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pplpod episodes

  • Mortgage-Backed Securities: Plantation Bonds, Ginnie Mae and the MERS Mess

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    Roughly 84 million single-family homes sit in America, and most owners do not know who holds their debt, because mortgages are pooled into a $12 trillion mortgage-backed securities market. The idea of packaging property debt for distant investors dates to 18th century bonds backed by plantation mortgages that used enslaved people as collateral, then to 1850s farm railroad mortgage bonds that fed the Panic of 1857. A modern MBS works through a bankruptcy-remote special purpose vehicle that buys loans, pools them and issues pass-through securities sliced into tranches by repayment priority. Investors track a factor showing how much principal remains, along with weighted average maturity and weighted average coupon.

    The government system grew from the 1934 Federal Housing Administration, which standardized the long-term fixed-rate mortgage, and Fannie Mae in 1938. Ginnie Mae, split off in 1968, guaranteed the first mortgage pass-through security. In the 1970s baby boomers, double-digit inflation and a 5.75% cap on thrift savings rates drained local lenders, and securitization tied housing to national capital markets. The 1984 Secondary Mortgage Market Enhancement Act, 1986 REMIC rules and the 1999 Gramm-Leach-Bliley Act, which repealed Glass-Steagall, opened the way to originate-to-distribute lending, subprime pools repackaged into AAA-rated CDOs, and the 2008 crisis.

    • Prepayment risk hits investors when falling rates trigger refinancing, a pattern known as negative convexity.
    • Analysts price MBS with Monte Carlo simulations that model how homeowners respond to rates and unemployment.
    • Stripped securities split each payment into interest-only and principal-only bonds.
    • MERS, created in the 1990s, let lenders transfer mortgages electronically without recording them at county courthouses.
    • During foreclosures some judges could not determine who owned the note, and the robo-signing scandal followed.
    26 min
  • Wise: Two Estonian Expats, a Santander Memo and the Move to Nasdaq

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    Taavet Hinrikus, Skype's first employee, and Kristo Käärmann, a Deloitte management consultant, both moved from Estonia to London around 2006. Hinrikus was paid in euros but lived in pounds, while Käärmann earned pounds and owed a mortgage in euros. Banks were taking at least 5% on their transfers, mostly hidden in exchange rate markups and correspondent bank fees. The two began swapping money with each other at the mid-market rate, so no money crossed a border. In January 2011 they launched TransferWise in London, moving 10 million euros in the first year. The comparison site Monito found it averaged 83% cheaper than the UK's big four banks, and backers included Max Levchin, Peter Thiel's Valar Ventures, Richard Branson and Andreessen Horowitz.

    The company turned profitable in 2017 while moving over one billion pounds a month, and a leaked Santander UK memo that April projected an 84% loss of transfer revenue if it matched TransferWise fees. In February 2021 it rebranded as Wise and built out the Wise Account, Wise Business and Wise Platform, which lets banks run transfers on its infrastructure. A July 2021 direct listing on the London Stock Exchange valued it at $11 billion. Scrutiny followed: an FCA list naming Käärmann for a deliberate tax default, a CFPB order of nearly $2.5 million in 2025, and a Belgian money laundering probe reported in June 2026. In mid-2026 Wise moved its primary listing to Nasdaq.

    • In April 2013 TransferWise stopped letting users buy Bitcoin after pressure from its banking providers.
    • Partnerships with BlackRock and Evolve Bank and Trust added interest on balances and FDIC insurance up to $250,000.
    • In May 2016 the UK Advertising Standards Authority ruled its save up to 90% calculator misleading.
    • Rival Atlantic Money complained in 2023 that Wise removed it from price comparison tables.
    • The Belgian probe reportedly involved about 432 million pounds in suspicious transactions across 30 European countries.
    21 min
  • William Zeckendorf: The UN Land Deal, Freedomland and a Fake Groundbreaking

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    William Zeckendorf was born in 1905 in Paris, Illinois, the son of a hardware store manager, and moved to New York City at age three. He dropped out of New York University, learned real estate at his uncle's firm and joined the brokerage Webb and Knapp, which he bought outright in 1949. In 1946 he used option contracts to lock up 17 acres of slaughterhouses and tenements along Manhattan's East River, from roughly 42nd to 48th Street, planning a dream city to rival Rockefeller Center. He sold the land for $8.5 million to architect Wallace Harrison and Nelson Rockefeller, and John D. Rockefeller Jr. donated it as the site of the United Nations headquarters.

    Zeckendorf went on to own the Chrysler Building, the Hotel Astor and the Commodore, bought Frank Lloyd Wright's Robie House, and became an early patron of I.M. Pei with projects such as Denver's Mile High Center. In Montreal he brought together Royal Bank of Canada chief James Muir and Mayor Jean Drapeau to build Place Ville Marie. In 1958 he agreed to buy 176 acres of 20th Century Fox's backlot for $53 million to build Century City, though he lacked the money, and paid a $1,000-a-day penalty while construction stalled. A 1960 partnership with Alcoa financed the project. Webb and Knapp went bankrupt in 1965, and Zeckendorf died in September 1976 after a stroke, still in bankruptcy proceedings.

    • To revive press belief in Century City, publicists staged a groundbreaking where Mary Pickford smashed champagne on a tin shack before a bulldozer flattened it.
    • Freedomland USA, built with Disneyland developer C.V. Wood on Bronx marshland, closed in 1964 after five years.
    • Zeckendorf later said the park was a placeholder to secure roads, sewers and rezoning, and the land became Co-op City.
    • Co-op City became the largest cooperative housing development in the world.
    • In his final years Zeckendorf worked for his son William Jr.'s firm while his wages were garnished to pay creditors.
    23 min
  • Warner Bros: Jack Warner's Secret Buyback to the $110 Billion Skydance Deal

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    Harry, Albert, Sam and Jack Warner started the Warner Features Company in 1910 and incorporated Warner Bros. Pictures on April 4, 1923. The brothers expanded into animation by 1929, television in 1955 and music publishing. In 1956 Jack Warner persuaded his brothers to sell their controlling shares together to a banking syndicate, believing the family was retiring. Jack had secretly partnered with the same syndicate and bought back control for himself, becoming sole president. Seven Arts Productions acquired the studio in 1967, and in 1969 the Kinney National Company, built on parking lots, building cleaning and funeral homes, bought it and went on to acquire the future DC Comics, a cable company and Paperback Library.

    In 1972 Kinney spun off its original businesses and renamed itself Warner Communications, judging the Warner name worth more than its own. The 1990 merger with Time Inc. created Time Warner, which later went through the AOL Time Warner era before unbundling: Warner Music Group was spun off in 2004, Time Warner Cable later went to Charter, and Warner Books was sold to Hachette Livre. AT&T bought Time Warner on June 15, 2018 and renamed it WarnerMedia, then spun it off on April 8, 2022 to merge with Discovery. On October 6, 2026 Skydance closed a $110 billion merger to take over the film and television business.

    • The Lego Batman Movie opens with Batman reading the logo aloud as Warner Bras, a joke on the BROS. abbreviation.
    • Kinney's buying spree put Batman, Superman and Wonder Woman under a company that started in parking and funeral homes.
    • Film and television operations were consolidated into Warner Bros. Entertainment on December 3, 2002.
    • Warner Records and the Warner Bros. studio now share a name but have different owners, boards and headquarters.
    • AT&T bought the studio to supply content for HBO Max, then exited after streaming costs strained its balance sheet.
    20 min
  • Boeing After McDonnell Douglas: $60B Buybacks, the 737 MAX and a Door Plug

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    William E. Boeing, a lumber industrialist, founded his company in Seattle in 1916, and by 1934 antitrust law split it into pieces that became Boeing, United Technologies and United Airlines. For decades engineers set the company's direction. That changed after Boeing acquired McDonnell Douglas in 1997, a deal described as a reverse takeover because McDonnell Douglas executives, including CEO Harry Stonecipher, took top leadership roles. Headquarters moved from Seattle to Chicago in 2001 and to Arlington, Virginia in 2022. Between 2013 and 2019 Boeing spent over $60 billion on stock buybacks and dividends, which critics note is twice the cost of developing the 787 Dreamliner, while collecting advance payments from airlines and delaying payments to suppliers.

    Instead of designing a new jet, Boeing put larger engines on the 737 airframe and used MCAS software, fed by a single sensor, to push the nose down. Lion Air Flight 610 crashed in 2018 and Ethiopian Airlines Flight 302 in 2019, killing 346 people and grounding 387 MAX jets. In January 2024 a door plug blew out of Alaska Airlines Flight 1282, and the NTSB found the plane left the factory missing its retaining bolts. In September 2024 more than 30,000 IAM machinists went on strike, Boeing announced 17,000 layoffs and raised $19 billion in a share sale, and the walkout ended with a 38% raise over four years. Boeing also agreed to buy back Spirit AeroSystems for $4.7 billion.

    • In March 2023 court filings, Boeing disputed that Ethiopian Airlines victims experienced pain, arguing the impact happened at the speed of sound.
    • Boeing paid a $200 million penalty for misleading investors about safety issues tied to the 737 MAX crashes.
    • The board blocked a shareholder proposal to move the headquarters back to the Seattle area.
    • In December 2025 China sanctioned a Boeing facility over Taiwan arms sales, then agreed in May 2026 to buy 200 Boeing jets.
    • Boeing reported that each jet it delivered in 2020 will add about 1 million tons of CO2 over its lifespan.
    24 min
  • Venmo: A Forgotten Wallet, a Public Money Feed and $7 Debt Collectors

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    Venmo began with two University of Pennsylvania freshman roommates, Andrew Kortina and Iqram Magdon-Ismail. After helping a friend open a yogurt shop and seeing slow point-of-sale systems up close, they hit the breaking point when Magdon-Ismail visited Kortina for a weekend without his wallet. Their first prototype ran entirely on SMS text messages, and the name joined the Latin vendere, to sell, with mo for mobile. Because moving money by text sat in a regulatory gray area in 2010, they hired the Philadelphia law firm Morgan Lewis to work through state money transmitter rules. After the Haiti earthquake they processed $300,000 in donations for the New Life Children's Home, which helped secure a $1.2 million seed round. Braintree bought the company for $26.2 million in 2012, and PayPal bought Braintree for $800 million about a year later.

    By 2021 Venmo processed $230 billion in volume and earned $850 million, largely from a 1% instant transfer fee capped at $10 and a 3% fee on credit card funding. Its defining feature was a public feed that broadcast every transaction by default. The FTC's 2018 settlement found the app misled users about privacy controls and ordered third-party privacy audits every two years for a decade. Researchers scraped hundreds of millions of public transactions, Mozilla and the Electronic Frontier Foundation asked for private defaults, and in May 2021 a news organization found the sitting U.S. president's account in under 10 minutes. Fraud cost the company $40 million in operating losses in the first quarter of 2018, and a 2021 CFPB probe examined its debt collection practices.

    • A University of Washington study noted a user could send a single penny just to buy the right to post publicly on the feed.
    • Accounts start with a sending limit around $300 and rise to $60,000 in a rolling seven-day period after identity verification.
    • New York food trucks and restaurants taped personal Venmo QR codes to registers to avoid 3% card merchant fees.
    • When accounts went negative, the company seized funds from users' separate PayPal accounts and threatened collectors over balances as low as $7.
    • A 2022 University of Southern California study found two in five users leaked phone numbers, passwords or addresses in payment notes.
    26 min
  • Universal Pictures: Defying Edison, Losing Oswald and the 17-Day Window

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    In the early 1900s Thomas Edison's Motion Picture Patents Company controlled key film patents, including the Latham loop, charged theater owners fees and sent enforcers to smash unlicensed projectors. Chicago nickelodeon owner Carl Laemmle, a German immigrant and former dry goods salesman, stopped paying and in 1909 founded the Independent Moving Pictures Company. He promoted the anonymous Biograph Girl under her real name, Florence Lawrence, and did the same for King Baggot, helping invent the movie star. On April 30, 1912, IMP merged with five independents into the Universal Film Manufacturing Company, and in 1915 Laemmle opened the 230-acre Universal City, where visitors paid 25 cents to watch filming.

    In 1928 Laemmle made his son Carl Jr. head of production at 21, and Junior delivered All Quiet on the Western Front and the horror cycle of Dracula and Frankenstein. A $750,000 loan from Standard Capital for a lavish Show Boat remake, secured by the family's stock, led to foreclosure when the film ran about $300,000 over budget, and the Laemmles were ousted in early 1936. In 1950 agent Lew Wasserman won James Stewart a share of profits on Winchester '73, and his agency MCA bought the studio lot for $11 million in 1958 and took over the company in 1962. Later owners included Matsushita, Seagram, Vivendi, GE through NBC Universal and Comcast.

    • In 1916 Universal labeled releases Red Feather, Bluebird or Jewel to show theater owners their budget level.
    • In 1927 Charles Mintz hired away Walt Disney's animators and Universal kept Oswald the Lucky Rabbit, after which Disney created Mickey Mouse.
    • Carl Laemmle had about 70 relatives on the payroll, including future director William Wyler.
    • In 2020 Universal released Trolls World Tour on premium video on demand, and AMC threatened a boycott before agreeing to a 17-day theatrical window.
    • By 2026 Universal used a 31-day window, and The Odyssey became its highest-grossing film.
    26 min
  • USS New Jersey: Typhoon Cobra, Beirut Shelling and an Azur Lane Fan Event

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    The Iowa-class battleship USS New Jersey (BB-62) was ordered in 1939 and launched on December 7, 1942, at the Philadelphia Navy Yard. Franklin D. Roosevelt named her to repay a political debt to New Jersey governor and former Navy secretary Charles Edison, who had pushed to build her there. In World War II she guarded aircraft carriers, throwing up dense antiaircraft fire at the Battle of the Philippine Sea in June 1944, and in December 1944 she rode out Typhoon Cobra, which sank three destroyers and cost 790 lives. Decommissioned in 1948, she returned for Korea in 1950, where a shore battery at Wonsan hit her number one turret, killing one sailor.

    Reactivated in 1967 for Vietnam as the world's only active battleship, she lost her small antiaircraft guns, held 35.2 knots for six hours in trials and fired over 5,000 16-inch shells before Captain Robert Peniston told her to sleep lightly in 1969. Under Ronald Reagan's 600-ship Navy she came back with Tomahawk and Harpoon missiles, Phalanx guns and Pioneer drones, then shelled Druze and Syrian positions above Beirut in 1983, which Colin Powell later wrote made local factions see the U.S. as joining the fight. Decommissioned for good in February 1991 after 21 years of active service, the most of any Iowa-class ship, she opened as a museum in Camden in 2001.

    • She earned 19 battle stars, the most of any U.S. Navy battleship.
    • Each 16-inch shell weighed 2,700 pounds and could hit targets more than 20 miles inland.
    • Some Lebanon shells missed by up to 10,000 yards after powder from different lots was remixed into the same bags.
    • In 2024 a $10 million preservation project put her in dry dock number three at the Philadelphia shipyard, where she was built.
    • In 2025 she hosted a two-day live event for Azur Lane, a mobile game that turns warships into anime characters.
    23 min
  • UPS: A $100 Seattle Loan, Crushed Brown Trucks and the Louisville Worldport

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    On August 28, 1907, teenagers James E. Casey and Claude Ryan founded the American Messenger Company in Seattle with a $100 loan, carrying messages on foot, by bicycle and by streetcar. As telephones spread they shifted to retail parcels, bought a Ford Model T in 1913 and merged with Evert McCabe's company to form Merchants Parcel Delivery, which pooled many stores' packages on one vehicle. After expanding to Oakland in 1919 they became United Parcel Service, began gaining common carrier status in Los Angeles in 1922 and reached New York City by 1930.

    An air service tried in 1929 died in the Depression, but Blue Label Air launched in 1953, and in 1975 UPS became the first package company to serve every address in the 48 contiguous states. UPS Airlines followed in 1988, the 1991 DIAD handheld added real-time tracking, and the company staged the largest IPO of the 20th century in November 1999 before buying Mail Boxes Etc. in 2001. Amazon paid UPS $11.3 billion in 2020, over 13% of revenue, yet UPS later cut Amazon volume to focus on healthcare logistics, buying Bomi Group and MNX.

    • Worldport at Louisville Muhammad Ali International Airport covers 5.2 million square feet and sorts 115 packages a second.
    • Casey wanted yellow trucks until partner Charlie Soderstrom suggested the dirt-hiding brown of Pullman railroad cars.
    • Retired delivery trucks are never resold: they are stripped, painted over and crushed under company supervision.
    • A 16-day Teamsters strike in 1997 under Ron Carey shut UPS down nationwide.
    • The 2023 contract set $21 starting pay for part-time workers and added air conditioning to new delivery vans from 2024.
    21 min
  • TurboTax: Hidden Free File Pages, $11M Lobbying and a $141M Settlement

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    TurboTax began in 1984 as a product of Michael A. Chipman's ChipSoft and was sold to Intuit in 1993, where it outpaced H&R Block's software and TaxAct. Its reach showed in 2009, when Treasury nominee Timothy Geithner told the Senate he had used TurboTax on returns that left him owing over $42,000 in self-employment taxes from his International Monetary Fund years, and Intuit answered that the software only calculates from what users enter. Under the IRS Free File program, the IRS agreed not to build its own free online filing system, and Intuit agreed to offer genuinely free filing to people under income limits that ranged from about $39,000 to $72,000.

    In 2019 ProPublica reported that Intuit added noindex and nofollow tags that hid its Free File page from search engines and steered filers to products marketed as free that charged for state returns at the end, along with a military discount that charged service members who qualified to file for nothing. Between 2008 and 2012 Intuit spent over $11 million lobbying against return-free filing, while its 2012 10-K called government encroachment a continued competitive threat. In May 2022 it agreed to a $141 million settlement that sent $30 to $85 checks to 4.4 million users, the FTC ordered its misleading ads stopped in early 2024, and Intuit shut down its free TurboTax service by March 2024.

    • In 2003 TurboTax copy protection wrote to sector 33 of users' hard drives, leaving some computers unable to boot.
    • A 2008 charge of $9.95 to print or e-file each extra return from desktop software was rescinded by December.
    • In 2015 Intuit removed Schedule C, D, E and F interview support from the Deluxe version and apologized twice.
    • In 2021 some stimulus payments went to temporary accounts set up to collect TurboTax fees, leaving users unable to reach the money.
    • In 2025 Global News in Canada reported that TurboTax calculated an Ontario childcare credit using only the lower-earning spouse's income.
    23 min

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pplpod is a podcast about people, places and lots of other stuff. Each episode takes a deep dive into the lives, choices, and legacies of fascinating figures from history, culture,…