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Passive Income Pilots

Tait Duryea and Ryan Gibson

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Welcome to the Passive Income Pilots Podcast – the show designed to help pilots climb to new levels of financial success. Join Tait Duryea & Ryan Gibson, both airline pilots, business owners and investors, as they interview top experts and share practical knowledge on real estate, tax strategy, passive income and generational wealth. This one-of-a-kind show created specifically for professional pilots offers applicable strategies and tactics for improving your financial life. Whether you're ...
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Financial and retirement planning guidance from pilot and financial advisor Ryan Fleming. The show will help you figure out how to take your financial plan from takeoff to landing with smooth sailing along the journey. We’ll teach both pilots and non-pilots what it takes to have a successful financial future. The Pilot’s Advisor Podcast® will answer your questions about 401(k)s, IRAs, taxes in retirement, long term care needs and much more.
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A Wiser Retirement®

Wiser Wealth Management

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Many people are afraid of making the wrong financial decisions and often have questions regarding retirement. On A Wiser Retirement® Podcast, Casey Smith, President of Wiser Wealth Management, is joined by either a financial advisor from our firm or by a guest to talk about financial topics such as retirement planning, tax strategy, investing, risk management, or estate planning. We believe the best financial advice should always be conflict free, and want to help investors make better decis ...
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Join hosts Michael (tech veteran and former product leader) and John (ret. USMC officer and Marine One pilot) on 'The Second Act' podcast, where ordinary people with extraordinary stories share their unique journeys in life's second act. From corporate executives to military veterans, consultants to entrepreneurs, the podcast delves into the diverse backgrounds and inspiring transformations of guests to highlight the power of grit, persistence, perspective, purpose and community.
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If you want to learn how to diversify outside of the wall-street, this show is for you. If you are a high paid professional (ex: doctor, lawyer, engineer, programmer, banker, accountant, etc) and making six figures i.e 100k or more in your job or business, this show is for you. This show will help you make YOUR money work for you. It will open up your mind to main-street investing and help you build multiple income streams. We will talk about personal finance, common fears, stigmas around ma ...
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On this episode of A Wiser Retirement® Podcast, we discuss investing in index funds with Casey Smith and Andrew Pratt, CFA, CBDA. We talk about the importance of long-term investing, the different types of ETFs, and the benefits of dollar cost averaging over lump-sum investing. Podcast Episodes Referenced: - Ep 208: How Direct Indexing Benefits Hig…
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Starring: Michael Newborn (@michaelnewborn) John Ballenger (@john-ballenger53) Guest: Pavel Bosovik linkedin.com/in/pavel-bosovik the27north.com Network/Produced by: Seltzer Kings (@seltzerkings) (seltzerkings.com) Theme Music: "You Can't Stop Me" by Andy Mineo Listen Here: Spotify: https://open.spotify.com/show/71Uji4fPLsnGEJjeAqomiJ?si=77e3d7bb63…
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Welcome aboard another episode of Passive Income Pilots! This week, Tait and Ryan are joined by Sean O'Toole, PropertyRadar.com founder, to discuss how pilots can find and invest in off-market rental properties. Sean shares his insights on leveraging public records, innovative strategies for contacting property owners, and the benefits of seller fi…
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Are you maximizing the full potential of your 401k as a pilot? On this episode of A Wiser Retirement® Podcast, Casey Smith and Missie Beach, CFP®, CDFA® talk about why airline pilots should maximize their 401(k) contributions. They explore the complexities and risks of real estate investments, superfunding your 401k, and tax benefits to keep in min…
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Today we have a special edition of the show where we’re going to share Ryan’s recent appearance on the Wealth Warehouse show with David Befort and Paul Fugere. David is the Founder/CEO of Max Performance Financial. He founded the company with the mission of educating people on the truths about money. Paul, on the other hand, is an Active Duty U.S. …
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Starring: Michael Newborn (@michaelnewborn) John Ballenger (@john-ballenger53) Guest: Joshua Becker facebook.com/becomingminimalist linkedin.com/in/becoming-minimalist becomingminimalist.com Network/Produced by: Seltzer Kings (@seltzerkings) (seltzerkings.com) Theme Music: "You Can't Stop Me" by Andy Mineo Listen Here: Spotify: https://open.spotify…
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Welcome to another exciting episode of Passive Income Pilots! This week, Tait and Ryan are joined by Daniel Rusteen, a former Airbnb employee turned short-term rental expert. Daniel shares his insider knowledge on optimizing Airbnb listings to maximize revenue. From selecting the perfect market to managing properties remotely, Daniel’s unique persp…
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On this episode of A Wiser Retirement® Podcast, Casey Smith is joined by Shawna Theriault, CFP®, CPA, CDFA® to talk about how second marriages and blended families impact estate planning. They also discuss how to safeguard your family's future, avoiding probate pitfalls, and the often-overlooked risk of unintentionally disinheriting children from a…
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Pilots are always looking for investing strategies that can help them grow their money and we’ve introduced quite a few people to Howard Capital Management. Today we are going to share our experience with their investments and why it might be worth considering if you want something a little different than the traditional funds. Here’s what we cover…
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Starring: Michael Newborn (@michaelnewborn) John Ballenger (@john-ballenger53) Guest: Ross Dickman HireHeroesusa.org linkedin.com/in/rossdickman/ Network/Produced by: Seltzer Kings (@seltzerkings) (seltzerkings.com) Theme Music: "You Can't Stop Me" by Andy Mineo Listen Here: Spotify: https://open.spotify.com/show/71Uji4fPLsnGEJjeAqomiJ?si=77e3d7bb6…
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Welcome back to Passive Income Pilots! In this special "Friday for Flyers" episode, we're diving into a critical topic for every pilot – medical certifications and aeromedical issues. Today, we have the honor of hosting Dr. Dan Monlux, an experienced AME, former F-18 pilot, and founder of Wingman Med. Dr. Monlux brings a wealth of knowledge and exp…
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Welcome to another exciting episode of Passive Income Pilots! We're diving into a fascinating and often overlooked passive income stream: vending machines. Our guest, Mike Hoffmann, also known as "Mr. Passive," shares his journey of creating a vending machine empire and how this low-barrier investment can yield significant returns. Whether you're a…
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High-income earners, are you looking for a way to maximize your retirement savings even if you exceed the income limits for a Roth IRA? On this episode of A Wiser Retirement® Podcast, Missie Beach, CFP®, CDFA® and Shawna Theriault, CFP®, CPA, CDFA® walk you through backdoor Roth IRAs, how to execute it step-by-step, and why early career planning is…
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Is your financial advisor ready for the crypto revolution? On this episode of A Wiser Retirement® Podcast, Casey Smith is joined by Robert Swarthout, Founder, CEO, and Portfolio Manager of Teton Crypto Capital. They discuss the state of RIA crypto education, Crypto Super PACs, ETH ETFs, and the memecoin frenzy. Related Podcast Episodes: - Ep 226: S…
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In this episode we welcome special guest Alex Racey, a renowned personal performance coach with an extensive background in the military. The discussion focuses on the importance of maintaining physical and mental health, particularly for aviators, frequent flyers, and professionals who sit for long periods. Alex Racey, who served 25 years in the U.…
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In this episode of A Wiser Retirement®, Casey Smith and Missie Beach, CFP®, CDFA®, talk with Leslie O'Neal, a Family Law Attorney and Partner at O'Dell and O'Neal in Marietta, GA. They discuss why prenups are important for everyone, especially in second marriages, and how they act as practical life planning tools like insurance. The conversation co…
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On this episode of A Wiser Retirement® Podcast, Casey Smith and Shawna Theriault, CFP®, CPA, CDFA® discuss various methods to minimize capital gains taxes, especially during retirement. Key strategies include gifting appreciated assets to charities, 1031 exchanges, and converting IRAs to Roth accounts during specific timeframes. Proper education an…
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As we move past Memorial Day and into the summer, we’re excited to welcome back Lee Hyder of Lee Hyder & Associates today to reflect on where the market currently stands and the investing strategies pilots should be focused on for long-term success. We always appreciate the perspective Lee brings to the show and wanted to get his deep thoughts on a…
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Starring: Michael Newborn (@michaelnewborn) John Ballenger (@john-ballenger53) Guest: Maurice Philogene (https://www.linkedin.com/in/mauricephilogene/) Network/Produced by: Seltzer Kings (@seltzerkings) (seltzerkings.com) Theme Music: "You Can't Stop Me" by Andy Mineo Listen Here: Spotify: https://open.spotify.com/show/71Uji4fPLsnGEJjeAqomiJ?si=77e…
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Welcome back to another episode of Passive Income Pilots! In this episode, Tait Duryea and Ryan Gibson sit down with Nick Friedman, co-founder of College Hunks Hauling Junk, who appeared on the pilot episode of Shark Tank. Nick shares his journey from starting a small moving and junk removal business in college to building a multi-million dollar fr…
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Unlock the secrets to successful franchising with our special guest, Jon Ostenson, CEO of FranBridge Consulting and former president of Shelf Genie. Jon joins Casey Smith on the episode and shares his journey from the corporate world to franchising. He reveals the untapped potential of non-food franchises, which often boast lower startup costs and …
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Starring: Michael Newborn (@michaelnewborn) John Ballenger (@john-ballenger53) Guest: Ben Nelson (https://www.linkedin.com/in/bennelson303/) Network/Produced by: Seltzer Kings (@seltzerkings) (seltzerkings.com) Theme Music: "You Can't Stop Me" by Andy Mineo Listen Here: Spotify: https://open.spotify.com/show/71Uji4fPLsnGEJjeAqomiJ?si=77e3d7bb636c42…
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In this special episode, we have the honor of flying with Keith Rosenkranz, the legendary Delta Captain who chartered his own retirement flight. Keith's incredible story has captivated the aviation community, and today, he shares the details of his epic farewell flight, his career journey, and his strategies for building a financially secure retire…
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Can inheriting money truly change your life for the better, or could it create unforeseen financial pitfalls? On this episode of A Wiser Retirement® Podcast, Casey Smith, Missie Beach, CFP®, CDFA®, and Shawna Theriault, CFP®, CPA, CDFA® talk about what to do if you inherit $200k. Related Podcast Episodes: - Ep 171: I've inherited money, now what? -…
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Retirement planning doesn’t have to be overwhelmingly complicated. In fact, it doesn’t have to be as complicated as most people tend to make it. In this episode, we’re going to unravel some of the unnecessary complexities that are often woven into the fabric of retirement advice. Ryan will debunk some of the myths, simplify some strategies for us, …
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Starring: Michael Newborn (@michaelnewborn) John Ballenger (@john-ballenger53) Guest: Nick Rotola (Founder & CEO of WE3 Group, Inc.) https://www.linkedin.com/in/nick-rotola-b87776149 Network/Produced by: Seltzer Kings (@seltzerkings) (seltzerkings.com) Theme Music: "You Can't Stop Me" by Andy Mineo Listen Here: Spotify: https://open.spotify.com/sho…
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On this episode of A Wiser Retirement®, Casey Smith is joined by Robert Swarthout, Founder, CEO, and Portfolio Manager of Teton Crypto Capital. They discuss how SWIFT plans to launch a CBDC, Binance founder CZ sentenced, and give an Ethereum ETF update. Related Podcast Episodes: - Ep 216: What are alternative investments? Should you be invested in …
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Will the 2024 Presidential election influence the stock market? On this episode of A Wiser Retirement®, Casey Smith is joined by Andrew Pratt, CFA, CBDA, to talk about how the S&P 500 performs depending on which party is in office and how the market performs with a divided Congress. They also compare stats on how the market performed when Trump and…
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Starring: Michael Newborn (@michaelnewborn) John Ballenger (@john-ballenger53) Guest: John Macaskill https://www.linkedin.com/in/jonmacaskill/ Network/Produced by: Seltzer Kings (@seltzerkings) (seltzerkings.com) Theme Music: "You Can't Stop Me" by Andy Mineo Listen Here: Spotify: https://open.spotify.com/show/71Uji4fPLsnGEJjeAqomiJ?si=77e3d7bb636c…
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Welcome back to Passive Income Pilots, where we dive into the intersection of aviation, finance, and personal success. Today, we have a special treat for both football enthusiasts and aspiring investors. Our guest is none other than Seattle Seahawk NFL Defensive Legend and Super Bowl Champion, Cliff Avril. Known for his ferocious defense and countl…
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It's often tricky to find the balance between living in the moment and planning for the future. On this episode of A Wiser Retirement™, Casey Smith, Missie Beach, CFP®, CDFA®, and Michaela Dowdy talk about instant vs delayed gratification, goal-setting tips, and lifestyle perceptions of the wealthy. Podcast Episodes Referenced: - Ep 219: Do you hav…
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Starring: Michael Newborn (@michaelnewborn) John Ballenger (@john-ballenger53) Guest: Alvin Cooper III (Founder of CStyled) Network/Produced by: Seltzer Kings (@seltzerkings) (seltzerkings.com) Theme Music: "You Can't Stop Me" by Andy Mineo Listen Here: Spotify: https://open.spotify.com/show/71Uji4fPLsnGEJjeAqomiJ?si=77e3d7bb636c422a Apple: https:/…
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Welcome to another episode of Passive Income Pilots! This week, your hosts Tait Duryea and Ryan Gibson are thrilled to bring you an insightful conversation with private equity mogul Collin Hathaway of Skylight Capital, a seasoned entrepreneur specializing in business acquisitions. In this episode Collin shares his journey from buying his first plum…
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Is 2024 a good time to purchase a new home? On this episode of A Wiser Retirement™, Casey Smith is joined by realtor, Tom Townsend from Townsend Realty Group. They talk about what's going on in the housing market, what to know about buying a house in 2024, interest rates, upcoming changes to realtor commissions, and investing in a second home. Podc…
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Some people just need a reality check when it comes to understanding their retirement. Today, we'll explore why a realistic approach to retirement, inclusive of financial planning and the potential for unexpected challenges, is crucial. We’ll take a look at four different examples of times when expectations don’t match up with reality for pilots, a…
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Starring: Michael Newborn (@michaelnewborn) John Ballenger (@john-ballenger53) Guest: Lindsey Nehls https://www.elevateleadership.com/ Network/Produced by: Seltzer Kings (@seltzerkings) (seltzerkings.com) Theme Music: "You Can't Stop Me" by Andy Mineo Listen Here: Spotify: https://open.spotify.com/show/71Uji4fPLsnGEJjeAqomiJ?si=77e3d7bb636c422a App…
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Welcome to another episode of Passive Income Pilots, where we delve into the burgeoning world of assisted living investments. Join hosts Tate Duryea and Ryan Gibson as they discuss the impact of the demographic shift known as the "Silver Tsunami" with Dwayne Clark, founder of Aegis Living. Dwayne shares his extensive experience in building a premie…
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When should I claim Social Security if I don't need it? On this episode of A Wiser Retirement™, Casey Smith and Missie Beach, CFP®, CDFA® talk about the best age to claim Social Security, different strategies for claiming it, and the optimal time to take it if you don't necessarily need it. Related Podcast Episodes: - Ep 109: Common Social Security…
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Starring: Michael Newborn (@michaelnewborn) John Ballenger (@john-ballenger53) Guest: Jacob Rupp (https://www.linkedin.com/in/jacobrupp/) BusinessLift (https://www.businesslift.com/) Network/Produced by: Seltzer Kings (@seltzerkings) (seltzerkings.com) Theme Music: "You Can't Stop Me" by Andy Mineo Listen Here: Spotify: https://open.spotify.com/sho…
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Welcome back to Passive Income Pilots! In this episode we delve into essential tax strategies tailored specifically for pilots. With the expertise of Toby Mathis from Anderson Advisors, we explore five key ways you can reduce your tax liability effectively. Toby brings his depth of tax knowledge directly to our pilot audience, discussing everything…
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On this episode of A Wiser Retirement™, Casey Smith, Missie Beach, CFP®, CDFA®, and Michaela Dowdy discuss how to prioritize financial goals. They encourage people to set SMART goals, explain leading and lagging indicators, and how to focus on daily priorities. Related Podcast Episodes: - Ep 200: Setting and Achieving Financial Goals in the New Yea…
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Every generation likes to talk about how much harder things used to be when they were kids. Like all of the people who used to have to walk five miles to school, in the snow, uphill both ways. But they had at least one thing that was EASIER…and that was retirement planning. Here’s what we cover in this episode: 0:00 – Intro 2:21 – Change from gener…
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Welcome to another thrilling episode of Passive Income Pilots, where we navigate the high-flying world of passive income opportunities. Today, we're joined by Joe Fairless, a titan in real estate investment and co-founder of Ashcroft Capital. Joe is renowned for his groundbreaking "Best Ever" conference, which is exactly where our hosts first cross…
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Starring: Michael Newborn (@michaelnewborn) John Ballenger (@john-ballenger53) Guest: Harley Blakeman (https://www.linkedin.com/in/harley-blakeman/) Honest Jobs (https://www.honestjobs.com/) Network/Produced by: Seltzer Kings (@seltzerkings) (seltzerkings.com) Theme Music: "You Can't Stop Me" by Andy Mineo Listen Here: Spotify: https://open.spotify…
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On this episode of A Wiser Retirement™ Podcast, Casey Smith is joined by Robert Swarthout, Founder, CEO, and Portfolio Manager of Teton Crypto Capital. They talk about whether Bitcoin is more than digital gold, give an update on the SEC vs Ripple case, explain Bitcoin halving, and mention that the IRS issued a draft for the new 1099-DA. Related Pod…
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On this episode of A Wiser Retirement™, Casey Smith is joined by Missie Beach, CFP®, CDFA®, to discuss wealth preservation plans and various asset protection strategies. Wealth preservation is more than just preparing for retirement; it involves a strategic approach to safeguarding your assets for future generations while maintaining a comfortable …
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Starring: Michael Newborn (@michaelnewborn) John Ballenger (@john-ballenger53) Guest: Marcus Long (linkedin.com/in/marcus-long-22278391) Network/Produced by: Seltzer Kings (@seltzerkings) (seltzerkings.com) Theme Music: "You Can't Stop Me" by Andy Mineo Listen Here: Spotify: https://open.spotify.com/show/71Uji4fPLsnGEJjeAqomiJ?si=77e3d7bb636c422a A…
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In this thought-provoking episode of Passive Income Pilots, we sit down with blockchain expert Hans Koning to navigate the complexities and opportunities within the blockchain landscape, especially in light of recent global events like the Bitcoin halving and rising geopolitical tensions. Hans shares his profound insights into how these factors inf…
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On this episode of A Wiser Retirement™, Casey Smith is joined by guests, Justin and Jennifer Place. Justin and Jennifer are both Pilots at a major airline. They discuss what it was like starting at regional airlines and how to make it to the majors, different career paths for pilots, variable income budgeting tips, emergency funds, airline 401k pla…
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