559 | Zero-Based Everything: FI, Travel, and the Art of Starting Fresh | Katie & Alan Donegan

559 | Zero-Based Everything: FI, Travel, and the Art of Starting Fresh | Katie & Alan Donegan

Most people obsess over net worth. Katie and Alan Donegan calculate something entirely different: their freedom fund. Joined by Brad, the trio unpacks five and a half years of full-time travel, the psychological trap of dividend investing, and why zero-based thinking—"Knowing what I know now, would I choose this again?"—has become their most powerful decision-making tool. Katie and Alan share hard-won lessons from bouncing between Airbnbs in Brazil, the surprising stability they've found as digital nomads, and how they've restructured their portfolio to reflect what money is actually for: buying back your time. Timestamps: 00:00:00 - Introduction with Friends 00:03:48 - Zero-Based Thinking Discussion 00:04:54 - Experiences as Digital Nomads 00:11:04 - Traveling vs. Stability 00:18:44 - Understanding Investments 00:28:00 - Shifting Perspectives on Net Worth 01:20:00 - Closing Thoughts Key Topics: Zero-Based Thinking: Evaluate decisions with the question, "Knowing what I know now, would I choose this again?" Katie and Alan applied this exact framework when deciding whether to rebook a disappointing Airbnb in Brazil. (Timestamp: 00:16:19) Traveling vs. Stability: After five and a half years as digital nomads, Katie and Alan discuss the tension between fast-paced travel and the surprising need for stability—even on the road. (Timestamp: 00:11:04) Freedom Fund Concept: Shift your focus from traditional net worth calculations to a 'freedom fund'—assets that generate freedom, not just income. They've restructured their entire portfolio around this idea. (Timestamp: 00:28:44) Probabilistic Nature of Life: Decision-making isn't about guarantees. Even great choices (two aces in poker) lose one out of 20 times. Understanding probabilities helps frame expectations. (Timestamp: 00:24:20) Quotes: "We get 80 or 90 years on this planet if we're really lucky. The point of FI is to be able to control your time and do what you want." (00:17:43) "Knowing what you know now, would you choose it again? If the answer is no, then it's time to get out." (00:18:36) "Your entire net worth is in your freedom fund." (00:28:44) Resources Mentioned: Rebel Finance School (Timestamp: 00:19:08) What's Your Split? Visualizing net worth (Timestamp: 00:19:08) PDF Guide to Optimize Your Life (Timestamp: 00:57:41)

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606 | Deep Dive: Target-Date Retirement and Bond Funds | Cody Garrett

606 | Deep Dive: Target-Date Retirement and Bond Funds | Cody Garrett

Most investors think they're buying the same thing when they choose a target date fund—but two people who bought 2025 target date funds 15 years ago could have 40% different returns today. Same target...

6 Heinä 1h 8min

605 | Retire in Less Than 10 Years

605 | Retire in Less Than 10 Years

At 21, Cody Berman appeared on ChooseFI as a college student discovering financial independence. Three years later, he retired at 26. Now 30 with a $5 million net worth, he's back to reveal exactly ho...

29 Kesä 1h 7min

604 | Getting Personal With Personal Finance: Bill Yount

604 | Getting Personal With Personal Finance: Bill Yount

Bill Yount reached financial independence at 60—then froze. His financial advisor confirmed 100% security, yet instead of relief, he felt disoriented fog. The emergency medicine physician who transfor...

22 Kesä 1h

603 | Crash Proof: The Science Of Stock Market Resilience | Brian Feroldi

603 | Crash Proof: The Science Of Stock Market Resilience | Brian Feroldi

The stock market crashes about once every three years—at least a 20% drop. Most investors panic and sell. But if you understood why markets always recover, you'd do the opposite. Brian Feroldi reveals...

15 Kesä 51min

602 | FI 201 Beyond FI Basics: Asset Allocation & Market Psychology Mastery

602 | FI 201 Beyond FI Basics: Asset Allocation & Market Psychology Mastery

Most investors lose to the market because they're trying to pick winners in a game where only 4% of stocks have created 100% of market wealth over the past century. The math isn't in your favor—but th...

8 Kesä 1h 1min

601 | Travel Rewards 101 | Devon Gimbel from Point Me to First Class

601 | Travel Rewards 101 | Devon Gimbel from Point Me to First Class

Devon Gimbel just booked over $250,000 in travel last year using credit card points—but she's the first to tell you award travel isn't "free." It's a strategy for 10x-ing your existing travel budget b...

1 Kesä 1h 17min

600 | FI 101: Teaching Financial Independence to Your Community

600 | FI 101: Teaching Financial Independence to Your Community

A dead local meetup group attracted just 5 people to its first gathering at a brewery. Two years later, that same group draws 70+ attendees to structured educational sessions, with newcomers driving a...

25 Touko 1h 13min

599 | ABLE Accounts: Major Update | Brynne Conroy

599 | ABLE Accounts: Major Update | Brynne Conroy

Brynne Conroy joins to discuss 529A ABLE accounts and massive new changes that nearly double eligibility for these accounts for those with disabilities.

18 Touko 36min

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