Podcasts about darrow kirkpatrick

Don’t drift into retirement. Design yours. Learn more about our next small group coaching program starting in April here. Sign up here. Very Early Registration Discount ends on March 1st. _______________________ What happens when you finally get everything you worked for…and realize something is missing? In this powerful and deeply honest conversation, Darrow Kirkpatrick shares what early retirement can really feel like — beyond the spreadsheets and freedom headlines. After leaving his software engineering career, he found himself confronting something he didn't expect: the loss of identity and clout that work had quietly provided. He discovered that early retirement wasn’t just about having time—it was about creating meaning. Instead of retreating, Darrow leaned into challenges. From launching a successful retirement blog Can I Retire Yet? to spending nights alone above 12,000 feet, to confronting his lifelong struggles with fear and panic, Darrow’s journey, chronicled in his new book Two Sticks, One Path, reveals the surprising truth about what can make retirement fulfilling. If you're within a few years of retirement — or already there — this conversation will make you think differently about what comes next –  and why the challenges we choose to take on may matter more than the comfort we think we want. _________________________ Bio Darrow Kirkpatrick is the author of the new book Two Sticks, One Path: A Journey Beyond Fear on the Colorado Trail. Darrow is an early-retired civil and software engineer with five decades of hiking, biking, and technical rock-climbing experience, including first ascents in the Shawangunks of New York and the sandstone belt of Tennessee. He climbed three big walls in Yosemite Valley, California: The Shield and The Nose on El Capitan, and The Regular Northwest Face of Half Dome. In 2011 he founded “Can I Retire Yet?” — winner of the 2019 Plutus award for Best Retirement Blog. His personal finance books include “Retiring Sooner” and “Can I Retire Yet?” ___________________________ For More on Darrow Kirkpatrick Two Sticks, One Path: A Journey Beyond Fear on the Colorado Trail Can I Retire Yet? ___________________________ Podcast Conversations You May Like How to Prepare Mentally for Life After Work – Joseph Maugeri The Inspired Retirement – Nathalie Martin Lessons Learned in Early Retirement – Chris Mamula _____________________________ About The Retirement Wisdom Podcast There are many podcasts on retirement, often hosted by financial advisors with their own financial motives, that cover the money side of the street. This podcast is different. You'll get smarter about the investment decisions you'll make about the most important asset you'll have in retirement: your time. About Retirement Wisdom I help people who are retiring, but aren't quite done yet, discover what's next and build their custom version of their next life. A meaningful retirement doesn't just happen by accident. Schedule a call today to discuss how the Designing Your Life process created by Bill Burnett & Dave Evans can help you make your life in retirement a great one — on your own terms. About Your Podcast Host Joe Casey is an executive coach who helps people design their next life after their primary career and create their version of The Multipurpose Retirement.™ He created his own next chapter after a 26-year career at Merrill Lynch, where he was Senior Vice President and Head of HR for Global Markets & Investment Banking. Joe has earned Master's degrees from the University of Southern California in Gerontology (at age 60), the University of Pennsylvania, and Middlesex University (UK), a BA in Psychology from the University of Massachusetts at Amherst, and his coaching certification from Columbia University. In addition to his work with clients, Joe hosts The Retirement Wisdom Podcast, ranked in the top 1% globally in popularity by Listen Notes, with over 1.6 million downloads. Business Insider recognized Joe as one of 23 innovative coaches who are making a difference. He's the author of Win the Retirement Game: How to Outsmart the 9 Forces Trying to Steal Your Joy. ___________________________ Wise Quotes On the Value of Challenge in Retirement “I find 100% of the meaning that I found in early retirement has come from the challenges I’ve tackled.” On Meaningful Pursuits “The things I did pay attention to starting Can I Retire Yet, a successful personal finance blog, a bucket list item hiking the Colorado Trail, even though I had to do most of it on crutches, those things are incredibly meaningful to me, writing a memoir about it. I think I would have really regretted if I had stayed at my corporate desk through all those years instead of reaching for those bucket list items.” On Adaptation “I did have a series of chronic injuries in my lower body, which got worse. I had a bad hamstring injury, was in bed for a few months, one summer. And as part of the recovery from that, a doctor friend suggested I start using forearm crutches… I wound up realizing I needed to just keep using the crutches on the trail, because they would keep me safe. They reduce the impact on my body, they prevent falls. And if I had any hope of doing a trail as difficult as the Colorado Trail, I needed all the help I could get.”

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 3463: Darrow Kirkpatrick explores the hidden risks of managing wealth in a digital age, from rare system failures to physical disasters that could wipe out essential documents. He offers clear, actionable strategies to keep your finances resilient like diversifying accounts, securing digital backups, and protecting vital records at home and in the cloud. Read along with the original article(s) here: https://www.caniretireyet.com/protecting-your-assets-in-a-digital-world/ Quotes to ponder: "The simplest way to protect yourself against computer glitches may be to diversify your assets around at multiple institutions." "The most reliable way to protect your important documents these days is to convert as many of them as possible to electronic form and save them in the cloud." "If you've worked hard in life it only makes sense to take some reasonable measures to protect what you've achieved." Episode references: Sentry Safes: https://www.sentrysafe.com Dropbox: https://www.dropbox.com Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3463: Darrow Kirkpatrick explores the hidden risks of managing wealth in a digital age, from rare system failures to physical disasters that could wipe out essential documents. He offers clear, actionable strategies to keep your finances resilient like diversifying accounts, securing digital backups, and protecting vital records at home and in the cloud. Read along with the original article(s) here: https://www.caniretireyet.com/protecting-your-assets-in-a-digital-world/ Quotes to ponder: "The simplest way to protect yourself against computer glitches may be to diversify your assets around at multiple institutions." "The most reliable way to protect your important documents these days is to convert as many of them as possible to electronic form and save them in the cloud." "If you've worked hard in life it only makes sense to take some reasonable measures to protect what you've achieved." Episode references: Sentry Safes: https://www.sentrysafe.com Dropbox: https://www.dropbox.com Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3463: Darrow Kirkpatrick explores the hidden risks of managing wealth in a digital age, from rare system failures to physical disasters that could wipe out essential documents. He offers clear, actionable strategies to keep your finances resilient like diversifying accounts, securing digital backups, and protecting vital records at home and in the cloud. Read along with the original article(s) here: https://www.caniretireyet.com/protecting-your-assets-in-a-digital-world/ Quotes to ponder: "The simplest way to protect yourself against computer glitches may be to diversify your assets around at multiple institutions." "The most reliable way to protect your important documents these days is to convert as many of them as possible to electronic form and save them in the cloud." "If you've worked hard in life it only makes sense to take some reasonable measures to protect what you've achieved." Episode references: Sentry Safes: https://www.sentrysafe.com Dropbox: https://www.dropbox.com Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3462: Darrow Kirkpatrick explores the hidden risks that come with building wealth in the digital age and offers smart, low-cost strategies to protect your financial life. From identity theft to hacking, he shows how simple actions, like freezing your credit and strengthening your passwords, can provide lasting peace of mind. Read along with the original article(s) here: https://www.caniretireyet.com/protecting-your-assets-in-a-digital-world/ Quotes to ponder: "Along with increasing financial assets come inevitable concerns about protecting what you have." "Every piece of paper that you discard is at risk, so every modern home probably needs a serviceable paper shredder." "Today's hacking tools are so sophisticated that it can be child's play to break into an account that is protected by any but the strongest passwords." Episode references: Roboform: https://www.roboform.com/ Equifax Credit Freeze: https://www.equifax.com/personal/credit-report-services/credit-freeze/ TransUnion Credit Freeze: https://www.transunion.com/credit-freeze Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3462: Darrow Kirkpatrick explores the hidden risks that come with building wealth in the digital age and offers smart, low-cost strategies to protect your financial life. From identity theft to hacking, he shows how simple actions, like freezing your credit and strengthening your passwords, can provide lasting peace of mind. Read along with the original article(s) here: https://www.caniretireyet.com/protecting-your-assets-in-a-digital-world/ Quotes to ponder: "Along with increasing financial assets come inevitable concerns about protecting what you have." "Every piece of paper that you discard is at risk, so every modern home probably needs a serviceable paper shredder." "Today's hacking tools are so sophisticated that it can be child's play to break into an account that is protected by any but the strongest passwords." Episode references: Roboform: https://www.roboform.com/ Equifax Credit Freeze: https://www.equifax.com/personal/credit-report-services/credit-freeze/ TransUnion Credit Freeze: https://www.transunion.com/credit-freeze Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3462: Darrow Kirkpatrick explores the hidden risks that come with building wealth in the digital age and offers smart, low-cost strategies to protect your financial life. From identity theft to hacking, he shows how simple actions, like freezing your credit and strengthening your passwords, can provide lasting peace of mind. Read along with the original article(s) here: https://www.caniretireyet.com/protecting-your-assets-in-a-digital-world/ Quotes to ponder: "Along with increasing financial assets come inevitable concerns about protecting what you have." "Every piece of paper that you discard is at risk, so every modern home probably needs a serviceable paper shredder." "Today's hacking tools are so sophisticated that it can be child's play to break into an account that is protected by any but the strongest passwords." Episode references: Roboform: https://www.roboform.com/ Equifax Credit Freeze: https://www.equifax.com/personal/credit-report-services/credit-freeze/ TransUnion Credit Freeze: https://www.transunion.com/credit-freeze Learn more about your ad choices. Visit megaphone.fm/adchoices

Darrow Kirkpatrick is best known to the personal finance community through his work on the amazing blog, Can I Retire Yet? But he is also an accomplished engineer and has been studying artificial intelligence since the 1980's. Today, he shares his wisdom. Learn more about your ad choices. Visit megaphone.fm/adchoices

Courage isn't the absence of fear—it's what you do while fear is still present. In this episode of Healthy Mind, Healthy Life, host Yusuf sits down with Darrow Kirkpatrick to unpack what real courage looks like when your body hurts, your mind spirals, and the goal still matters. This conversation is for anyone living with anxiety, chronic limitations, or self-doubt who needs a practical way forward. Darrow shares how he section-hiked the 500-mile Colorado Trail over six years—often on crutches—using mindfulness, preparation, and pacing to stay safe, steady, and resilient. About the Guest: Darrow Kirkpatrick is an engineer, lifelong adventurer, and author of the memoir Two Sticks, One Path. He completed the Colorado Trail through chronic leg injuries while working through anxiety and fear—especially around being alone in the wilderness. Key Takeaways: Redefine courage as action, not a fearless “state” you wait to feel. Use “small-step exposure”: challenge yourself without overwhelming your nervous system. Build confidence through preparation (skills, tools, backups), not blind optimism. Practice mindfulness to spot when “what-if” thinking stops helping and starts hijacking joy. Pace to your capacity: “my speed” prevents setbacks and keeps progress sustainable. Stop comparison—humility can be the discipline that protects your health and goals. How to Connect With the Guest: https://trailmemoir.com/    Want to be a guest on Healthy Mind, Healthy Life? DM on PM - Send me a message on PodMatch DM Me Here: https://www.podmatch.com/hostdetailpreview/avik Disclaimer: This video is for educational and informational purposes only. The views expressed are the personal opinions of the guest and do not reflect the views of the host or Healthy Mind By Avik™️. We do not intend to harm, defame, or discredit any person, organization, brand, product, country, or profession mentioned. All third-party media used remain the property of their respective owners and are used under fair use for informational purposes. By watching, you acknowledge and accept this disclaimer. Healthy Mind By Avik™️ is a global platform redefining mental health as a necessity, not a luxury. Born during the pandemic, it's become a sanctuary for healing, growth, and mindful living. Hosted by Avik Chakraborty, storyteller, survivor, and wellness advocate. With over 6000+ episodes and 200K+ global listeners, we unite voices, break stigma, and build a world where every story matters.

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 3425: Darrow Kirkpatrick explores the unpredictable nature of retirement planning, revealing how small shifts in key variables like inflation, investment returns, and living expenses can dramatically alter your financial future. Rather than chasing precision, he advocates using retirement models as directional tools, emphasizing flexibility, thoughtful scenario comparison, and quality of life over rigid calculations. Read along with the original article(s) here: https://www.caniretireyet.com/dealing-with-uncertainty-in-retirement-calculations/ Quotes to ponder: "A retirement model is a compass, not a map. It can tell you where you're going, but not if and when you'll arrive!" "The difference in ending net worth between our best and worst case scenarios at age 95 is well more than one million dollars." "Most of the difference between the best and worst case scenarios is accounted for by investment returns, Social Security, and living expenses." Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3425: Darrow Kirkpatrick explores the unpredictable nature of retirement planning, revealing how small shifts in key variables like inflation, investment returns, and living expenses can dramatically alter your financial future. Rather than chasing precision, he advocates using retirement models as directional tools, emphasizing flexibility, thoughtful scenario comparison, and quality of life over rigid calculations. Read along with the original article(s) here: https://www.caniretireyet.com/dealing-with-uncertainty-in-retirement-calculations/ Quotes to ponder: "A retirement model is a compass, not a map. It can tell you where you're going, but not if and when you'll arrive!" "The difference in ending net worth between our best and worst case scenarios at age 95 is well more than one million dollars." "Most of the difference between the best and worst case scenarios is accounted for by investment returns, Social Security, and living expenses." Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3425: Darrow Kirkpatrick explores the unpredictable nature of retirement planning, revealing how small shifts in key variables like inflation, investment returns, and living expenses can dramatically alter your financial future. Rather than chasing precision, he advocates using retirement models as directional tools, emphasizing flexibility, thoughtful scenario comparison, and quality of life over rigid calculations. Read along with the original article(s) here: https://www.caniretireyet.com/dealing-with-uncertainty-in-retirement-calculations/ Quotes to ponder: "A retirement model is a compass, not a map. It can tell you where you're going, but not if and when you'll arrive!" "The difference in ending net worth between our best and worst case scenarios at age 95 is well more than one million dollars." "Most of the difference between the best and worst case scenarios is accounted for by investment returns, Social Security, and living expenses." Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3424: Darrow Kirkpatrick exposes how even modest shifts in retirement planning inputs, like inflation, returns, or lifespan, can produce drastically different financial outcomes. Using a simple couple's case study, he reveals how uncertainty compounds to the point where the difference between financial freedom and running out of money can hinge on a few percentage points. Read along with the original article(s) here: https://www.caniretireyet.com/dealing-with-uncertainty-in-retirement-calculations/ Quotes to ponder: "Retirement planning can be like [the game of Telephone]. Seemingly small differences in input can compound into gigantic differences in output." "The longer you live, the more chance you'll run out of money, so that's a worst case for financial planning." Episode references: Social Security Administration Life Expectancy Info: https://www.ssa.gov/planners/lifeexpectancy.html Rational Expectations by William Bernstein: https://www.amazon.com/Rational-Expectations-Asset-Allocation-Prosperity/dp/0988780313 Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3424: Darrow Kirkpatrick exposes how even modest shifts in retirement planning inputs, like inflation, returns, or lifespan, can produce drastically different financial outcomes. Using a simple couple's case study, he reveals how uncertainty compounds to the point where the difference between financial freedom and running out of money can hinge on a few percentage points. Read along with the original article(s) here: https://www.caniretireyet.com/dealing-with-uncertainty-in-retirement-calculations/ Quotes to ponder: "Retirement planning can be like [the game of Telephone]. Seemingly small differences in input can compound into gigantic differences in output." "The longer you live, the more chance you'll run out of money, so that's a worst case for financial planning." Episode references: Social Security Administration Life Expectancy Info: https://www.ssa.gov/planners/lifeexpectancy.html Rational Expectations by William Bernstein: https://www.amazon.com/Rational-Expectations-Asset-Allocation-Prosperity/dp/0988780313 Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3424: Darrow Kirkpatrick exposes how even modest shifts in retirement planning inputs, like inflation, returns, or lifespan, can produce drastically different financial outcomes. Using a simple couple's case study, he reveals how uncertainty compounds to the point where the difference between financial freedom and running out of money can hinge on a few percentage points. Read along with the original article(s) here: https://www.caniretireyet.com/dealing-with-uncertainty-in-retirement-calculations/ Quotes to ponder: "Retirement planning can be like [the game of Telephone]. Seemingly small differences in input can compound into gigantic differences in output." "The longer you live, the more chance you'll run out of money, so that's a worst case for financial planning." Episode references: Social Security Administration Life Expectancy Info: https://www.ssa.gov/planners/lifeexpectancy.html Rational Expectations by William Bernstein: https://www.amazon.com/Rational-Expectations-Asset-Allocation-Prosperity/dp/0988780313 Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3230: Darrow Kirkpatrick breaks down the real value, and limitations, of hiring a financial advisor when planning for retirement. With a strong case for the do-it-yourself path, he urges readers to weigh the costs, conflicts of interest, and unpredictability of financial markets before outsourcing their future. Read along with the original article(s) here: https://www.caniretireyet.com/book-excerpt-need-financial-advisor/ Quotes to ponder: "Smart people and resourceful organizations develop clever models that help them market themselves as having an edge over the competition. But guess what? They don't know the future any better than you do." "Nobody can predict the future or outperform the market over the long haul." "Financial planning should be more about equipping yourself with the analysis tools and mindset for a safe and enjoyable journey, than about trying to predict and control your exact route and arrival time!" Episode references: Garrett Planning Network: https://www.garrettplanningnetwork.com/ Vanguard: https://investor.vanguard.com/ USAA: https://www.usaa.com/ NAPFA: https://www.napfa.org/ Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3230: Darrow Kirkpatrick breaks down the real value, and limitations, of hiring a financial advisor when planning for retirement. With a strong case for the do-it-yourself path, he urges readers to weigh the costs, conflicts of interest, and unpredictability of financial markets before outsourcing their future. Read along with the original article(s) here: https://www.caniretireyet.com/book-excerpt-need-financial-advisor/ Quotes to ponder: "Smart people and resourceful organizations develop clever models that help them market themselves as having an edge over the competition. But guess what? They don't know the future any better than you do." "Nobody can predict the future or outperform the market over the long haul." "Financial planning should be more about equipping yourself with the analysis tools and mindset for a safe and enjoyable journey, than about trying to predict and control your exact route and arrival time!" Episode references: Garrett Planning Network: https://www.garrettplanningnetwork.com/ Vanguard: https://investor.vanguard.com/ USAA: https://www.usaa.com/ NAPFA: https://www.napfa.org/ Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode of Recounting Life Lessons, Sione and Alana sit down with author Darrow Kirkpatrick to explore the life lessons behind his powerful memoir, Two Sticks, One Path: A Journey Beyond Fear on the Colorado Trail. Darrow is an early-retired civil and software engineer with a lifelong passion for outdoor adventure. Over six years, he section-hiked the rugged, almost 500-mile Colorado Trail—one of the highest and most demanding long-distance trails in the United States. And he did it while managing significant physical limitations, hiking on specialized forearm crutches, and working through lifelong anxiety and the lingering effects of past mental health struggles. Darrow's book, Two Stick, One Path, weaves together things like high-stakes climbing stories from Yosemite, the tension between personal goals and family life, spiritual growth through meditation, and the reality of pushing through fear when the mountains and life feel overwhelming. In our conversation, we talk about preparation, mindfulness, and how we sometimes kill our courage worrying about things that could happen, even though they probably won't. We also talk about how choosing to face difficulty on purpose helped him retrain his mind, rebuild confidence, and reshape the way he sees his life and capabilities. And you'll want to stick around until the end where Alana highlights and talks about several powerful takeaways from Darrow's story that can help you navigate and manage your own fears with more confidence, move forward with greater courage, and see your path with more clarity. IN THIS EPISODE: What Darrow Kirkpatrick learned while hiking the almost 500-mile Colorado Trail with forearm crutches How he worked through lifelong anxiety and fear on the trail Why worrying about unlikely dangers can hold us back The difference between healthy and wise preparation and overthinking How meditation and mindfulness supported his journey Practical lessons and success principles for building courage and confidence in everyday life LINKS MENTIONED: Darrow's website: https://trailmemoir.com/ Get Two Sticks, One Path: https://amzn.to/4oClGRg (using this link will support this channel as well as Jamal at no extra cost to you) ------------------------------------------------------------------- For our latest insights and things we don't share with the public, become a Sione and Alana Insider. It's free and easy to join: https://www.recountinglifelessons.com/insider ------------------------------------------------------------------- FOLLOW US:  ► Like on Facebook: https://www.facebook.com/sioneandalana  ► Our Instagram: https://www.instagram.com/sioneandalana  ► Alana's Instagram: https://www.instagram.com/alanauyema  ► Sione's Instagram: https://www.instagram.com/sioneuyema Want to connect with Sione & Alana? ►Website: https://www.recountinglifelessons.com ►Email: sioneandalana@recountinglifelessons.com   Have a life lesson to share? Interested in being a guest? We'd love to connect: click here to schedule a time to connect

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 3339: Darrow Kirkpatrick challenges conventional retirement advice by showing how a taxable account, when optimized for capital gains and held by low-bracket retirees, can rival the performance of tax-free retirement accounts. His simulations reveal the surprising tax efficiency of these investments, emphasizing the importance of income smoothing and smart asset placement over simply following standard saving strategies. Read along with the original article(s) here: https://www.caniretireyet.com/surprising-contender-for-tax-efficient-retirement-saving/ Quotes to ponder: "One secret to successful retirement saving, in addition to getting started, is to avoid paying taxes, especially in high income tax brackets." "Owning capital-gains-generating securities as much as possible in your taxable accounts can pay off big-time over the long haul, especially if you live in the lower tax brackets." "While most taxable accounts can't outperform the average tax-free account, they do have one clear advantage: far fewer rules about what you can and can't do with your money!" Episode references: How to Access Retirement Funds Early: https://www.madfientist.com/how-to-access-retirement-funds-early/ Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3339: Darrow Kirkpatrick challenges conventional retirement advice by showing how a taxable account, when optimized for capital gains and held by low-bracket retirees, can rival the performance of tax-free retirement accounts. His simulations reveal the surprising tax efficiency of these investments, emphasizing the importance of income smoothing and smart asset placement over simply following standard saving strategies. Read along with the original article(s) here: https://www.caniretireyet.com/surprising-contender-for-tax-efficient-retirement-saving/ Quotes to ponder: "One secret to successful retirement saving, in addition to getting started, is to avoid paying taxes, especially in high income tax brackets." "Owning capital-gains-generating securities as much as possible in your taxable accounts can pay off big-time over the long haul, especially if you live in the lower tax brackets." "While most taxable accounts can't outperform the average tax-free account, they do have one clear advantage: far fewer rules about what you can and can't do with your money!" Episode references: How to Access Retirement Funds Early: https://www.madfientist.com/how-to-access-retirement-funds-early/ Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3339: Darrow Kirkpatrick challenges conventional retirement advice by showing how a taxable account, when optimized for capital gains and held by low-bracket retirees, can rival the performance of tax-free retirement accounts. His simulations reveal the surprising tax efficiency of these investments, emphasizing the importance of income smoothing and smart asset placement over simply following standard saving strategies. Read along with the original article(s) here: https://www.caniretireyet.com/surprising-contender-for-tax-efficient-retirement-saving/ Quotes to ponder: "One secret to successful retirement saving, in addition to getting started, is to avoid paying taxes, especially in high income tax brackets." "Owning capital-gains-generating securities as much as possible in your taxable accounts can pay off big-time over the long haul, especially if you live in the lower tax brackets." "While most taxable accounts can't outperform the average tax-free account, they do have one clear advantage: far fewer rules about what you can and can't do with your money!" Episode references: How to Access Retirement Funds Early: https://www.madfientist.com/how-to-access-retirement-funds-early/ Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3318: Darrow Kirkpatrick unpacks the real distinction in retirement income strategies, not between risk and safety, but between who manages the risk, you or an insurance company. He argues for a flexible, hybrid approach that evolves over time, matching both your temperament and life circumstances, rather than locking into an all-or-nothing decision early on. Read along with the original article(s) here: https://www.caniretireyet.com/are-you-feeling-lucky-the-two-schools-of-retirement-income/ Quotes to ponder: “‘Probability-based' and ‘safety-first' label the extremes in retirement planning.” “The real distinction is whether (market and longevity) risk is transferred or retained, and if retained how those risks are managed or avoided.” “Once you buy an annuity, you own that decision for life.” Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3318: Darrow Kirkpatrick unpacks the real distinction in retirement income strategies, not between risk and safety, but between who manages the risk, you or an insurance company. He argues for a flexible, hybrid approach that evolves over time, matching both your temperament and life circumstances, rather than locking into an all-or-nothing decision early on. Read along with the original article(s) here: https://www.caniretireyet.com/are-you-feeling-lucky-the-two-schools-of-retirement-income/ Quotes to ponder: “‘Probability-based' and ‘safety-first' label the extremes in retirement planning.” “The real distinction is whether (market and longevity) risk is transferred or retained, and if retained how those risks are managed or avoided.” “Once you buy an annuity, you own that decision for life.” Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3318: Darrow Kirkpatrick unpacks the real distinction in retirement income strategies, not between risk and safety, but between who manages the risk, you or an insurance company. He argues for a flexible, hybrid approach that evolves over time, matching both your temperament and life circumstances, rather than locking into an all-or-nothing decision early on. Read along with the original article(s) here: https://www.caniretireyet.com/are-you-feeling-lucky-the-two-schools-of-retirement-income/ Quotes to ponder: “‘Probability-based' and ‘safety-first' label the extremes in retirement planning.” “The real distinction is whether (market and longevity) risk is transferred or retained, and if retained how those risks are managed or avoided.” “Once you buy an annuity, you own that decision for life.” Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3317: Darrow Kirkpatrick explores the two dominant schools of retirement income planning: probability-based strategies, which rely on investment growth and withdrawal methods, and safety-first approaches, which prioritize guaranteed income through annuities or bonds. He highlights the strengths and pitfalls of each, noting that the most practical solution for many retirees is often a thoughtful combination of both philosophies. Read along with the original article(s) here: https://www.caniretireyet.com/are-you-feeling-lucky-the-two-schools-of-retirement-income/ Quotes to ponder: "In the safety-first philosophy, you, or a financial planner, match guaranteed income to essential expenses." "A failure probability in the neighborhood of 10% is often considered acceptable. That's one chance in ten." "Failure is defined as running out of money before running out of life." Episode references: Michael Kitces: https://www.kitces.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3317: Darrow Kirkpatrick explores the two dominant schools of retirement income planning: probability-based strategies, which rely on investment growth and withdrawal methods, and safety-first approaches, which prioritize guaranteed income through annuities or bonds. He highlights the strengths and pitfalls of each, noting that the most practical solution for many retirees is often a thoughtful combination of both philosophies. Read along with the original article(s) here: https://www.caniretireyet.com/are-you-feeling-lucky-the-two-schools-of-retirement-income/ Quotes to ponder: "In the safety-first philosophy, you, or a financial planner, match guaranteed income to essential expenses." "A failure probability in the neighborhood of 10% is often considered acceptable. That's one chance in ten." "Failure is defined as running out of money before running out of life." Episode references: Michael Kitces: https://www.kitces.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3317: Darrow Kirkpatrick explores the two dominant schools of retirement income planning: probability-based strategies, which rely on investment growth and withdrawal methods, and safety-first approaches, which prioritize guaranteed income through annuities or bonds. He highlights the strengths and pitfalls of each, noting that the most practical solution for many retirees is often a thoughtful combination of both philosophies. Read along with the original article(s) here: https://www.caniretireyet.com/are-you-feeling-lucky-the-two-schools-of-retirement-income/ Quotes to ponder: "In the safety-first philosophy, you, or a financial planner, match guaranteed income to essential expenses." "A failure probability in the neighborhood of 10% is often considered acceptable. That's one chance in ten." "Failure is defined as running out of money before running out of life." Episode references: Michael Kitces: https://www.kitces.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices

Darrow Kirkpatrick retired from a 29-year career in civil and software engineering in April 2011 at the age of 50 and started the blog 'Can I Retire Yet' that same year. The Blog was one of the first in the FIRE (Financial Independence, Retire Early) space and focuses on the personal finance needs of anyone who is thinking about retirement or early retirement. He joins us for a deeply human masterclass on retiring, drawing down without drama, and pursuing hard goals the slow, sane way. In this episode, Darrow shares with us: The origins of his blog 'Can I Retire Yet?' How a nervous breakdown derailed his career His six-year, section-by-section completion of the Colorado Trail on forearm crutches The inspiration behind his new book 'Two Sticks One Path'  

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 3264: Darrow Kirkpatrick examines the true costs and emotional implications of owning a vacation home, revealing how the dream of a getaway can quickly become a financial and lifestyle burden. By unpacking both personal experience and broader considerations, he offers a grounded perspective to help readers evaluate whether buying a second home aligns with their values and goals. Read along with the original article(s) here: https://www.caniretireyet.com/does-owning-a-vacation-home-make-sense/ Quotes to ponder: "Vacation homes offer convenience and familiarity, but those advantages can come with hidden costs." "It's easy to overlook opportunity costs when making emotional decisions, especially around real estate." "You'll need to honestly assess whether a vacation home supports your desired lifestyle or distracts from it." Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3264: Darrow Kirkpatrick examines the true costs and emotional implications of owning a vacation home, revealing how the dream of a getaway can quickly become a financial and lifestyle burden. By unpacking both personal experience and broader considerations, he offers a grounded perspective to help readers evaluate whether buying a second home aligns with their values and goals. Read along with the original article(s) here: https://www.caniretireyet.com/does-owning-a-vacation-home-make-sense/ Quotes to ponder: "Vacation homes offer convenience and familiarity, but those advantages can come with hidden costs." "It's easy to overlook opportunity costs when making emotional decisions, especially around real estate." "You'll need to honestly assess whether a vacation home supports your desired lifestyle or distracts from it." Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3264: Darrow Kirkpatrick examines the true costs and emotional implications of owning a vacation home, revealing how the dream of a getaway can quickly become a financial and lifestyle burden. By unpacking both personal experience and broader considerations, he offers a grounded perspective to help readers evaluate whether buying a second home aligns with their values and goals. Read along with the original article(s) here: https://www.caniretireyet.com/does-owning-a-vacation-home-make-sense/ Quotes to ponder: "Vacation homes offer convenience and familiarity, but those advantages can come with hidden costs." "It's easy to overlook opportunity costs when making emotional decisions, especially around real estate." "You'll need to honestly assess whether a vacation home supports your desired lifestyle or distracts from it." Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3236: Darrow Kirkpatrick challenges the illusion of a one-size-fits-all retirement by showing how simplifying lifestyle choices like skipping international travel or downsizing housing can lead to financial freedom without millions in the bank. He also dismantles the myth of exact retirement calculations, arguing that personal clarity and flexibility trump the false security of “precise” financial advice. Read along with the original article(s) here: https://www.caniretireyet.com/3-great-misconceptions-retirement-saving/ Quotes to ponder: "To maximize your freedom, live modestly within your means. And that doesn't mean doing without: Craft your own, personally-rewarding retirement lifestyle." "A retirement model is a compass, not a map. It can tell you where you're going, but not if and when you'll arrive!" "In reality, even the best retirement planning gives you only a hazy view into an uncertain landscape to be traversed over many years, not a detailed itinerary for your journey." Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3236: Darrow Kirkpatrick challenges the illusion of a one-size-fits-all retirement by showing how simplifying lifestyle choices like skipping international travel or downsizing housing can lead to financial freedom without millions in the bank. He also dismantles the myth of exact retirement calculations, arguing that personal clarity and flexibility trump the false security of “precise” financial advice. Read along with the original article(s) here: https://www.caniretireyet.com/3-great-misconceptions-retirement-saving/ Quotes to ponder: "To maximize your freedom, live modestly within your means. And that doesn't mean doing without: Craft your own, personally-rewarding retirement lifestyle." "A retirement model is a compass, not a map. It can tell you where you're going, but not if and when you'll arrive!" "In reality, even the best retirement planning gives you only a hazy view into an uncertain landscape to be traversed over many years, not a detailed itinerary for your journey." Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3236: Darrow Kirkpatrick challenges the illusion of a one-size-fits-all retirement by showing how simplifying lifestyle choices like skipping international travel or downsizing housing can lead to financial freedom without millions in the bank. He also dismantles the myth of exact retirement calculations, arguing that personal clarity and flexibility trump the false security of “precise” financial advice. Read along with the original article(s) here: https://www.caniretireyet.com/3-great-misconceptions-retirement-saving/ Quotes to ponder: "To maximize your freedom, live modestly within your means. And that doesn't mean doing without: Craft your own, personally-rewarding retirement lifestyle." "A retirement model is a compass, not a map. It can tell you where you're going, but not if and when you'll arrive!" "In reality, even the best retirement planning gives you only a hazy view into an uncertain landscape to be traversed over many years, not a detailed itinerary for your journey." Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3235: Darrow Kirkpatrick dispels two common myths that can sabotage your retirement planning: that Social Security will cover your needs and that you need millions to retire. With clear data and personal insights, he explains why self-reliance and realistic expectations are key to designing a secure and fulfilling retirement. Read along with the original article(s) here: https://www.caniretireyet.com/3-great-misconceptions-retirement-saving/ Quotes to ponder: "You need to plan on providing mostly for yourself, rather than relying on others, including the government." "Even if full Social Security benefits were preserved, they would likely be unable to cover all of your retirement living expenses." "There is little risk to an advisor in you working 5 or 10 years longer and dying with a few extra million on hand." Episode references: NewRetirement Retirement Planner: https://www.newretirement.com/retirement/planner Social Security Administration: https://www.ssa.gov Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3235: Darrow Kirkpatrick dispels two common myths that can sabotage your retirement planning: that Social Security will cover your needs and that you need millions to retire. With clear data and personal insights, he explains why self-reliance and realistic expectations are key to designing a secure and fulfilling retirement. Read along with the original article(s) here: https://www.caniretireyet.com/3-great-misconceptions-retirement-saving/ Quotes to ponder: "You need to plan on providing mostly for yourself, rather than relying on others, including the government." "Even if full Social Security benefits were preserved, they would likely be unable to cover all of your retirement living expenses." "There is little risk to an advisor in you working 5 or 10 years longer and dying with a few extra million on hand." Episode references: NewRetirement Retirement Planner: https://www.newretirement.com/retirement/planner Social Security Administration: https://www.ssa.gov Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3235: Darrow Kirkpatrick dispels two common myths that can sabotage your retirement planning: that Social Security will cover your needs and that you need millions to retire. With clear data and personal insights, he explains why self-reliance and realistic expectations are key to designing a secure and fulfilling retirement. Read along with the original article(s) here: https://www.caniretireyet.com/3-great-misconceptions-retirement-saving/ Quotes to ponder: "You need to plan on providing mostly for yourself, rather than relying on others, including the government." "Even if full Social Security benefits were preserved, they would likely be unable to cover all of your retirement living expenses." "There is little risk to an advisor in you working 5 or 10 years longer and dying with a few extra million on hand." Episode references: NewRetirement Retirement Planner: https://www.newretirement.com/retirement/planner Social Security Administration: https://www.ssa.gov Learn more about your ad choices. Visit megaphone.fm/adchoices

Darrow Kirkpatrick is the well known founder of the Can I Retire Yet? blog. Today we talk about what he did after he left blog writing. His new book, Two Sticks, One Path discusses fear, anxiety, and ultimately triumph on the 500 mile Colorado Trail. Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3203: Darrow Kirkpatrick shares how a low-effort, disciplined rebalancing approach can help investors stay steady during market volatility while avoiding emotional mistakes. His rules emphasize simplicity, tax efficiency, and letting natural portfolio flows do the work, a strategy that helped him retire securely at 50. Discover how “benign neglect” can protect your portfolio while supporting long-term success. Read along with the original article(s) here: https://www.caniretireyet.com/how-i-rebalanced-through-perilous-times/ Quotes to ponder: "Benign neglect, bordering on sloth, remains the hallmark of our investment process." "If you decide never to rebalance, it's good to know there is ample evidence and authority to be confident about inaction, especially in taxable accounts." "My biggest investing mistakes were not selling hugely successful and over weighted positions which later reverted to more average values." Episode references: Vanguard Balanced Index Fund: https://investor.vanguard.com/investment-products/mutual-funds/profile/vbiax Vanguard LifeStrategy Moderate Growth Fund: https://investor.vanguard.com/investment-products/mutual-funds/profile/vsmgx Vanguard Wellesley Income Fund: https://investor.vanguard.com/investment-products/mutual-funds/profile/vwiax Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3203: Darrow Kirkpatrick shares how a low-effort, disciplined rebalancing approach can help investors stay steady during market volatility while avoiding emotional mistakes. His rules emphasize simplicity, tax efficiency, and letting natural portfolio flows do the work, a strategy that helped him retire securely at 50. Discover how “benign neglect” can protect your portfolio while supporting long-term success. Read along with the original article(s) here: https://www.caniretireyet.com/how-i-rebalanced-through-perilous-times/ Quotes to ponder: "Benign neglect, bordering on sloth, remains the hallmark of our investment process." "If you decide never to rebalance, it's good to know there is ample evidence and authority to be confident about inaction, especially in taxable accounts." "My biggest investing mistakes were not selling hugely successful and over weighted positions which later reverted to more average values." Episode references: Vanguard Balanced Index Fund: https://investor.vanguard.com/investment-products/mutual-funds/profile/vbiax Vanguard LifeStrategy Moderate Growth Fund: https://investor.vanguard.com/investment-products/mutual-funds/profile/vsmgx Vanguard Wellesley Income Fund: https://investor.vanguard.com/investment-products/mutual-funds/profile/vwiax Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3203: Darrow Kirkpatrick shares how a low-effort, disciplined rebalancing approach can help investors stay steady during market volatility while avoiding emotional mistakes. His rules emphasize simplicity, tax efficiency, and letting natural portfolio flows do the work, a strategy that helped him retire securely at 50. Discover how “benign neglect” can protect your portfolio while supporting long-term success. Read along with the original article(s) here: https://www.caniretireyet.com/how-i-rebalanced-through-perilous-times/ Quotes to ponder: "Benign neglect, bordering on sloth, remains the hallmark of our investment process." "If you decide never to rebalance, it's good to know there is ample evidence and authority to be confident about inaction, especially in taxable accounts." "My biggest investing mistakes were not selling hugely successful and over weighted positions which later reverted to more average values." Episode references: Vanguard Balanced Index Fund: https://investor.vanguard.com/investment-products/mutual-funds/profile/vbiax Vanguard LifeStrategy Moderate Growth Fund: https://investor.vanguard.com/investment-products/mutual-funds/profile/vsmgx Vanguard Wellesley Income Fund: https://investor.vanguard.com/investment-products/mutual-funds/profile/vwiax Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3172: Darrow Kirkpatrick shares practical strategies to cut expenses without sacrificing quality of life, from optimizing grocery shopping and transportation choices to cultivating better health and generosity. His advice reveals how small, mindful shifts can dramatically reduce spending and accelerate early retirement, all while enhancing personal well-being. Read along with the original article(s) here: https://www.caniretireyet.com/8-tips-for-saving-big-and-retiring-earlier/ Quotes to ponder: "Food is the most frequent major expense, and it is intimately tied up with health. Awareness pays dividends." "It's liberating to disconnect your self-image from your vehicle." "Generously and wisely allocating resources without desperately hanging on to each dollar, is a mindset that also leads to recognizing and capitalizing on opportunities for personal prosperity." Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3172: Darrow Kirkpatrick shares practical strategies to cut expenses without sacrificing quality of life, from optimizing grocery shopping and transportation choices to cultivating better health and generosity. His advice reveals how small, mindful shifts can dramatically reduce spending and accelerate early retirement, all while enhancing personal well-being. Read along with the original article(s) here: https://www.caniretireyet.com/8-tips-for-saving-big-and-retiring-earlier/ Quotes to ponder: "Food is the most frequent major expense, and it is intimately tied up with health. Awareness pays dividends." "It's liberating to disconnect your self-image from your vehicle." "Generously and wisely allocating resources without desperately hanging on to each dollar, is a mindset that also leads to recognizing and capitalizing on opportunities for personal prosperity." Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3172: Darrow Kirkpatrick shares practical strategies to cut expenses without sacrificing quality of life, from optimizing grocery shopping and transportation choices to cultivating better health and generosity. His advice reveals how small, mindful shifts can dramatically reduce spending and accelerate early retirement, all while enhancing personal well-being. Read along with the original article(s) here: https://www.caniretireyet.com/8-tips-for-saving-big-and-retiring-earlier/ Quotes to ponder: "Food is the most frequent major expense, and it is intimately tied up with health. Awareness pays dividends." "It's liberating to disconnect your self-image from your vehicle." "Generously and wisely allocating resources without desperately hanging on to each dollar, is a mindset that also leads to recognizing and capitalizing on opportunities for personal prosperity." Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3171: Darrow Kirkpatrick shares practical strategies to accelerate financial independence by mastering mindful spending and cutting costs in everyday life. Learn how to curb impulse buys, minimize unnecessary possessions, and tackle recurring expenses to streamline your path toward an earlier retirement without sacrificing fulfillment. Read along with the original article(s) here: https://www.caniretireyet.com/8-tips-for-saving-big-and-retiring-earlier/ Quotes to ponder: "Use wish lists to delay and defuse the need for instant gratification." "When something you own creates chores on its own, get rid of it!" "Don't think of them as 'only an extra $50/month.' Think of them as the 300 x $50 = $15,000 that you must save to produce that income in retirement!" Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3171: Darrow Kirkpatrick shares practical strategies to accelerate financial independence by mastering mindful spending and cutting costs in everyday life. Learn how to curb impulse buys, minimize unnecessary possessions, and tackle recurring expenses to streamline your path toward an earlier retirement without sacrificing fulfillment. Read along with the original article(s) here: https://www.caniretireyet.com/8-tips-for-saving-big-and-retiring-earlier/ Quotes to ponder: "Use wish lists to delay and defuse the need for instant gratification." "When something you own creates chores on its own, get rid of it!" "Don't think of them as 'only an extra $50/month.' Think of them as the 300 x $50 = $15,000 that you must save to produce that income in retirement!" Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3078: Most of us aiming for financial independence don't live in luxury, but what truly counts as a luxury? Darrow Kirkpatrick challenges the idea that luxuries are inherently bad, arguing instead that they should be evaluated based on their function, personal value, and overall cost. By asking whether an expense is optional, meaningful, and affordable, we can make smarter financial choices, prioritizing what genuinely enriches our lives without falling into the trap of unnecessary spending. Read along with the original article(s) here: https://www.caniretireyet.com/luxury-or-essential/ Quotes to ponder: "A luxury is 'something inessential, but conducive to pleasure and comfort.'" "The problem is when you develop habits to the point that expensive luxuries become necessities, or you want them in all areas of your life." "When you spend money, you choose consumption today over the lifetime of interest income you'd achieve from investing it instead." Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3036: Darrow Kirkpatrick explores strategies like the 72(t) Rule, home equity loans, and special tax exemptions, highlighting both their benefits and risks. While taxable accounts offer the most flexibility, understanding these alternatives can provide financial freedom before reaching 59½. Read along with the original article(s) here: https://www.caniretireyet.com/generating-retirement-income-before-age-59/ Quotes to ponder: "Once you start down the 72(t) road you are essentially locked in for a period of time." "If you take out any kind of loan in early retirement, you are assuming that you will have the cash flow later in retirement to easily pay off the loan." "The very best way to save for early retirement is probably to max out your tax-sheltered account contributions and then keep on saving into taxable accounts during your working years." Episode references: Dinkytown.net: https://www.dinkytown.net CalcXML: https://www.calcxml.com "How to Access Retirement Funds Early" by Mad Fientist: https://www.madfientist.com/how-to-access-retirement-funds-early 72T.net: https://72t.net Learn more about your ad choices. Visit megaphone.fm/adchoices

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 3035: Darrow Kirkpatrick explores various strategies, from leveraging taxable investment accounts to taking advantage of Roth contributions and employer-based 401(k) rules. With careful planning, it's possible to generate income while preserving long-term financial security. Read along with the original article(s) here: https://www.caniretireyet.com/generating-retirement-income-before-age-59/ Quotes to ponder: "You can withdraw the contributions you made to your Roth at any time, and you pay neither taxes nor penalties." "Taxable accounts are the unsung heroes of retirement saving." "Depending on the timing, this rule could give you more than four years of penalty-free retirement income before reaching age 59-½." Episode references: Oblivious Investor post on the Age 55 Rule: https://obliviousinvestor.com/ How to Access Retirement Funds Early by Mad Fientist: https://www.madfientist.com/how-to-access-retirement-funds-early/ Learn more about your ad choices. Visit megaphone.fm/adchoices

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 2958: Investment newsletters can provide valuable insights and strategies to outperform the market, but their success depends on aligning with your financial goals and staying informed. Understanding how they identify trends and opportunities empowers investors to make smarter, data-driven decisions. Read along with the original article(s) here: https://www.caniretireyet.com/how-investment-newsletters-beat-the-market/ Quotes to ponder: "Investment newsletters distill complex strategies into actionable insights." "Success lies in understanding the principles behind the advice, not just following blindly." "Being an informed investor means leveraging diverse resources to your advantage." Learn more about your ad choices. Visit megaphone.fm/adchoices