3365: Failing at Early Retirement by Jeremy of Go Curry Cracker on Retirement Planning

Optimal Finance Daily - Financial Independence and Money Advice

Optimal Living Daily LLC

Business, Education, Investing, Self-improvement

4.5 • 1.3K Ratings

🗓️ 25 November 2025

⏱️ 12 minutes

🔗️ Recording | iTunes | RSS

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Summary

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3365: Jeremy challenges the notion that earning income after early retirement equals failure, sharing his own experiment with seasonal work as a UPS driver. His candid reflection reveals how flexibility, self-awareness, and reevaluating what “retirement” means can lead to greater peace of mind, without compromising your values or financial independence. Read along with the original article(s) here: https://www.gocurrycracker.com/failing-at-early-retirement/ Quotes to ponder: "Should you feel like you failed at early retirement if you decide to do some paid work? No." "The greatest financial benefit was that it reminded me of just how much time and energy is required to make $100." "Try some things, no big deal. Maybe you will enjoy some work and find it brings value to your life." Episode references: UPS Personal Vehicle Driver Program: https://www.jobs-ups.com/personal-vehicle-drivers Amazon Flex: https://flex.amazon.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices

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1:14.5	separately. See terms on site. This is Optimal Finance Daily. Failing at early retirement by Jeremy of
1:23.4	go currycracker.com. From the inbox, paraphrased, our portfolio is down and prices are up.
1:32.9	This has caused some anxiety in our household, and I've considered going back to work, even just
1:37.6	part-time. I think more income will help with cash flow and reduce worry, but I'm concerned that
1:43.5	I'll feel like I failed at early
1:45.3	retirement. What do you think about this? I don't know the best way to work through this decision
1:51.4	and associated emotions, but a technique that I've used successfully in the past is to find others
1:57.1	who have been through something similar and see if I can learn from their decisions
2:01.0	an example. Let me be that example. I recently got a job. Failing at early retirement.
	...

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