resource in the financial independence community precisely because it cuts through Wall Street's manufactured complexity.
Key Topics:
[00:00:00] Introduction to Jl Collins
Overview of Jl's influence in the financial independence community.
[00:04:04] The Origin of The Simple Path to Wealth
Jl shares the backstory of his book, originally intended for his daughter, and its growth through a blog.
[00:14:11] Understanding Index Fund Investing
Explanation of index funds and their advantages over actively managed funds.
[00:21:30] The Importance of Low Fees
Discussion on how expense ratios can impact long-term investment returns.
[00:49:25] Time in the Market vs. Timing the Market
The futility of trying to time investments and the psychological resilience required during market downturns.
Notable Quotes:
[00:12:24] "Investing's true power lies in simplicity."
[00:16:53] "Think long-term for true investment growth."
[01:10:42] "Success is found in simplicity, not competition."
Related Resources:
The Simple Path to Wealth
Vanguard Index Fund Information
Action Items:
[00:22:42] Consider switching to low-cost index funds if currently invested in high-fee funds.
[00:57:03] Identify your emotional response to market volatility to prepare for future investments.
Previous Episodes:
Original Episode with JL Collins [Episode 19]
▶ Listen Next: Ep. 285 — Getting Started with Financial Independence: Simple Investing Strategies | 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.

Dec 21, 2020 • 52min
The Debt Free Guys
John Schneider and David Auten were working in financial services, helping clients manage money and plan for retirement — all while drowning in $51,000 of credit card debt themselves. Their story challenges the assumption that financial expertise translates to personal discipline, and their Debt Lasso method offers a concrete alternative to the usual avalanche-versus-snowball debate.
In this conversation, John and David discuss the unique financial pressures facing the LGBTQ+ community, from systemic barriers to social expectations around appearance and lifestyle. They share how they turned their debt around in two and a half years, not by cutting out joy, but by realigning spending with their actual values.
Key Topics
Introduction and Relationship to Debt [00:00:43]
John and David recount how they accumulated significant debt despite professional backgrounds in financial services.
LGBTQ+ Financial Experience [00:06:14]
The financial struggles specific to the LGBTQ+ community, including societal pressures and systemic challenges that contribute to poorer financial outcomes.
Living According to Personal Values [00:10:56]
Aligning spending habits with personal values rather than external expectations.
Social Spending Adjustments [00:25:29]
Tips on maintaining social connections without overspending — seeking low-cost or free activities and being transparent about financial goals.
Debt Lasso Method Explained [00:32:39]
A structured approach to paying off debt involving commitment, balance consolidation, automated payments, and progress tracking.
Conclusion and Resources [00:51:25]
Encouragement for ongoing financial conversations and community support.
Key Quotes
"Helping others manage finances while buried in debt ourselves highlights the need for honest discussions about money." [00:02:43]
"Starting tough conversations about finance is crucial in the LGBTQ+ community." [00:10:03]
"Real fun comes from the company, not the expense." [00:27:17]
"Addressing our financial challenges is essential for our team's progress." [00:21:37]
Resources
Debt Lasso Calculator [00:51:53]
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.

Dec 18, 2020 • 40min
Be Wise, Your Financial Future is at Stake | Dan Otter
Most teachers discover they've lost hundreds of thousands in retirement savings only after it's too late to recover them. The culprit? Hidden 403(b) fees that can silently drain 1.25% to 3% of their nest egg annually — compounding to devastating losses over a 30-year career. Dan Otter from 403B Wise has spent decades helping educators spot these predatory investment products, often sold by sales agents who show up in staff lounges with confusing paperwork and zero fiduciary duty. He joins Brad and Jonathan to explain why school districts rarely protect teachers from these high-cost plans, how tools like 403bcompare.com can expose fee structures, and why collective advocacy is the only path to forcing districts into competitive bidding for low-cost options like Vanguard.
Timestamps:
[00:01:29] Introduction to Dan Otter
[00:04:02] The Challenge of 403(b) Plans
[00:08:39] Importance of Advocacy
[00:12:05] Navigating 403(b) Fees
[00:20:45] Positive Changes in 403(b) Plans
[00:39:07] Call to Action for Teachers
Key Topics:
403(b) Plans and High Fees:
Fees ranging from 1.25% to 3% or more erode retirement savings over time
Many teachers are uninformed when sales agents approach them in classrooms and staff lounges
Advocacy and Education:
Collective action among educators can push for better investment options
Resources like 403bcompare.com help teachers compare vendor fees and make informed choices
Success Stories:
Montgomery County, Maryland used competitive bidding to improve 403(b) conditions and teacher satisfaction
Action Steps:
Check vendor lists for low-cost options like Vanguard
Educate yourself about fees
Join advocacy groups like 403B Wise
Encourage colleagues to understand their retirement options
Quotes:
"No one cares more about your money than you do." [00:35:24]
"Little bits add up to a lot of money over time." [00:17:30]
"The 403(b) doesn't have fiduciary oversight like the 457B." [00:37:03]
"We need to build an army of advocates for teachers' financial futures." [00:33:56]
Related Resources:
403bcompare.com — Compare 403(b) vendor fees
403B Wise — Advocacy and education for teachers regarding their 403(b) plans
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.

Dec 14, 2020 • 46min
Retire Early...For You
Most people spend decades chasing the appearance of wealth instead of building actual wealth. Amy Blacklock thought she was doing everything right—good job, nice house, keeping up with the neighbors—until a wake-up call in her early forties revealed she had virtually no net worth. What happened next transformed her trajectory and proved that financial independence isn't reserved for people who started saving in their twenties.
Amy, founder of Life Simplified and Women Who Money, shares her journey from consumption-focused living to intentional wealth-building. Her story addresses a critical truth: most people struggle not because they lack income, but because they prioritize appearances over financial security.
Key Topics Discussed
Amy's Financial Journey [00:01:42]
Understanding Spending Habits [00:03:09]
The Wake-Up Call [00:08:18]
Making Drastic Changes [00:12:11]
Finding Balance [00:39:20]
Key Insights
It's never too late to begin your journey towards financial independence. [00:02:12]
Most people aren't managing to achieve everything they aspire to—it's about priorities. [00:03:45]
Chasing after others only holds you back from reaching your own financial goals. [00:05:16]
Genuine happiness comes from purpose, not the accumulation of wealth. [00:40:34]
True contentment comes from within, not from material possessions. [00:34:41]
Action Items
Start tracking your expenses to find out where your money goes. [00:10:04]
Identify one area where you can cut back on spending this week. [00:17:05]
Set a financial independence goal and outline steps to achieve it. [00:36:49]
Evaluate your current spending and identify areas for reduction. [00:05:43]
Communicate openly with your partner about financial goals. [00:21:27]
Terminology
Financial Independence (FI): The state of having sufficient personal wealth to live without having to work actively for basic necessities. [00:00:00]
Hedonic Treadmill: The tendency for people to quickly return to a relatively stable level of happiness despite major positive or negative events or life changes. [00:09:09]
Savings Rate: The percentage of disposable income that is saved rather than spent. [00:11:02]
Resources
Mr. Money Mustache Website [00:14:12]
Women Who Money [00:43:05]
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.

Dec 11, 2020 • 1h 1min
277 | How to Rebalance Your Investment Portfolio
Ten burpees a day could change your life—not because burpees are magic, but because you'd be someone who does hard things daily. Brad and Jonathan expand this idea from fitness into your investment portfolio, exploring why your strategy needs regular reassessment just like your workout routine.
Key Topics
Investor Policy Statement
Your investment strategy isn't set-it-and-forget-it. Brad and Jonathan walk through why you need a living document that outlines your strategy, risk tolerance, and goals—and how to adjust it when markets shift.
[00:14:30] What is an investor policy statement? - A document that outlines your investment strategy, risk tolerance, and goals.
Small Actions, Big Results
Committing to 10 burpees daily sounds trivial, but it builds the same proactive discipline that separates intentional investors from passive ones.
[00:04:29] "What would change if you committed to doing 10 burpees every day?"
Equal Weighting vs. Cap Weighting
Should your portfolio mirror the market's concentration in mega-cap stocks, or spread risk evenly across holdings? The hosts examine equal-weighted strategies as a diversification tool in volatile markets.
[00:15:07] Equal weighting gives each asset the same portfolio weight, while cap weighting allocates more to larger companies based on market capitalization.
Financial Conversations with Your Partner
Misaligned assumptions about retirement, risk, or spending can derail even the best plan. Have the awkward conversation now.
[00:17:57] Action Item: Discuss your financial strategy openly with your partner for better alignment on future goals.
Timestamps
[00:00:00] Introduction to the Investor Policy Statement
[00:01:34] Burpee Challenge and Fitness Discussion
[00:14:30] Analyzing Investment Strategies
[00:17:35] Importance of Risk Tolerance
[00:56:30] Neighborhood Wins – Community Achievements
Notable Quotes
[00:04:50] "Take action today, no matter how small it is."
[00:11:05] "Small actions compound into significant outcomes."
[00:07:40] "Be intentional about your life's narrative and choices."
Related Resources
Atomic Habits by James Clear
▶ Listen Next: Ep. 284 — The Simple Path to Wealth: JL Collins on Index Fund Investing | 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.

Dec 7, 2020 • 52min
276 | How to Set Up Your Financial Life: Investing for Beginners
Most people stumble into their financial setup by copying what their parents did or following advice from the nearest coworker—not exactly a recipe for optimizing your money. Brad and Jonathan lay out a more strategic approach to building the foundation of financial independence: setting up banking that works for you, not against you, and understanding how to start investing without falling into common traps.
Key Topics
[00:00:54] Introduction to Financial Independence
Overview of the back-to-basics series on building a financial independence plan.
[00:07:01] Setting Up Your Financial Life
Starting with a solid banking setup as the foundation for financial planning.
[00:08:02] Understanding Banking Basics
Key considerations for choosing checking and savings accounts to manage cash flow.
[00:30:47] Investment Strategies
Overview of different investment avenues and how to begin investing wisely.
[00:31:05] Utilizing 401k Matches
Emphasizing the benefits of employer matches in retirement savings.
[00:40:15] The Importance of Emergency Funds
Why a safety net is crucial for financial stability during unexpected expenses.
[00:52:00] Concluding Thoughts
Recap of the financial strategies discussed.
Key Points
Establish a solid banking system to manage cash flow. [00:08:02]
Take advantage of your employer's 401k matching contributions. [00:32:00]
Minimize fees by choosing the right banking accounts and avoiding unnecessary charges. [00:17:11]
Look for index funds with low expense ratios. [00:46:38]
Consider how quickly you can access funds when deciding whether you need a traditional savings account. [00:29:06]
Resources
Free Travel Rewards Course: choosefi.com/travel [00:51:09]
Related Episodes
Episode 272: Understanding Compound Interest [00:00:05]
Episode 275: Assessing Risk Tolerance for Investments [00:26:59]
▶ Listen Next: Ep. 277 — How to Rebalance Your Investment Portfolio | 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.

Dec 4, 2020 • 52min
275 | War Gaming Your Finances: Stress Testing Your Financial Plan
Most people think their risk tolerance is fixed — until their portfolio drops 30% and they realize they had no idea what they were actually comfortable losing.
Understanding your financial risk tolerance and re-evaluating your investment strategy are crucial components of achieving financial independence. Brad and Jonathan explore "war gaming" your finances by assessing personal variables that influence financial decisions. They explore the analogy between life and board games, where knowing the rules can lead to better outcomes. The hosts discuss practical tools, like price-tracking websites, to save money on purchases, particularly the dramatic price fluctuations in everyday items. They share personal experiences and insights on how external events can impact financial stability. Through different investment perspectives, the episode illustrates the importance of adapting one's strategy to changing life circumstances while keeping control over expenses and risk management.
Key Takeaways
Periodically assess your risk tolerance considering unique personal variables [00:01:04]
Tools like camelcamelcamel.com can help monitor products and save money by buying items when prices drop [00:02:07]
Life operates like a board game; understanding the rules leads to better financial outcomes [00:09:23]
As life situations change, regularly assess and adjust your investment strategies [00:24:03]
War gaming involves considering various financial scenarios to reinforce your investment and spending strategies [00:30:25]
Chapters
[00:00:00] Introduction to the Concept
[00:01:04] Understanding Risk Tolerance
[00:01:41] Using Price Tracking Tools
[00:06:15] The Board Game Analogy
[00:08:59] Strategizing Your Finances
[00:30:25] Evaluating Investments
[00:46:26] Community Wins and Announcements
Action Items
Set up price alerts for items you want to buy using camelcamelcamel.com [00:02:07]
Reflect on and document your risk tolerance and how it has changed over the years [00:12:30]
Analyze your monthly living costs to identify areas for potential savings [00:12:30]
Notable Quotes
"Knowing the rules is the key to winning at life." [00:06:23]
"Analyze your finances before you find yourself on tilt." [00:46:43]
"Not every financial move is a good move." [00:08:34]
"Life operates like a board game; understanding this can guide your path." [00:09:23]
Related Resources
CamelCamelCamel - Price tracking tool [00:02:07]
The Simple Path to Wealth by J.L. Collins [00:41:41]
Community Announcement
Year-end wins event on December 8th at 7:30 PM EST where community members can share their accomplishments. For more details, visit chooseFI.com/2020wins.
Listener Win
Abby's achievements celebrated [00:50:34]
▶ Listen Next: Ep. 276 — How to Set Up Your Financial Life: Investing for Beginners | 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.


