

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

Nov 26, 2018 • 55min
103 | The Trades Path to Financial Independence
Most financial independence surveys don't show electricians, plumbers, or carpenters — yet these tradespeople can earn $70+ per hour without student debt. This is the FI path hiding in plain sight.
Tinian Crawford (Captain DIY) walks through the trades route to financial independence: how the apprenticeship process actually works, why networking with other tradespeople multiplies your income, and how to balance a day job with side gigs. The conversation covers starting pay versus long-term earning potential, the lack of financial literacy in the trades, and the flexibility that makes this career path particularly suited to FI.
Chapters
Introduction [00:00:00]
The Value of Trades in FI [00:01:45]
Tinian's Story [00:03:45]
The Apprenticeship Process [00:11:10]
Building a Network [00:32:00]
The Hot Seat [00:44:24]
Conclusion [00:54:30]
Key Topics
Why trades are underrepresented in FI communities
Despite high earning potential, trades professions rarely appear in financial independence surveys alongside doctors, engineers, and lawyers.
Tinian's career shift
His path from graphic design to trades, and how labor experience reshaped his career trajectory.
Becoming licensed
The apprenticeship process, including pathways to licensure and balancing school with work.
Financial literacy gap
The lack of financial education among tradespeople and strategies to close it.
Networking effects
How connecting with other tradespeople creates job opportunities and collaborative work.
Day jobs plus side work
Managing full-time employment while pursuing side gigs to maximize income and flexibility.
Notable Quotes
"Starting pay in trades may be low, but income increases significantly over time." [00:20:04]
"Tradespeople can earn a minimum of $70 an hour or more, depending on their skill level and demand." [00:04:13]
"The more trades that I network with, the more jobs I get through them." [00:32:17]
Resources
The Simple Path to Wealth [00:49:55]
Mad Scientist Podcast [00:36:30]
Tinian Crawford (Captain DIY): diy2fi.com, Twitter @DIYCaptain
Definitions
Hindsight Bias: The tendency to see events as having been predictable after they have already occurred. [00:50:08]
Apprenticeship: A method of training in which a novice learns a trade from an experienced worker. [00:11:12]
Trades: Careers that involve skilled labor, often requiring specialized training and physical work. [00:30:38]
▶ Listen Next: Ep. 105 — You Can Afford Anything but Not Everything | 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.

Nov 19, 2018 • 48min
From 90K of Debt to 6-figure Side Hustle | Timika
Most people trying to shed $94,000 in student loans would cut back and hunker down. Tameka bought a lice clinic instead. That's right—while juggling nursing shifts and raising a family, she turned a messy problem into a profitable business that slashed her work hours and accelerated her path to financial independence. Growing up in the projects watching her immigrant parents hustle, she learned early that money was survival. But it took a divorce and the gut-punch realization of her education's true cost to ignite a complete financial pivot.
Tameka shares how she transformed from overwhelmed debtor to business owner, drawing on lessons from the FI community to build both wealth and skills. Her journey shows how side hustles can be more than extra income—they can be laboratories for learning, leverage, and ultimately, freedom.
Timestamps & Highlights:
[00:00:41] Introduction and Background
Jonathan introduces Tameka, recognizing her active role in the FI community.
[00:02:00] Tameka's Financial Journey
Tameka discusses her immigrant background and early money lessons from her parents.
[00:06:00] Discussion on Student Loans
Tameka unpacks her $94,000 student loan burden and the decisions that led there.
[00:12:12] Cost-Effective Education Strategies
Smarter paths to a nursing degree without massive debt.
[00:20:00] Building Side Hustles
The role of side businesses in achieving financial independence and personal development.
[00:25:00] Tameka's Lice Clinic Business
How Tameka identified an opportunity as a school nurse and built a business around it.
[00:35:00] Impact on Family and Future Goals
Pursuing FI as a family with different values and priorities.
Key Quotes:
"Normal people are doing extraordinary things—if they can, so can you!" [00:28:34]
"Be resourceful and create your own mentors. Take action!" [00:44:18]
Related Resources:
House of FI Podcast - Tameka's podcast exploring family-centric FI challenges. [00:45:25]
Action Items:
Start tracking your income and expenses to identify areas for saving. [00:13:13]
Research potential side hustles that align with your skills. [00:20:00]
Engage in financial discussions with family and friends to build financial awareness. [00:03:43]
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.

8 snips
Nov 11, 2018 • 55min
101 | How to Find Your Side Hustle Idea
You can cut your spending only so far—but income? That ceiling doesn't exist. Nick Loper, host of Side Hustle Nation, walks through three frameworks that turn anyone into an income-generating machine: the intersection method (matching your skills, interests, and network), the "what sucks" approach (building businesses around everyday frustrations), and "Rip, Pivot, and Jam" (adapting proven ideas to new markets). Instead of hunting for the perfect original idea, Nick shows how to experiment your way into profitability, treating each venture as a test rather than a pass/fail proposition.
Key Topics Discussed
The Intersection Method
[00:06:49] This framework involves identifying skills, interests, and network connections to guide side hustle opportunities.
The What Sucks Method
[00:17:05] Nick explains how to identify everyday frustrations as opportunities for business development.
Rip, Pivot, and Jam
[00:25:20] This strategy involves taking existing business ideas, modifying them for different audiences, and executing with determination.
Passive Income Insights
[00:38:18] Discussion around what constitutes true passive income and examples of achieving it through scalable business models.
Key Quotes
Nick Loper: "Increase your income for unlimited upside." [00:02:46]
Nick Loper: "Reduce failure's sting by viewing projects as experiments." [00:14:01]
Nick Loper: "Identify pain points and start experimenting." [00:53:11]
Chapter Markers
[00:00:52] Introduction to Side Hustles
[00:06:49] Intersection Method
[00:17:05] What Sucks Method
[00:25:20] Rip, Pivot, and Jam
[00:38:18] Passive Income Insights
Related Resources
Side Hustle Nation
▶ Listen Next: Ep. 103 — The Trades Path to Financial Independence | 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.

Nov 9, 2018 • 44min
Know the Rules
Mastering complex finance rules — Roth conversions, capital gains harvesting, ACA subsidy cliffs — can unlock thousands in tax savings you're currently leaving on the table. Jonathan and Brad tackle this week's listener questions and stories, from maximizing retirement accounts to pivoting into nursing without six-figure tuition bills.
[00:00:00] Introduction and Community Feedback
The Friday Roundup brings listener voices to the forefront — feedback from voicemails, the Facebook group, and blog comments shaping the conversation around financial independence strategies.
[00:22:12] The Importance of Knowing the Rules
Key Quote: "Knowing the rules is essential for financial success."
Understanding finance rules — Roth conversions, ACA subsidies, capital gains harvesting — is crucial for maximizing financial strategies and minimizing tax liabilities.
[00:30:00] Financial Strategies: Roth Conversions and Capital Gains
Roth conversions transfer funds from traditional accounts to Roth IRAs, enabling tax-free future withdrawals
Capital gains harvesting sells investments strategically in lower-income years to minimize or eliminate tax liability
These strategies give you control over your tax planning and accelerate financial independence
Related episodes: Episode 017: Roth IRAs and Financial Independence, Episode 018: Capital Gains and Tax Strategies
[00:24:36] Maximizing Retirement Contributions for ACA Subsidies
Maxing out 401(k) contributions lowers taxable income, potentially unlocking healthcare subsidies under the Affordable Care Act. Understanding income thresholds is critical as subsidies can drop sharply if you exceed certain limits.
[00:28:04] Career Pivots Without Crushing Debt
Matt shares how to earn a nursing degree for a fraction of typical costs. With nursing shortages creating demand, affordable education paths — community colleges, income-based free tuition programs — make career transitions feasible without financial burden.
Many universities offer free tuition for families meeting specific income requirements. Research these opportunities before committing to expensive programs.
[00:35:12] Diverse Voices and Real Stories
Dan shares his family's financial independence journey, illustrating how real-life examples make strategies relatable and actionable.
[00:06:21] Intentional Living vs. Deprivation
Brad emphasizes that financial independence isn't about sacrifice — it's about aligning spending with what truly matters. Reflect on your values and direct resources toward them.
Key Quote: "Take control! Design the life you want through action." [00:37:45]
[00:11:20] Action Over Consumption
Key Quote: "Action is necessary for transformation. Listening alone won't change your life."
Financial education is the starting point, but implementation creates results. Apply one strategy from each episode to build momentum.
[00:41:05] Conclusion and Community Engagement
The episode closes with encouragement for listeners to share their stories, frugal wins, and questions for future Friday Roundups.
Key Terminology:
Roth conversion: Transferring funds from traditional retirement accounts to a Roth IRA for tax-free withdrawals in retirement [00:30:00]
Capital gains harvesting: Strategically selling investments for profit while managing income to pay minimal or zero capital gains tax [00:30:00]
ACA (Affordable Care Act): Healthcare reform law making insurance more affordable and accessible through subsidies tied to income levels [00:24:36]
Action Items:
Max out retirement accounts to capture tax benefits [00:22:12]
Research educational programs offering reduced or free tuition for low-income families [00:26:30]
Engage with the ChooseFI community — share feedback, ask questions, contribute your story [00:01:47]
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.

55 snips
Nov 5, 2018 • 49min
100 | Welcome To The FI Community
Most people think saving a little more or cutting back on lattes will eventually lead to financial freedom. Jonathan and Brad break down why that mindset misses the point entirely — and how shifting focus to your savings rate, not your spending habits, can compress decades of work into years.
Jonathan Mendonsa and Brad Barrett reflect on their journeys toward financial independence and the growth of the ChooseFI community. They share how intentional choices, community support, and understanding key concepts like savings rates and the 4% rule can help listeners take control of their financial futures.
Key Takeaways:
Understanding financial independence and its foundational principles can transform your life.
Your savings rate is crucial; even small changes can lead to significant financial freedom.
Community support enhances the journey and provides valuable resources.
Timestamps:
[00:02:17] Background on Financial Independence
Jonathan and Brad share their origin stories and how they became passionate about financial independence.
[00:09:38] Community Support and the FI Concept
Importance of engaging with a community and how it supports individuals on their financial journeys.
[00:15:17] Understanding 'F You Money'
Having enough savings to make choices based on happiness, not survival.
[22:28] Growing Income
Tips on how to grow income and make smart financial choices.
[27:54] Defining Your Financial Independence Number
Explaining the 4% rule and how to calculate the necessary savings to achieve financial independence.
[45:42] Conclusion and Call to Action
Encouraging listeners to take steps towards joining the ChooseFI community and becoming proactive in their financial journeys.
Key Quotes:
"Saving money is the key to long-term happiness and freedom." [00:09:10]
"Cutting expenses is about understanding the percentage of your income." [00:21:34]
"Action is necessary for change." [00:45:21]
Action Items:
Assess Expenses: Consider your current expenses and identify areas for reduction. [00:19:18]
Join the Community: Connect with the ChooseFI community for resources and support. [00:10:07]
Calculate Your Financial Independence Number: Understand your expenses and apply the 4% rule for better financial planning. [00:29:48]
Related Resources:
ChooseFI Community Resources [00:10:07]
Early Retirement Now [00:32:44]
Pillars of FI [00:37:36]
▶ Listen Next: Ep. 101 — How to Find Your Side Hustle Idea | 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.

Nov 2, 2018 • 1h 6min
Market Fluctuations | Stick to Your Plan
The Kickstarter campaign for "Playing with Fire" raised over $100,000—more than double its goal. That kind of momentum doesn't happen by accident. It happens when a community rallies behind a shared vision of financial independence. This episode captures the energy from Chautauqua, where attendees formed connections that extend far beyond spreadsheets and savings rates. The conversations range from the psychology of generous giving to practical solutions for crushing student debt in expensive fields like dental school.
Key Topics & Timestamps
[00:01:26] Chautauqua Experience Recap
Reflections on the community and action-oriented mindset witnessed at Chautauqua. Forming lifelong connections can enhance your journey toward financial independence.
[00:15:05] Kickstarter Success for Playing with Fire
The documentary "Playing with Fire" raised over $100,000, surpassing its initial goal of $40,000. Support community-driven projects that resonate with financial independence values.
[00:16:38] Generous Giving Discussion with Michael Peterson
Michael shares insights on the joy of giving and how fulfillment often comes from spending on others.
Key Quote: "True fulfillment comes from spending on others, not just ourselves." [00:17:02]
[00:50:05] Listener Voicemail on Dental School Alternatives
Listeners discuss alternatives for managing student debt in dental school, including using scholarships and choosing affordable locations. Strategic decision-making in education can significantly reduce future debt burdens.
[01:02:39] Wrap-up and Book Drawing
The episode concludes with a drawing for a copy of one of three financial books, encouraging community engagement.
Actionable Steps
[00:12:06] Ask for self-pay cash discounts on medical bills to potentially save significant amounts.
[00:04:29] Utilize price alert tools (like CamelCamelCamel.com) for smart purchasing strategies.
[00:07:31] Engage in community activities to foster support while pursuing financial independence.
[00:59:45] Evaluate alternative educational paths that may have lower debt burdens.
[00:32:38] Reach out to local schools and educators to offer support and resources for their needs.
Notable Quotes
"Joy and purpose often thrive in the simplest of settings." [00:19:41]
"Choosing an affordable location maximized my savings during dental school." [00:59:31]
"Empowering yourself means taking charge of your earning potential." [00:55:28]
"Recognizing your role as a steward can create lasting impact." [00:29:19]
Related Resources
Playing with Fire Documentary [00:15:40]
CamelCamelCamel.com [00:04:29]
Key Terminology
FI — Financial Independence, allowing individuals to live without relying on traditional employment. [00:01:05]
Geo-arbitrage — The practice of leveraging geographical differences in cost of living to enhance savings. [00:21:00]
Stewardship — The responsible management of resources with a focus on creating a positive impact. [00:30:00]
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.

15 snips
Oct 7, 2018 • 1h 17min
096 | How to Overcome Life Drift and Live Intentionally
Dominick Quartuccio defines life 'drift', advises Brad & Jonathan on taking inventory of habits, evaluating role of technology in progress towards goals. Explores dangers of drift, importance of intentional living and identifying negative habits. Discusses impact of technology on productivity and mental health. Emphasizes disconnecting from technology for deep work and morning routine reflection. Encourages self-improvement and supporting the podcast.

Sep 30, 2018 • 1h 1min
095 | A Military Path to Financial Independence
Military members earn more than most civilians realize—yet many still live paycheck to paycheck. Military Dollar breaks down why this happens and how service members can leverage unique benefits like the Thrift Savings Plan, Blended Retirement System, and education allowances to accelerate their path to financial independence.
The military provides substantial advantages including pensions, healthcare, and housing allowances that can set individuals up for early success. However, young military personnel often struggle with lifestyle inflation and lack financial education despite earning steady incomes. Understanding how to optimize these benefits—particularly TSP contributions and the updated Blended Retirement System—makes the difference between treading water and building lasting wealth.
Key Topics Discussed
[00:00:38] Introduction and Overview of Military FI
The military's financial benefits and their role in achieving early financial independence
Guest introduction: Military Dollar
[00:02:05] Military Benefits and Challenges
Numerous military benefits can enable early financial success
Young service members often face financial challenges despite access to valuable resources
[00:03:40] Common Financial Pitfalls
Lifestyle inflation and lack of financial education
Gap between earnings and financial knowledge among young military members
[00:06:01] Financial Education in the Military
Overview of available financial education programs
Need for improvement in financial literacy resources
[00:22:56] Understanding the Blended Retirement System
Comparison between Blended Retirement System and traditional military pensions
Lower pension multipliers balanced with TSP contributions
Flexibility for those not completing 20 years of service
[00:33:25] Optimizing TSP and Other Benefits
Maximizing Thrift Savings Plan contributions
Tax advantages available to military members
Key Quotes
"The military offers numerous benefits that can set individuals up for early success." [00:02:58]
"Most people avoid discussing money matters." [00:07:16]
"Understand that this is about lifestyle choices, not just finances." [00:28:00]
"It's crucial to avoid living life too close to financial instability." [00:20:47]
"The essence of financial freedom lies in the opportunities money can afford." [00:57:34]
Resources
MilitaryDollar.com - Comprehensive guide on military financial resources
Terminology
Thrift Savings Plan (TSP) - A retirement savings and investment plan for federal employees and members of the uniformed services [00:06:25]
Blended Retirement System - A retirement plan that combines a traditional pension with contributions to a retirement savings account [00:22:56]
▶ Listen Next: Ep. 096 — How to Overcome Life Drift and Live Intentionally | 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.

21 snips
Jul 20, 2018 • 1h 5min
Mindset of FI
Most people think playing golf regularly requires a country club membership and a six-figure income. One ChooseFI caller proved that wrong—he plays 100+ rounds per year on a modest budget. Jonathan Mendonsa and Brad Barrett explore the caller's system for enjoying golf without breaking the bank, then apply the same strategic thinking to car ownership decisions. The conversation reveals how a simple "hobby checklist" can help evaluate whether leisure activities align with financial goals, and why analyzing the true costs of major purchases matters more than monthly payment amounts.
Key Topics
[00:03:08] Car Ownership Economics
True costs beyond the sticker price
New vs. used comparison
Depreciation and maintenance considerations
Long-term impact of extended payment plans on financial independence
[00:53:15] Golf on a Budget
Creating a spreadsheet of local course options
Low-cost memberships and discount strategies
Twilight hours and off-peak opportunities
Working at courses for free playing privileges
[00:58:00] Hobby Checklist Framework
Evaluating time and money spent against value received
Ensuring leisure activities align with financial priorities
Researching options before committing to expenses
Key Quotes
"Discipline equals freedom." [00:15:17]
"You can't just assume this is going to cost money; there are always ways to enjoy things without overspending." [00:58:13]
"If you say that this is important, if you say that this is part of your ideal day or week or month, and you're not doing it right, you're not spending time or resources on it." [00:21:05]
"It all comes down to what you value in life." [00:56:51]
"You have reached financial independence when you make choices with intention." [00:23:44]
Terminology
FI (Financial Independence) - Having sufficient personal wealth to live without working actively for basic necessities, typically achieved through saving and investing. [00:23:01]
Opportunity cost - The loss of potential gain from other alternatives when one alternative is chosen; essential for financial decision-making. [00:20:25]
Resources
Beginner's Guide to Reaching Financial Independence [00:26:13]
Related Episodes
Episode 083: Cody Berman from Flightify [00:59:20]
Episode 022: The True Cost of Car Ownership [00:03:31]
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.

Jun 29, 2018 • 58min
The Fear of Letting Go
The fire of financial independence is igniting everywhere — but can a KonMari consultant really change how you think about money?
This listener roundup tackles the most striking question of the week: how do you declutter your entire approach to personal finance, not just your closet? Kristen from For the Love of Tidy calls in with a framework for confronting the clutter — physical and financial — that's holding you back. Alongside her advice, listeners share life hacks for conscious spending, community accountability, and travel rewards optimization. The episode demonstrates how small, cumulative changes compound over time when backed by a supportive community.
Timestamps & Topics
00:00:00 Feedback on Recent Episode
00:02:30 Discussion of Community Impact
00:21:40 Episode Mention: Design Your Future with Dominick Quartuccio
00:27:00 Voicemail from Kristen: Decluttering Tips
00:39:50 Episode Mention: Setting Up a Roth IRA for Kids
00:46:00 Listener Updates
Key Quotes
"Embrace normality in your financial journey; it's about intentional living." [00:04:01]
"Even the smallest changes can yield significant benefits over time." [00:17:06]
"Transform fears into strengths as you begin decluttering." [00:29:36]
"Address clutter by confronting underlying issues in your life." [00:29:36]
Related Resources
For the Love of Tidy [00:31:00]
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.


