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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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Welcome to The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots, where we navigate the skies of financial success with your host, Scott Osborn, The Pilot's Planner. Each episode, we soar through the challenges and opportunities unique to pilots, from debunking myths to mastering best practices in financial planning and investing. As demand for pilots reaches new heights, so too does the complexity of their financial landscapes. With Scott's expertise w ...
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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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The John Kobylt Show

Premiere Networks

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John and Ken have been on KFI for over thirty years and with Ken's recent retirement John now takes the show solo. John Kobylt digs into the news to uncover the real story hidden below the headlines. John regularly exposes liars and “spokesholes” while providing blunt, fast paced analysis of the latest news. Whether getting up to the minute information from reporters on scene, newsmakers that have the inside story, or contributors to the program, John Kobylt covers it all from crime, local p ...
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The Retirement Pilot

Steve Hoover

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Financial and retirement planning guidance from Steve Hoover of Wealth Partners in Kansas City, MO. On this show, we'll strive to help you worry more about life and less about money by covering multiple financial and retirement planning topics in a quick, fun, and relatable way.
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show series
 
The John Kobylt Show Hour 1 (08/19) - CA State Assemblyman Carl DeMaio comes on the show to talk about a new CA Supreme Court petition challenging unconstitutional redistricting that Gov. Newsom is pushing. More on the redistricting push in California. A woman was knocked out unconscious after a drink was spilled on a man at a concert. The Menendez…
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The John Kobylt Show Hour 3 (08/19) - Jamie Paige comes on the show to talk about SB79 and LA City Council passing a resolution to oppose SB79 which is the CA legislature's attempt to get rid of single-family homes. Who are the 5 LA City Councilmembers who voted to support SB79? The Boston mayor called out Attorney General Pam Bondi and the Trump a…
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Is now the right time to buy real estate or to hold cash? In this episode, Tait Duryea and Ryan Gibson sit down with Hunter Thompson, founder of Asym Capital and host of Cash Flow Connections, to unpack today’s real estate market. They cover cycles, debt structures, the COVID impact, rising interest rates, and why current distress is more about fin…
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The John Kobylt Show Hour 1 (08/18) - Alex Stone comes on the show to talk about Texas Democrats returning to the state after a 2 week standoff regarding a battle over redistricting congressional districts. San Francisco has reduced their outdoor homeless encampment population by 85%. A New Jersey man died on his way to meet an AI chatbot. Another …
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The John Kobylt Show Hour 2 (08/18) - More on the high gas prices in California and Newsom's tone on the oil industry changing. Doug Emhoff's daughter says she suffers from "climate anxiety". Firefighters are getting sick and dying from being unmasked during the wildfires in January. LA wants to fund immigration defenses for illegal immigrants but …
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The John Kobylt Show Hour 3 (08/18) - More on the Texas Democrats returning to the state after a 2 week standoff over congressional redistricting. A subway train in New York was hijacked by a transgender woman. People have been experimenting with dimming the sun. A man in Riverside County stole medical equipment and skin graphs from a hospital. See…
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The John Kobylt Show Hour 3 (08/15) John Kobylt opens the final hour with a troubling report from The Washington Free Beacon about a DC police sergeant who blew the whistle on her superiors for misclassifying crimes to make the city’s stats look better—only for the city to quietly settle her lawsuit. Then it’s on to Part I of the Moist Line, follow…
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The John Kobylt Show Hour 2 (08/15) - John talks about the recent polarization of the political climate and how it’s unlike anything he’s seen in his own life. And John talks about the Justice Department worker who assaulted a Customs and Border Patrol agent by throwing a sandwich at them. John talks about a CalMatters article about the terrible im…
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The John Kobylt Show Hour 1 (08/15) - John Kobylt opens the show with Assemblyman Carl DeMaio (R-CA) to take aim at Governor Newsom’s costly and “whacky” redistricting scheme—calling it a blatant power grab to gerrymander California’s political maps. DeMaio urges listeners to join the fight at reformcalifornia.org, stressing the need for voter ID a…
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The John Kobylt Show Hour 1 (08/14) - Michael Monks comes on the show to talk about the immigration enforcement operation in Little Tokyo. Gov. Gavin Newsom called today "Liberation Day" in an effort to fight back against Pres. Trump and Texas's redistricting attempt. Newsom started mocking Pres. Trump on X (Twitter). See omnystudio.com/listener fo…
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The John Kobylt Show Hour 2 (08/14) - A man threw a sandwich at federal agents in Washington DC. More on ICE operations in LA. A South Carolina gubernatorial candidate was arrested after yelling at cops in his underwear. The Van Nuys train horn guy was finally arrested. See omnystudio.com/listener for privacy information.…
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The John Kobylt Show Hour 3 (08/14) - Jon Fleishman comes on the show to talk about CA legislators that want to hide secret tax hikes in bills by using appealing language. CA State Senator Tony Strickland comes on the show to talk about the Gov. Newsom's plan for a special election in November to try to redistrict California's congressional distric…
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✈️ Retire Pilots the Right Way! 🎁 Grab your FREE Retirement Toolkit now → https://d74164fb.pages.infusionsoft.net/ Target-date funds just passed $4 trillion in assets. They’re now the default investment in many 401(k)s, and millions of Americans are using them without really understanding how they work. So, are they a smart choice… or just the easi…
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This week, Scott sits down with Jason Watson from WCG CPAs and Advisors to talk about the top 3 mistakes high-income pilots should avoid when investing in rental properties. As pilots and other high earners look for ways to diversify their income beyond their primary careers, rental properties offer a powerful path to building lasting wealth- if yo…
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The John Kobylt Show Hour 1 (08/13) - ABC News host Kyra Phillips admitted to being jumped in the last 2 years while in Washington DC and MSNBC Joe Scarborough said a journalist privately admitted to being happy about Pres. Trump placing the DC Metro Police under federal control. More on Pres. Trump placing DC Metro Police under federal control & t…
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The John Kobylt Show Hour 2 (08/13) - Susan Shelley comes on the show to talk about why Gov. Newsom's redistricting plan could backfire. More on Gov. Newsom's plan for redistricting CA. LA has been ordered to pay over $3 million dollars to a man who tripped over a busted sidewalk in Woodland Hills. Bryan Kohberger is being tortured by other inmates…
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The John Kobylt Show Hour 3 (08/13) - Chris LeGras comes on the show to talk about low income housing advocates wanting to sue to rezone the burn zones in Pacific Palisades and Altadena. More on the DC Metro Police being placed under federal control and reporters publicly denouncing it but privately praising it. The stupidest selfie ever was taken …
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The John Kobylt Show Hour 1 (08/12) - Michael Monks comes on the show to talk about immigration activists calling for a boycott of companies they believe have been silent when it comes to speaking out against ICE operations in LA. How much money is LA paying out in lawsuit settlements? More on DC's Metro Police being placed under federal control by…
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The John Kobylt Show Hour 2 (08/12) - Sue Pascoe comes on the show to call out LA County Supervisor Lindsey Horvath for the lies she is saying about the fire rebuilding process. Don Mihalek comes on the show to talk about the DC Metro Police being placed under federal control by Pres. Trump. More on DC Metro Police being placed under federal contro…
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The John Kobylt Show Hour 3 (08/12) - Elex Michaelson comes on the show to talk about leaving Fox11. LA County DA Nathan Hochman is trying to put a stop to all of the street takeovers. Andrew Do was ordered to pay over $800,000 in restitution and was sentenced to 5 years in prison for a bribery scheme. A USPS worker in Carson admitted to stealing c…
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What if your life insurance could help you invest without selling a single asset? Tait Duryea and Ryan Gibson welcome back Rod Zabriskie of Money Insights to demystify how whole life insurance can be used as a wealth-building tool. They break down the differences between term and whole life, how cash value grows, and why this strategy avoids risks …
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The John Kobylt Sjow Hour 1 (08/11) - Pres. Trump announced that he is placing the DC Metropolitan Police under federal control. Joe Khalil from NewsNation comes on the show to talk about Pres. Trump placing the DC Metro Police under federal control. A man was caught smoking a vape in an airplane bathroom and got into a screaming match with a fligh…
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The John Kobylt Show Hour 2 (08/11) - CA State Assemblyman Carl DeMaio comes on the show to talk about all of the redistricting drama that is being stirred up in California. More on the high gas prices in California. Students today are "zombies" according to two teachers that John knows. Update on the LADWP repair mishap in Granada Hills and Porter…
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The John Kobylt Show Hour 3 (08/11) - Alex Stone comes on the show to talk about whether or not Pres. Trump had the legal authority to send the National Guard to LA. A kitten was saved on the freeway. More on Gov. Newsom changing his tune towards the oil industry. More on ICE activity and the cooperation (or lack thereof) from certain states. See o…
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The John Kobylt Show Hour 1 (08/08) - More on the $2 billion dollars in missing money that was meant for homeless resources went. Almond orchards are being threatened by rats. There is a new poll out regarding the California Governor's race. A boy in Carson was attacked by a coyote. See omnystudio.com/listener for privacy information.…
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The John Kobylt Show Hour 2 (08/08) - Significant action is being taken against drug cartels. There is a bounty out for the President of Venezuela. Two men have been arrested in connection with sex toys being thrown on WNBA courts in the middle of games. More on the redistricting drama. See omnystudio.com/listener for privacy information.…
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The John Kobylt Show Hour 1 (08/07) - The aftermath of the ICE raid at a Home Depot in Downtown LA yesterday. Pres. Trump wants to not count illegal immigrants in the census. US Congressman Kevin Kiley comes on the show to talk about his bill to address all of the redistricting drama. See omnystudio.com/listener for privacy information.…
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The John Kobylt Show Hour 2 (08/07) - Michael Monks comes on the show to talk about the LADWP repairs in the San Fernando Valley. More on the LADWP repairs that went wrong. Gov. Newsom is upset that people are going to have to prove they work or volunteer to get MediCal. What are the "Dark Triad of Traits"? See omnystudio.com/listener for privacy i…
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The John Kobylt Show Hour 3 (08/07) - Uber has a sexual assault problem. AI is going to kill some white collar jobs. Immigration arrests in LA dropped from June to July. Pres. Trump wants the temporary restraining order against ICE operations in LA lifted. Illegal immigrants showed up on a beach in Spain by boat and the beachgoers helped the police…
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✈️ Retire Pilots the Right Way! 🎁 Grab your FREE Retirement Toolkit now → https://d74164fb.pages.infusionsoft.net/ What if you could get a tax refund from 2022, using a move you make in 2025? In this episode, Ryan sits down with one of the biggest names in tax strategy: Ed Lyon. You may have seen him on CNN, Fox News, CNBC, or MSNBC, or read one of…
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We’re back for Part 2 of the “7 Deadly Sins of Investing,” and these final three may be the hardest to overcome, because they’re not technical; they’re emotional. Scott explores how fear, greed, and impatience can quietly creep into our financial decisions and derail long-term success. These aren’t just feelings; they’re patterns that lead to poor …
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The John Kobylt Show Hour 1 (08/06) - Michael Monks comes on the show to talk about the ICE operation at a Home Depot in Downtown LA this morning. More on the ICE operation at a Home Depot in Downtown LA this morning. Gov. Gavin Newsom has changed his tune towards the oil industry in the state of California. The process of naming fires is stupid. S…
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The John Kobylt Show Hour 2 (08/06) - Royal Oakes comes on the show to talk about the Epstein subpoenas and the ICE operation in Downtown LA this morning. Studio City residents confronted a mail thief. More on the LA Olympics Taskforce. Fans keep throwing adult toys onto WNBA courts. See omnystudio.com/listener for privacy information.…
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The John Kobylt Show Hour 3 (08/06) - Attorney John Manly comes on the show to talk about calling for a federal inquiry into LA County sexual abuse claims. More on the redistricting drama. Residents took matters into their own hands and made their own crosswalks and the city got upset. A woman fell into a chimney in San Fernando. See omnystudio.com…
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The John Kobylt Show Hour 2 (08/05) - California's business climate could not be in a worse position. A Florida deputy had to remove a small alligator from a pool with his bare hands. LA's emergency budget is grossly underfunded! NASA says they are going to build a nuclear reactor on the moon! See omnystudio.com/listener for privacy information.…
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The John Kobylt Show Hour 3 (08/05) - Pres. Trump announced a taskforce to run the LA Olympics in 2028. More on how Gov. Newsom wants to redistrict parts of California in retaliation to Texas. The oil industry has made Newsom change his tune. Tennessee went through with an execution but there was some controversy because of a defibrillator that the…
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What if your first home turned into your first big win? Tait Duryea and Ryan Gibson welcome Brad Hilton and Aubrey Carlson, a powerhouse pilot couple who turned a VA loan into a cash-flowing real estate business. From renovating a dated beach house to designing destination-worthy cabins in Julian, CA, Brad and Aubrey break down how they scaled a sh…
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The John Kobylt Show Hour 1 (08/04) - California has the highest unemployment rate in the country. More on California's bad business climate. A zoo in Denmark wants people to donate animals to feed to the zoo animals. More and more people are relying on AI for companionship. See omnystudio.com/listener for privacy information.…
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The John Kobylt Show Hour 2 (08/04) - Ben Siegel comes on the show to talk about what Texas Gov. Greg Abbott is threatening to do to Democrats who fled the state amid redistricting efforts by Republicans. Your brain could be turning to plastic. The Eaton Fire could have been prevented. There is a new major media outlet coming to California in the n…
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The John Kobylt Show Hour 3 (08/04) - Michael Monks comes on the show to talk about a judge upholding restrictions for immigration raids in LA. Radioactive wasp nests were found in South Carolina along the Savannah River. A new California housing bill that Newsom signed cuts the legs out from underneath homeowner's associations. Citations for homel…
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The John Kobylt Show Hour 2 (08/01) - Illegal immigration can be controlled and the Trump Administration is proving it. A lot of people have dated their boss. Who is in the field of candidates for California Governor now that Kamala Harris is not running anymore. Previewing the interview with attorney Roger Behle, who will expose Gov. Newsom for ly…
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The John Kobylt Show Hour 1 (07/31) - Michael Monks comes on the show to talk about protesters and cops clashing at a homeless encampment cleanup operation in Van Nuys this morning. More on the homeless encampment cleanup in Van Nuys today as Mayor Karen Bass showed up and showed a side of her that can only be seen during election season. More on t…
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The John Kobylt Show Hour 3 (07/31) - CA State Assemblyman David Tangipa comes on the show to talk about AB377 which will create oversight for the remaining high-speed rail budget. 10 Cal Trans workers are being accused of drinking on the job. The police officer who was shot dead in New York near the NFL offices was laid to rest today. Public offic…
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✈️ Retire Pilots the Right Way! 🎁 Grab your FREE Retirement Toolkit now → https://d74164fb.pages.infusionsoft.net/ As a pilot, you're trained to anticipate risk and build backup systems, but are you applying that same mindset to your financial future? In this episode, Ryan answers a smart listener question about legacy planning, life insurance, and…
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