Afford Anything | Make Smart Money Choices

#310: Greta is tired of financial modesty. She wants to achieve financial independence through diversified income streams, and has her eyes set on owning local duplexes. What should she focus on to make this happen? Jeannie wants to know: when should you scale back 401k contributions so you can invest in something else, like real estate? Steph and her husband came into $25,000 and aren’t sure what to do with it. Should they pay off their student loans, save it towards a house and starting a family, or purchase her company stock options? J from California is curious: how do you strike a balance between optimization and simplicity in your financial plan? Dawn has $65,000 in a 403b through Ameriprise and the fees associated with it are outrageous. Should she take the money out and put it elsewhere, or leave it? My friend and former financial planner, Joe Saul-Sehy, joins me to answer these five questions. Enjoy! For more information, visit the show notes at https://affordanything.com/episode310 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#309: Are we in a housing bubble? Are we going to see a repeat of 2006 all over again? Are there any good investment deals to be found right now? These are the questions playing on many people's minds, and we seek to explore the answers in today's First Friday bonus episode. We start by exploring some of the forces that are at play in today's real estate market. What separates the market of 2006 from the market of today? In the second half of the episode, Paula explains how and why she chose to buy a duplex in Indianapolis, despite it being a seller's market. There are deals to be had if you know where to look and what to look for. Enjoy! For more information, visit the show notes at https://affordanything.com/episode309 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#308: Ziggy purchased an $890,000 property in San Mateo, CA in 2016. After living there for a year, he had to move, so he rented it out. Unfortunately, it’s cash flow negative. Is this property worth holding onto, or should he sell? Vivek has a paid-off primary residence that he’s interested in renting out for a few years, before selling. He’s worried about capital gains tax – does turning the home into a rental impact the amount he’ll pay? Anonymous in Virginia wants to travel after retiring, which will increase her expenses for the first seven or so years of her retirement. How can she plan for a higher withdrawal rate at the beginning of retirement, and a lower withdrawal rate in the middle of her retirement? Given the talk around student loan forgiveness, Jess wants to know: should she pay the minimum on her student loan debt and save the payments she would otherwise make? Or should she keep throwing extra at her higher interest loans? My friend and former financial planner, Joe Saul-Sehy, joins me to answer these questions on today’s show. Let’s dive in! For more information, visit the show notes at https://affordanything.com/episode308 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#307: “Taxes are the single biggest factor that separates people from their retirement dreams.” That’s a quote from today’s guest, Ed Slott, a nationally recognized IRA distribution expert, practicing CPA, and bestselling author. He argues that there’s a high likelihood that tax rates could rise in the future, and as a result, we need to shovel more money into tax-exempt accounts like Roth IRA and Roth 401k’s. Ed says taxes are one of the biggest threats to our retirement plans, and draws attention to tax events that catch seniors by surprise, such as the so-called “widow/widower” tax. If you’re wondering how taxes could derail your retirement -- and what you should do about it -- you’ll learn an enormous amount from this episode. For more information, visit the show notes at https://affordanything.com/episode307 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#306: Jake and his wife want to retire in five years, at which point they’ll have 14 years before they can access their 401k funds. To help bridge that gap, Jake wants to know: what should their asset allocation look like for their taxable brokerage account? This year, Kim’s employer enrolled all employees into a “fully funded indemnity program combined with a nationwide direct primary care membership.” What the heck is this program, and how might it impact Kim’s finances? Burnt Out in Boston is switching their focus from financial independence to taking a mini-retirement. How can they financially and mentally prepare for this leap? Matthew is torn: should he and his wife -- both 26 -- max out their Roth IRAs and then save up for a rental property, or simply save cash for the rental and worry about their Roth later? Finally, Deva and her husband are fed up with their messy tenants. They’re kind and responsible, but they’ve left the yard a mess. They have a clause in the lease that addresses this, so beyond that, what can they do? My friend and former financial planner, Joe Saul-Sehy, joins me to answer these questions on today’s show. Enjoy! For more information, visit the show notes at https://affordanything.com/episode306 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#305: Financial independence is a continuum, a spectrum. How do you know where you stand? In this episode, financial writer JD Roth discusses the seven stages of financial independence, the seven rules of investing, the formula for calculating your lifetime wealth ratio, and the importance of managing your career as though it’s an asset. For more information, visit the show notes at https://affordanything.com/episode305 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#304: Paige and her fiancé have two autumn 2021 goals: save for a wedding and an emergency fund. There’s one problem: they only have around $200 per month to save. How can they grow the gap when they’ve run out of things to cut and ways to earn more? Kat’s investor friend connected her with a wholesaler who only deals in cash. How can she find $130,000 to buy her subject property? Anonymous “Countryside Living” is renting their grandparent’s property, which they plan to make their forever home. It’s on the older side and needs renovations, but the repairs don’t need to happen immediately. How can they fund these repairs while also avoiding a mortgage payment in their 60s? Annalis wants to know whose approach to business I prefer: Gary V’s, or Cal Newport’s? She also asks: how do you become a good speaker? Anonymous “My Job Pays for My Housing” is planning for financial independence. Given that their employer covers their housing, when should they start looking for a house? Now, or in the last year of their job? My friend and former financial planner Joe Saul-Sehy joins me to answer these five questions today. Enjoy! For more information, visit the show notes at https://affordanything.com/episode304 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#303: Can you imagine living in a world without email? Most of us can’t - how would we get work done? - but this is what Cal Newport advocates for in his newest book, A World Without Email. Cal cites a study that found the average knowledge worker checks various communication tools once every six minutes. At that rate, it’s a wonder we get any work done at all. Cal argues that modifying our habits (like checking email at designated times) isn’t enough. We need to look for solutions outside the inbox and seek to reduce back-and-forth communication at all costs. If you’re drained by your inbox, we chat about strategies, processes, and systems that can help streamline your work and communication flow. For more information, visit the show notes at https://affordanything.com/episode303 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#302: Did you know that optimists worry about their finances 145 fewer days than pessimists? They’re also more likely to save money, and are 7x as likely to experience better financial health. Michelle Gielan, bestselling author of Broadcasting Happiness, defines optimism “as the expectation of good things to happen and the belief that our behavior matters.” She shares specific tactics and mindset shifts we can make right now to become more optimistic and resilient, and, in the process, develop a better relationship with stress. For more information, visit the show notes at https://affordanything.com/episode302 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#301: Amelia is worried that she and her husband are under-insured. Should her husband get a short-term disability policy, even though it’s expensive and they’re unlikely to need it? Sarah wants to refinance her owner-occupied triplex, but she’s torn between a 15-year and a 30-year option. Which is better in her situation? Steven just discovered the financial independence (FI) movement in July 2020, and he wants to reach FI in 11 years. He has $30,000 in cash and $26,000 of student loan debt. How should he use his cash given his FI goal? The South American Anthropologist wants to make a career change. His baby daughter has inspired him to become an example of living life on your own terms. Will his financial independence plan sustain him and his family for years to come? Annalis and Mike are hunting for their first rental property, but they haven’t found anything nice that meets the one percent rule. Should they purchase a mansion and rent the rooms on Airbnb? For more information, visit the show notes at https://affordanything.com/episode301 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#300: Here’s the deal: Target Date Retirement Funds are simple, automated, easy. The problem? What’s simple might not be optimal. Investment expert Paul Merriman joins us to discuss the two-fund portfolio, a mix of one target date fund and one small cap value fund. He describes why this could be the ultimate portfolio for buy-and-hold investors who want to boost their returns, without excessive complexity or risk. If you’re wondering what to do with your 401k, tune in. For more information, visit the show notes at https://affordanything.com/episode300 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#299: Chris bought Tesla a few years ago and Jinko Solar eight months ago. Both of these have gone up in value by a lot. What tax strategies can he use to sell these shares? Holly and her three sisters stand to inherit two side-by-side duplexes. How can they structure the ownership of these properties in a fair way? Eric feels hopeless about health insurance as a self-employed business owner. Are DPCs or healthshares the way to go? Frank and his wife have a nine-year retirement plan that involves selling their home and moving to Costa Rica. How can they maximize their savings and existing investments to set themselves up for success? My friend and former financial planner Joe Saul-Sehy joins me to answer these four questions on today’s episode. Enjoy! For more information, visit the show notes at https://affordanything.com/episode299 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#298: Money conversations with friends, family members, or significant others are unavoidable. Most of us dread these conversations - they’re awkward, heated, or draining. Erin Lowry, author of Broke Millennial Talks Money, shares tips and scripts for tactfully setting financial boundaries and expectations without drama. If you’re anxious about being in a wedding, splitting the tab with friends, or asking your siblings about taking care of your parents, this episode is for you. For more information, visit the show notes at https://affordanything.com/episode298 Learn more about your ad choices. Visit podcastchoices.com/adchoices

This morning, almost every major brokerage halted trading on the most volatile stocks, including GameStop, BlackBerry, Bed Bath & Beyond, Nokia, and AMC Theaters. We're in a situation where major trading platforms are blocking retail investors - us - from placing trades, while allowing hedge funds and institutional investors to drive prices. That is not a free market. When you don't let people buy, and you don't let people sell, you're locking people out of the game entirely. Yesterday, I was worried that grandma and grandpa would make the wrong investment choices and irrationally bet their life savings away. Now, they're prohibited from making any choice. 🤯 We deserve the right to make our own trading decisions. For the latest updates, follow me on Instagram (https://instagram.com/paulapant) Learn more about your ad choices. Visit podcastchoices.com/adchoices

If you blinked, you missed the biggest stock market story since the crash of March 2020. It’s a story that led GameStop, a brick-and-mortar company that sells *physical* video games (remember when games came on 5.25-inch floppy disks?), to skyrocket its share price by 700 percent in two weeks. It’s a story of short selling, of high-frequency trading, and of individual investors who harbor deep anger towards hedge funds. It’s a story of social media vs. Wall Street ... and the innocent bystanders who get caught in the crossfire. That's the story we cover in today's episode. For more information, visit the show notes at https://affordanything.com/psathursday Learn more about your ad choices. Visit podcastchoices.com/adchoices

#297: George is torn between paying down his student loan debt (which he deferred) or buying a househack. Which is better for his long-term goal of reaching financial independence? Mario is curious to know: is his two-fund portfolio at a 90/10 split is a good asset allocation for his Roth IRA? Hanan wants to figure out if a backdoor Roth IRA conversion will work for her. She also wants to investigate whether a Vanguard Institutional 500 Index Trust and a Vanguard Institutional Total Bond Market Index Trust are ideal. Are trusts different from index funds or mutual funds and if so, how? Vivian is worried about bridging the gap between when she retires and when she claims Social Security. Will her plan of doing a Roth conversion ladder work out the way she hopes? Lastly, June and her husband netted $400,000 from the sale of some golden parachute ISOs. They want to help their children pay for college and are trying to figure out how to strategically use this money. Should they pay off their home, buy rentals, fund 529s, or Roth their 401ks? My friend and former financial planner, Joe Saul-Sehy, joins me to answer these five questions. Enjoy! For more information, visit the show notes at https://affordanything.com/episode297 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#296: There’s a lot happening in the market. The Dow is at a new high, there are runaway stocks causing irrational exuberance, and yet, unemployment claims are on the rise. How can this be? To make sense of this, we discuss how improving judgment and using mental models can protect us against risks and short-term thinking. We review one question people rarely ask that might save them from making costly investment mistakes. We then wrap up with a discussion on the so-called death of cities, and what this means for real estate investors. For more information, visit the show notes at https://affordanything.com/episode296 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#295: How well do you know yourself and the reasons why you manage money in the way that you do? You might not know at all, or you might have some degree of understanding, but digging into your money story can shed insight on your behaviors with money today. Rachel Cruze, four-time bestselling author and daughter of Dave Ramsey, shares three frameworks that can help us better understand our money habits. For more information, visit the show notes at https://affordanything.com/episode295 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#294: Jeffrey is curious: if I were to interview Suze Orman today, would I agree more or less with her thoughts on the financial independence retire early (FIRE) movement? Matt wants to know: if a property cash flows really well, is it worth paying significantly more than the appraised value to purchase that income stream? Sara and her husband are returning to the states after living abroad for a few years. They’re moving to an expensive area where three to four bedroom homes cost $800,000+. They have $150,000 saved for a downpayment, but a $600,000 mortgage isn’t what they had in mind. What should they do? Eva and her partner are squirreling away money before the birth of their baby. They’d like to pay off their $90,000 mortgage in three years, but they’re afraid to use the money in case of unexpected baby expenses. What’s their best move? Justin and his wife want to take a gap year with their children in three years. They plan to visit Spain and London for six months each. What are unexpected expenses that they should factor into their budget? Former financial planner Joe Saul-Sehy and I answer these questions on today’s episode. Enjoy! For more information, visit the show notes at https://affordanything.com/episode294 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#293: Geoff Woods, Vice President of The ONE Thing and host of The ONE Thing podcast, is an expert on ruthless prioritization, habit development, and goal setting. The simple framework he presents allows you to focus deeply and commit to the actions you need to take if you want to take your productivity to the next level this year. For more information, visit the show notes at https://affordanything.com/episode293 Learn more about your ad choices. Visit podcastchoices.com/adchoices

Sign up to take the 31-Day Challenge for an Awesome 2021 at https://affordanything.com/31daychallenge Learn more about your ad choices. Visit podcastchoices.com/adchoices

#292: Three Kids, FI has an all-equities broad stock market index portfolio that he’s held for years. He’s confident he can handle maximum volatility, so what investments can he lean into to that will provide him with great long-term returns? Jordan is a new listener and he has three questions: should he use $100,000 to buy more rental properties or invest in a brokerage account? Should he and his wife upgrade their home and buy a property that’s worth double their current home? And finally, how can self-employed individuals who earn more lower the cost of health insurance? Alex’s wife lost her job due to the pandemic. They live in Washington state and are married filing separately due to his wife’s student loans. Can he use half of his income to qualify her for Roth IRA contributions? Sarah rounds out this episode with a concern: a financial advisor told her that investing in VTSAX over-indexes her in large cap funds and technology stocks. Is this true, and what should she do about it? I answer these four excellent questions on today’s episode. Enjoy! For more information, visit the show notes at https://affordanything.com/episode292 Learn more about your ad choices. Visit podcastchoices.com/adchoices

Welcome back to PSA Thursday, a weekly-ish segment in which we talk about how to handle money, work, and life in the year that is 2020. Today, we focus on the importance of end-of-year tax planning before you ring in 2021. We cover these tips: Open a retirement account Adjust your tax withholdings Check your 529 Plan Make charitable contributions Why this could be a good year to make a Roth conversion Spend down the balance in your FSA For more information, visit the show notes at https://affordanything.com/psathursday Learn more about your ad choices. Visit podcastchoices.com/adchoices

#291: Tracy Tutor is the author of Fear is Just a Four-Letter Word as well as the first female real estate broker on Million Dollar Listing LA. Tracy took her 20 years of experience in the industry and distilled the lessons she learned into this book. During our conversation, she shares tips and tactics for overcoming a fear of speaking out, how humor can help us connect with others, and why it’s important not to silence our inner voices. For more information, visit the show notes at https://affordanything.com/episode291 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#290: Sharon owns two condos that are worth $1.4M and has a cash cushion of $120,000 plus a $50,000 emergency fund. She’d like to move into a small house while keeping her cash cushion intact. Should she take out a home equity loan on her mortgage to essentially pay for her house in cash, or get a traditional mortgage and use her savings towards the downpayment? Jury and her partner are torn between two options: buying a condo, which would allow them to live off of one salary and invest the other, or buy a more expensive house – a much more attractive lifestyle option. Which should they purchase? Daine’s IRA balance is a result of 401k rollovers. He’s concerned that his lack of monthly contributions cause him to miss out on compound interest. What can he do to grow his retirement funds? Molly and her husband want to reach financial independence (FI) in 15 years, at age 50. They’re unsure of whether their rental property income will sustain their FI lifestyle. How can they plan for this? I answer these questions in today’s episode. Enjoy! For more information, visit the show notes at https://affordanything.com/episode290 Learn more about your ad choices. Visit podcastchoices.com/adchoices

An update on the latest news in student loan forgiveness and forbearance, plus smart strategies for student loan repayment in 2021. Learn more about your ad choices. Visit podcastchoices.com/adchoices

#289: Josh Kaufman, bestselling author of The Personal MBA, discusses the five parts to every business and how this information applies to everyone - not just entrepreneurs. He shares many examples and ideas on how to level up your business or career through simple steps. For more information, visit the show notes at https://affordanything.com/episode289 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#288: Karen and her wife are in their 50s, financially independent, and partially retired. They need $150,000 to buy a new home, and they aren’t sure which option is best. Should they take advantage of the CARES Act and pull money from their traditional IRAs? Raid their Roths? Or take out a mortgage? Ingrid’s mom is retiring this year. To fund her retirement, she’ll sell her property for $1 million. How should she invest this money so that she can live off of it in perpetuity? Elaine has saved $20,000 in a 529 plan for each of her two kids, but she realizes that they may not attend college. Should she keep the 529 plans, or save money elsewhere? Amanda is afraid to tap the equity in her home and use it to purchase a rental property. How should she think through whether this move is right for her? Lisa and her family plan to sell their home and move across the country. They might have the option to pay cash for a home, but they also want to buy an investment property. Should they get a mortgage on their new home or pay cash? My friend and former financial planner Joe Saul-Sehy joins me to answer your questions on this episode. Enjoy! For more information, visit the show notes at https://affordanything.com/episode288 Learn more about your ad choices. Visit podcastchoices.com/adchoices

Many people in the personal finance / FIRE community have a complicated relationship with the concept of consumer spending. They may see family, friends and neighbors demonstrate one extreme -- they’re profligate spenders who will buy anything -- and, in an effort to be nothing like them, they may overcompensate by becoming extreme penny-pinchers. (I see this often at the start of a person’s FIRE journey, when the pendulum is swinging sharply in the other direction). The reality is that neither extreme is healthy. There’s a middle ground between being so gullible that you’ll buy anything vs. being so cynical that you build a wall that shuts real value out of your life and hampers your growth. In recognition of that balanced middle path, today’s PSA Thursday episode focuses on five questions that you should ask yourself before making a purchase. #1: Do I have high-interest debt or an inadequate emergency fund? #2: Is this a purchase or an investment? #3: How long have I been thinking about this? #4: Is this only serving an emotional need, or does it also have greater utility? #5: The five “ity’s” -- longevity, durability, applicability, versatility, utility. We elaborate on these five points in today’s PSA Thursday episode. Enjoy! For more information, visit the show notes at https://affordanything.com/psathursday Learn more about your ad choices. Visit podcastchoices.com/adchoices

#287: Seth Godin is the author of 19 bestselling books on mastery, creativity, business and marketing. His books have been translated into 35 languages, and one of his books was the top bestselling marketing book of the last decade. He’s an inductee to the Marketing Hall of Fame (yes, it exists). Seth joins us today to talk about creativity, the importance of practice, and how to overcome your limiting ideas. For more information, visit the show notes at https://affordanything.com/episode287 Learn more about your ad choices. Visit podcastchoices.com/adchoices

According to the Bureau of Labor Statistics, in 2019, Americans spent just over $8,000 on food. If you're on a tight budget, slashing your grocery bill is one of the easiest ways to spend less. But what if you don't want to compromise on healthy eating? Today's guest, Rosemary Fotheringham, is a Functional Nutritional Therapy Practitioner (FNTP) who's also on the path to financial independence. She and her husband slashed their monthly grocery bill from $1,200 down to $300 - without eating pasta every night. She's here to explain their framework for healthy eating and her best tips for eating well on a tight budget. For more information, visit the show notes at https://affordanything.com/psathursday Learn more about your ad choices. Visit podcastchoices.com/adchoices

#286: Kaitlyn has $78,000 saved for a property, but she isn’t sure whether she should buy a personal residence, a rental property, or both. How can she best use this money? An anonymous listener wants to lower their housing expenses. Should she and her husband buy a cheaper property and turn their current home into a rental, or should they stay and pay off the mortgage as quickly as possible while saving for a downpayment on another property? Alex is just getting started with financial independence and asks: how can you calculate your financial independence date, and how do you know how much you need to save to reach that number at a certain age? Ell wants to know: what’s the difference between a high-yield savings account and a money market account, and how can you maximize the interest you earn in these accounts? Jenn wants to know: is it possible for Canadians to find cash-flow positive real estate deals, either in Canada or the United States? I answer these questions in today’s episode. Enjoy! For more information, visit the show notes at https://affordanything.com/episode286 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#285: Sam wants to use the funds in her Vanguard S&P 500 index funds for a downpayment on a house. She isn’t sure if she should keep her savings in the market. Should she move her money, and where? Hailey purchased a duplex in March and is already looking to sell due to a hostile tenant during the purchase process. How can she shift her focus from her initial return on investment to a long-term outlook? Zoe dreams of attending grad school, but her savings are locked away in retirement accounts. How can she save for grad school in the next two to three years? Mohamed wants to monetize a new podcast with affiliate relationships, but the service providers he wants to promote don’t offer affiliate programs. Can he still make this work, and how? I answer these listener questions in today’s episode. Enjoy! For more information, visit the show notes at https://affordanything.com/episode285 Learn more about your ad choices. Visit podcastchoices.com/adchoices

Paula Pant and Andy Hill broadcast from Dallas, where they’re part of a bare-bones skeleton production crew that’s hosting the 10th annual FinCon, a conference for a community of personal finance podcasters, YouTubers and bloggers. On the evening before the event, they reflect on the importance of community, especially when it comes to learning about money management. Enjoy this behind-the-scenes glimpse. Learn more about your ad choices. Visit podcastchoices.com/adchoices

#284: Morgan Housel is an award-winning financial journalist, and he’s a leading thinker and author in the world of investing. His new book, The Psychology of Money, highlights the influence that our behavior has on our financial success. We discuss developing self-awareness around our biases, saving like a pessimist and investing like an optimist, being critical of who we take investment advice from, diversification, expectation management, tail risks, and much more on the topic of behavioral finance. For more information, visit the show notes at https://affordanything.com/episode284 Learn more about your ad choices. Visit podcastchoices.com/adchoices

Many of us have experienced disconnection from our loved ones this year, especially with older family members. It can be difficult to stay in touch when parents and grandparents aren't technologically savvy. They might not know how to text, how to use their cell phone to place a call, or how to initiate a video call. We hope that can change after you listen to this episode. To help us learn how we can stay connected with the senior citizens in our lives, we brought on Bria Sullivan. For the past six years, Bria has had a side hustle teaching seniors how to use technology. Today, she shares her best tips on how we can do the same with the elders we love. For more information, visit the show notes at https://affordanything.com/psathursday Learn more about your ad choices. Visit podcastchoices.com/adchoices

#283: Andrea’s parents have a seemingly salesly financial advisor. He tried to get them to purchase a second life insurance policy, among other potentially pushy moves. Are her parents better off without his advice? Teresa can’t shake the feeling that the stock market is more of a gamble than an investment. Is there any advantage to holding funds for the long-run if the market drops and you lose your gains? June is curious about the best college planning strategies for families who are working toward, or close to, financial independence. How can you help your children while securing your financial future? Big Sister’s little sister rents a mobile home in an area she loves. The owner wants to sell, but her little sister might not obtain financing. Should Big Sister buy the property and sell it to her via seller financing? Managing for Mom in Massachusetts has an investment strategy that he wants to run by us. Does it make sense to shift a 50/50 stocks and bonds portfolio to 100 percent stocks, and shift back to a 50/50 split after the market returns to pre-pandemic numbers? My friend and former financial planner Joe Saul-Sehy joins me to answer these questions. Enjoy! For more information, visit the show notes at https://affordanything.com/283 Learn more about your ad choices. Visit podcastchoices.com/adchoices

With the uncertainty of the Affordable Care Act (ACA) looming before us, many are asking: How can we plan for healthcare - now and in the future? How much will I need to save to cover healthcare in retirement? What can I do if I can't afford the expensive premiums? As a community of entrepreneurs and early retirees, this is a major concern. To help us understand the healthcare landscape, Tanja Hester, author of Work Optional and the blog Our Next Life, joins us. For more information, visit the show notes at https://affordanything.com/psathursday Learn more about your ad choices. Visit podcastchoices.com/adchoices

#282: Alan Donegan is the cofounder of PopUp Business School. His mission is to change the way entrepreneurship is taught and to make it more accessible. If you’ve daydreamed of starting a side hustle, Alan’s simple advice and actions will give you the knowledge you need to get started now. You’ll know if your idea is viable within a month. For more information, visit the show notes at https://affordanything.com/episode282 Learn more about your ad choices. Visit podcastchoices.com/adchoices

After a brief hiatus, PSA Thursday is back! For this episode, we take a short break from covering current events to 1) reflect on why this show exists, and 2) give you a sneak peek of future PSA Thursday episodes. Enjoy! For more information, visit the show notes at https://affordanything.com/psathursday Learn more about your ad choices. Visit podcastchoices.com/adchoices

#281: Annie Duke, best-selling author of Thinking In Bets and former world champion poker professional, discusses the decision making strategies and tools outlined in her new book, How to Decide. Learn how to make quicker decisions, overcome hindsight bias, make decisions with incomplete information, and improve your decision making skills. For more information, visit the show notes at https://affordanything.com/episode281 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#280: Amy and her husband have $900,000 saved for retirement. They’re 40 years old and plan to retire at 65. Due to a job change + pay cut, they might only have $10,000 per year to save for the next 25 years. Will this be enough, given their yearly expenses of $144,000? Janie wants to get a solar power system for her house, but isn’t sure how to pay for it. Should she borrow funds from her seven-month emergency fund, or use funds from a taxable brokerage account that were earmarked for retirement? CJ and his wife netted $200,000 from the sale of their home. They aren’t sure when they’ll purchase their next home – their timeline could be as short as three years or as long as six years. Where should they keep the $200,000 to use towards a downpayment on their next home? Brandon wants to retire in the next five to ten years. He contributes 20 percent to his Roth 401k. Since he can’t withdraw those contributions early, does it make more sense to contribute up to the match of his 401k and invest the rest in an IRA with the goal of doing a Roth conversion? Anonymous “am I missing out?” wants to know the deal with tax-loss harvesting. When is it worthwhile? My friend and former financial planner Joe Saul-Sehy and I answer these questions on today’s episode. Enjoy! For more information, visit the show notes at https://affordanything.com/episode280 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#279: You might know several decision-making principles, but do you have a step-by-step strategy that pieces those principles together? Dr. Gleb Tsipursky is an internationally-recognized thought leader on decision-making strategies. He shares two decision-making techniques for any aspect of your life in this episode. For more information, visit the show notes at https://affordanything.com/episode279 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#278: Does this sound like you? You want to exercise, but you can never find the time for a workout. Eventually, you grow tired of putting exercise off. You commit to working out every morning. You become so enthusiastic, you buy new gym clothes for the occasion. Your enthusiasm carries you for five days, and on day six, you’re swamped with work. You promise yourself you’ll exercise tomorrow - after all, taking a break for one day won’t hurt. And then … you never get back on the wagon. The cycle repeats. Most habits and routines start with good intentions. But good intentions aren’t enough to carry you through tough times. Good intentions aren’t enough to overcome the excuses you’ll make, either. That’s what today’s guest, Gretchen Rubin, is here to explore. Gretchen Rubin is the New York Times best-selling author of The Happiness Project, Better Than Before, and The Four Tendencies. She joins us on the podcast to discuss the loopholes that we use - the excuses that we make - when it comes to breaking bad habits and forming good habits. Why is this important? The more aware we are of loopholes, the better we can resist them. For more information, visit the show notes at https://affordanything.com/episode278 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#277: Michelle Singletary writes The Color of Money, for The Washington Post and is a winner of the prestigious Gerald Loeb Award. Her column is syndicated in more than 100 newspapers nationwide. She’s the author of three finance books and holds an MBA from Johns Hopkins University. But her strongest financial education came from her grandmother. Her grandmother raised five grandchildren while working full-time as a Nursing Assistant at a hospital. She earned $13,000 per year, but never took welfare, was never late on a bill, and “handled her money like a pro.” In this podcast episode, Michelle shares timeless financial lessons she learned from her grandmother, including: Save from every penny or dollar you receive Live below your means Hate debt like it’s the devil Save for the future Don’t buy more than you can afford Don’t care about what other people think about what you wear or drive Michelle’s grandmother taught her resourcefulness, humility and the value of a strong work ethic. Michelle joins us to chat about the financial independence retire early (FIRE) movement, emotional spending, how her experience growing up poor gives her a unique perspective in financial media, and the falsehood behind the phrase “it’s not what you earn, it’s what you save.” You’ll enjoy this episode if… You’re new to the world of personal finance or FIRE and want to learn more about the basics. (#lessonsfromgrandma) You can’t relate to some of the discussion around FIRE because it seems unachievable to you. You love down-to-earth guests who tell it like it is. For more, visit https://affordanything.com/episode277 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#276: Have you found yourself mindlessly scrolling through social media feeds over the last few months? Have you also found yourself in a state of sadness, anxiety, or aggravation afterwards? We live in an increasingly noisy world. A world in which many of us use social media, or the internet in general, to escape. But our escapes often leave us feeling empty and annoyed at ourselves for wasting several hours of precious time. Here’s one possible remedy for this tiring, relentless cycle: embrace the philosophy of digital minimalism. "Okay, I’m in. But...what’s digital minimalism?" Digital minimalism is a term coined by Dr. Cal Newport, today’s guest. It describes a three-step process: Cull the time you spend staring at a screen Spend more time on digital activities that align with your values Ignore everything else For more information, visit https://affordanything.com/episode276 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#275: Even the nerdiest of money nerds are susceptible to making a dumb financial mistake. “Nope, not me! There’s no way I make any financial mistakes. I live and breathe this stuff.” You’re not capable of making any financial mistakes? Even 'hidden' mistakes, like having the wrong life insurance policy, not having an estate plan, or listening to the wrong ‘experts'? Exactly. Jill Schlesinger, author of The Dumb Things Smart People Do With Their Money, sets the record straight on 13 things you shouldn't do with your hard-earned cash. For more information, visit the show notes at https://affordanything.com/episode275 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#274: What does it take to create a sustainable sense of hope? That’s the question that I invited Mark Manson, megabestselling author of Everything is F*cked and The Subtle Art of Not Giving a F*ck, to answer. Mark says that three basic factors contribute to a sense of hope: 1) autonomy, 2) purpose, and 3) community. Mark and I keep these three factors in mind as we discuss how to define success, find new challenges, and choose what’s meaningful in life. We touch on the importance of emotional regulation and avoiding crises of hope. And we talk about how they relate back to the financial independence retire early (FIRE) movement. For more information, visit the show notes at https://affordanything.com/episode274 Learn more about your ad choices. Visit podcastchoices.com/adchoices

#273: Dr. Dan Ariely, famed behavioral economist and best-selling author of Predictably Irrational, returns to discuss how to handle the emotional and financial volatility of 2020. Specifically: Preparing for a job loss The value of resilience Handling emotional spending Cutting through the noise to find a signal. For more information, visit the show notes at https://affordanything.com/episode273 Learn more about your ad choices. Visit podcastchoices.com/adchoices

Andy Hill, father of two and founder of Marriage, Kids, and Money, joins us to discuss parental burnout in the midst of the pandemic. He shares his best tips on creating a family schedule, learning to embrace the reality of working from home with interruptions, and maintaining sanity as kids venture back to school - all while being a good enough parent and partner. For more PSA Thursday episodes, go to https://affordanything.com/psathursday Learn more about your ad choices. Visit podcastchoices.com/adchoices