During the dessert course of their lunch together, Frankie and Paul reflect on life lessons from Frank Sinatra, Sammy Davis Jr. and Dean Martin. They pair look back on their experiences as some of the first Western pop musicians to perform behind the Iron Curtain in the early ‘60s, and Frankie explains why he almost passed on his iconic role in Grease. 

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With Skip out of town on business, Paul has lunch chat with another dear friend: Frankie Avalon! Their pair reflect on 60 years of rock 'n' roll history, swapping stories from the road with Chuck Berry, Bobby Darin and James Brown, and what it was like coming up as teen idols in the 1950s. Frankie also recalls his nights hanging out at Elvis' house — and the time his future-wife turned down a date with the King of Rock! 

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Alec Baldwin joins Paul and Skip to discuss his storied acting career, spanning 'The Hunt for Red October' to his record-breaking stint on 'SNL,' '30 Rock' and beyond. He offers the guys an impromptu lesson on method acting, explains why he was reluctant to do his iconic monologue in ‘Glengarry Glen Ross’ and how his instant-classic Trump impression impacted his view on the ex-President. Baldwin also reflects on the time he called Paul McCartney an “A-hole” in a yoga class, how he wound up as the first guest on ‘Inside the Actors Studio,’ and his 39 years of hard-won sobriety. 

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The tennis icon weighs in on the Pickleball craze (spoiler: he is not a fan), recalls the time David Bowie shaded his guitar skills (even after lessons from Eddie Van Halen!) and reflects on his long journey from sports bad boy to good family man — thanks to some help from his wife, rock star Patty Smyth. But don’t worry, Mac still has some of his famous fire! Though he’d be fine never hearing his infamous “You cannot be serious” catchphrase ever again, he explains how his anger made him a better player — until it didn’t. 

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The ‘Our Way’ gang welcome Skip’s dear friend Gayle King to the show. Together they reminisce about their first meeting in Hartford (where Gayle was the local reporter) and their respective journeys to Hollywood and beyond. The TV icon opens up about how she began her broadcasting career, shares memories from her favorite interviews, and reveals how she kept her cool during her infamous sit-down with a heated R. Kelly. She also recalls the moment her 50+ year friendship with BFF Oprah Winfrey began — and why it involves a snowstorm and some underwear. 

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The superstar comedian reveals how he writes his material and the simple lesson that led him from from open mic nights to selling out Madison Square Garden. He also opens up about the time he hired his dad to give Robert De Niro acting lessons, the distinct difference between Italians and Sicilians, and  why he wants his son to get the same school punishments that he got as a kid. 

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In the second installment of our interview with the Las Vegas visionary, Steve Wynn opens up about how the Broadway musical South Pacific inspired him to take a half-billion-dollar gamble on The Mirage — a hotel that transformed The Strip — and why the first guests to check in were wild animals. He also reveals how an Italian trip with Paul helped inspire him to create the iconic Bellagio — and also looks back on the time he and Skip got epically pranked by the singer while visiting Prince Rainier of Monaco. 

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Paul and Skip have an intimate chat with the architect of present-day Sin City. Together they reminisce about their days with the Rat Pack and mobsters as the city transformed from a desert outpost to America’s foremost fantasy land. Steve and Paul recall their epic practical joke battle that’s stretched on for decades, and Skip and Steve recall their epic war at the shore with Donald Trump for control of Atlantic City’s casinos. It’s a fascinating tale of Old Vegas and modern development — part history lesson, part business masterclass — so wild that it takes two episodes to tell! 

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Music legend Tony Orlando pays a visit to the 'Our Way' studios to reminisce with Paul about their early meetings in Rat Pack-era Las Vegas. The "Tie A Yellow Ribbon" singer reflects on his early days making music with a young Carole King, his years working as an A&R exec under industry icon Clive Davis, and the unlikely circumstance that resulted in him becoming a multimillion-selling singer — completely by accident! In addition to harrowing behind-the-scenes stories with comedy legends Jerry Lewis and Jackie Gleason, Orlando also opens up about his upcoming retirement and even gets a touching musical send-off from his old friend Paul. 

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The veteran host stops by the 'Our Way' studios to share insight culled from decades spent interviewing every celebrity under the sun. He recalls his earliest days in broadcast, what it was like to have an uncle (and a cousin!) as Presidents of the United States and reflects on what he learned in the aftermath of the infamous 'Access Hollywood' Trump tape leak.

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