3317: [Part 1] Are You Feeling Lucky? The Two Schools of Retirement Income by Darrow Kirkpatrick on Retirement Planning Basics

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 3316: Joel shares the real challenges of managing rental properties far from home, from unexpected repair costs and multiple state tax filings to navigating local laws and building trust with teams you’ve never met in person. With practical strategies and personal lessons learned, he shows how to handle these obstacles while reminding us why real estate can still be worth the effort. Read along with the original article(s) here: https://5amjoel.com/downsides-out-of-state-rental-properties/ Quotes to ponder: “It’s hard to build a trustworthy real estate team especially when doing it all over the phone!” “Small political changes can have huge effects on the profitability of your investments.” “If you want rainbows you have to put up with the rain.” Episode references: Long-Distance Real Estate Investing: https://www.amazon.com/Long-Distance-Real-Estate-Investing-Financial/dp/1947200038 The Speed of Trust: https://www.amazon.com/Speed-Trust-Thing-Changes-Everything/dp/1416549005 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 3315: Sam Dogen explores the psychology behind overspending and how to recognize the emotional triggers that lead to impulse purchases. By shifting focus toward long-term satisfaction, building awareness, and setting up practical guardrails, he shows how to resist the urge to splurge and create a healthier relationship with money. Read along with the original article(s) here: https://www.financialsamurai.com/controlling-the-urge-to-splurge/ Quotes to ponder: "Splurging is like eating that extra piece of chocolate cake when you’re already full." "The more you can highlight the negatives of splurging, the easier it is to resist." "Once you accept that splurging will never provide lasting happiness, you’ll be free." 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 3314: Ross Enamait highlights the importance of learning from the journeys of accomplished athletes, not just their victories. By listening to their struggles, persistence, and adaptability, we gain practical lessons that extend far beyond sports and can fuel personal growth in any field. Read along with the original article(s) here: http://rosstraining.com/blog/2015/07/20/listen-and-learn-from-successful-athletes/ Quotes to ponder: "One of the best ways to learn is by listening to those who have come before you." "You can always find value in listening to someone who has been there and done that." "Success is rarely the result of a straight path, but instead a journey filled with ups and downs." 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 3313: Jen Hayes challenges the common belief that student loans are “good debt,” showing how high interest, limited return on investment, and the inability to discharge loans in bankruptcy can create a lifelong financial burden. She urges students to consider alternatives, such as working and saving before pursuing a degree, and to be strategic about choosing affordable education paths with practical majors. Read along with the original article(s) here: https://www.jenhayes.me/student-loans-bad-debt/ Quotes to ponder: "Interest on student loans compounds, this means that the interest itself collects interest." "Student loan debt, unlike most other forms of debt, cannot be eliminated during bankruptcy." "Whatever you decide to do, don’t believe the lie that student loans are 'good' debt." 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 3312: Andy Hill shares how a single pay raise became the spark that transformed his financial future. Instead of succumbing to lifestyle creep, he and his wife used the extra income to eliminate debt, build wealth, and ultimately gain the freedom to design their life around their values rather than consumerism. His story highlights how intentional choices can turn small wins into long-term financial independence. Read along with the original article(s) here: https://marriagekidsandmoney.com/how-one-pay-raise-can-inspire-debt-freedom Quotes to ponder: “Although these purchases, moments and experiences brought me a ton of joy, the ‘I want it now’ nature of them left me with a sizable amount of debt.” “As much as I REALLY enjoyed vacations, eating nice dinners and partying with my friends, I was now more excited about ridding debt from my life and increasing my net worth.” 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 3311: Jeff Rose explains why working with an independent life insurance agent can simplify the often confusing process of finding coverage. Unlike exclusive agents tied to one company, independent agents compare policies across multiple insurers, helping clients, especially those with unique health conditions or risky hobbies, secure better rates and tailored options. With no conflicts of interest, they act as unbiased guides to ensure individuals find the most affordable and suitable protection for their needs. Read along with the original article(s) here: https://www.goodfinancialcents.com/independent-life-insurance-agent/ Quotes to ponder: "Your rates are tied to your health." "Working with an independent agent is not only the best way to get affordable life insurance, it’s one of the easiest as well." "There is no 'perfect amount' of life insurance that works well for everyone." 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 3310: Christina Browning highlights smart strategies for handling a financial windfall by focusing on financial literacy, setting long-term goals, and weighing whether to pay off debt or invest. She explores practical investment options, building a business, real estate, or the stock market, while emphasizing risk management and avoiding get-rich-quick schemes. Her approach shows how a lump sum can accelerate financial independence if directed with purpose and discipline. Read along with the original article(s) here: https://www.ourrichjourney.com/post/investing-a-large-sum-of-money Quotes to ponder: "You must become financially literate so that when the opportunity arises and you suddenly come into a large sum of money, you have the knowledge you need to make the best decisions for you." "Using that money allowed us to buy the right property at the right time and grow our wealth significantly." "The journey to financial independence takes time, even with large sums of money." 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 3309: Christina Browning highlights the key mistakes to avoid when investing a large sum of money, especially on the path to financial independence. She stresses the importance of financial literacy, avoiding liabilities disguised as assets, and being cautious with individual stocks and speculative investments like cryptocurrency, guiding listeners toward smarter, more sustainable wealth-building choices. Read along with the original article(s) here: https://www.ourrichjourney.com/post/investing-a-large-sum-of-money Quotes to ponder: "Financial literacy is KEY!" "Don’t buy liabilities disguised as assets." "If you’re new to stock market investing, you probably don’t know nearly enough yet to know how to select stocks that you can be legitimately confident in." Learn more about your ad choices. Visit megaphone.fm/adchoices