The Tom & Mickey Show

Tom Postilio & Mickey Conlon
  • 5.0 (7)
  • SOCIETY & CULTURE
  • UPDATED SEMIWEEKLY

Partners in business and life, Tom Postilio & Mickey Conlon are New York City based real estate brokers known to television audiences from their appearances on HGTV’s ‘Selling New York.’ But that was long ago in a media landscape far, far away. The Tom & Mickey Show isn’t all about real estate, but it is a love letter to New York. In intimate, unfiltered, and uncensored conversations, these two old souls are serving up wit, big heart, and even bigger martinis while dishing with the Who’s Who of Gotham.

  1. Drop That Name! with Jim Caruso & Billy Stritch

    FEB 5

    Drop That Name! with Jim Caruso & Billy Stritch

    Please welcome our next guests, Jim Caruso & Billy Stritch. Fixtures of New York nightlife, their weekly event “Jim Caruso’s Cast Party” has been dubbed ‘The Gold Standard of Open Mic Nights’ for over 20 years. And their longtime residency at Bemelmans Bar at the Carlyle Hotel is one of the most New York things that exists. On our name-droppingest episode yet, everyone from Liza Minnelli to Sir Paul McCartney gets airtime, including cameos from the likes of Carol Channing and Lypsinka. Jim and Billy’s lives continue to be one hell of a party! We couldn’t be happier to sit down with two great friends and share this conversation with you. If you’re in NYC or would like to catch Cast Party on the road, all the info is at: ⁠Castpartynyc⁠.com and instagram: ⁠@jimcarusoscastparty⁠ And you can follow Jim ⁠@jimcaruso1⁠ and Billy ⁠@billystritch⁠ on socials. Please like, subscribe, and follow us on our socials! If this episode leaves you searching for your next place to live while belting out showtunes, you can always contact us for New York’s finest real estate at ⁠@tomandmickey⁠ or ⁠Tomandmickey.com⁠ The Tom & Mickey Show is razzle dazzled by Director & Editor extraordinaire: Stephen Penta ⁠@ThePenta TIMESTAMPS: 00:00 - Welcome to Drop That Name! On The Tom and Mickey Show 00:29 - A Barry Manilow Begins Decades Of Friendship 02:57 - Fresh Off The Latest Tony Awards After-Party Extravaganza. 13 Years At The Carlyle 06:57 - CAST PARTY - Part Of The Fabric Of A New York Night Out 11:15 - Memorable Nights At The Rainbow Room 13:18 - PLEASE Tell your Paul McCartney Story! 17:03 - ... And Then Bono Walks In 19:20 - "I Can't Remember A Time When We Weren't Friends" 22:39 - 23 Years Of Cast Party! Some of The Greatest Performers In The World... 24:04 - ... And Tony Bennett And Marilyn Maye At Birdland 26:14 - ... And Then I Get A Call From Betty Comden 28:11 - ... And Then Carol Channing GIVES YOU FULL-ON Carol Channing 32:45 - There's Always More To Tell About Liza Minnelli 34:30 - The Theme From The Bad & The Beautiful Sparks a Life Changing Friendship 38:28 - Liza's Birthday Party At Tatou 39:20 - ... And Eartha Kitt at the Cafe Carlyle 40:08 - The Liza Years 41:35 - Writing The Grammy Winning "Does He Love You?" Performed By Reba McEntire 43:49 - The Realities Of Streaming Royalties 45:48 - Cast Party Finding A Place In The Heart Of New York City 48:44 - "This Could Really BE Something!" 50:15 - The Beauty Of Being Part Of Someone's History 51:22 - Take Us Out With Elegance & A Song

    54 min
  2. Over The Rainbow With Lorna Luft

    12/19/2025

    Over The Rainbow With Lorna Luft

    “That’s my family! It’s strange for everybody but me.” There’s a world of difference between dreaming of fame and being born into it, and this week’s guest, Lorna Luft, understands that distinction better than anyone. The daughter of Judy Garland and Sid Luft, Goddaughter of Frank Sinatra, sister of Liza Minnelli, and sister-in-law of Peter Allen, chatting with our beloved friend is like getting a peek into a corner of entertainment history that you won’t find in any book. Lorna is a performance icon in her own right, and in this episode we discuss everything from her early appearances on The Judy Garland Show, coming of age as a performer in New York, to her coming to terms with the legacy of her legendary family as she learned to tell her own story. As she confronted the myths with her memories and became torch bearer of her family’s cultural legacy around the world, she overcame obstacles and continues to champion the message of hope “Over the Rainbow” has given so many, generation after generation. We couldn’t be more delighted that she’s shared her story with us. You can find Lorna and all of her upcoming events and books on instagram https://www.instagram.com/lornaluftofficial or https://www.facebook.com/LornaLuftOfficial If this episode leaves you searching for your next “Over The Rainbow” moment, contact us at https://www.instagram.com/tomandmickey or http://tomandmickey.com We hope your holidays are bright and filled with love. We’ll see you next year! The Tom & Mickey Show is filled with holiday cheer by Director & Editor extraordinaire: Stephen Penta https://www.instagram.com/thepenta TIMESTAMPS: 00:00 - Nobody Ever Wrote A Song For Lorna 02:41 - Pitching Debut At Yankee Stadium For Pride 05:42 - There's No *Rehearsal* In Baseball! 08:08 - It was Randy Rainbow, Donatella Versace & Lorna Luft on an EPIC pride float 08:49 - THE MEMORY BOX 09:39 - Memories Of Peter Allen 11:52 - Early Days As An NYC Nightclub Act 14:24 - It's Different When You're Born Into Fame 16:16 - That's Family! 17:29 - Many People Are Related To Fame, But There Are Very Few Legends 19:35 - Making Friends With A Ghost (Her First Book) 20:38 - Finding Her Voice To Set The Record Straight 22:51 - A Star Is Born: Judy Garland And The Film That Got Away 24:29 - Skipping School To Film The Judy Garland Christmas Show 27:02 - Carrying On The Family Tradition 28:16 - Judy Garland's Early Days In Vaudeville Set The Stage 29:09 - Remembering The Meaning Of Carnegie Hall 30:05 - Just As Insecure About The Insecurities Of Show Business 31:58 - Coming Of Age... The Grandchildren Of 'Dorthy' From The Wizard Of Oz 33:47 - Wizard Of Oz Playing At The Las Vegas Sphere 34:14 - Welcoming The Wicked Cast Into The OZ Family 36:06 - The Meaning Of "Over The Rainbow" To The Gay Community 38:53 - The Legacy Of Stonewall & Pride 39:41 - The Song Became Larger Than Her 40:36 - We All Got To Grow Up Together In The Theater 42:05 - What Gets You Through The Night? 43:13 - Now Is The Time. A Moving Performance Of Somewhere Over The Rainbow #Lornaluft #tomandmickeyshow #judygarland #lizaminnelli #franksinatra #peterallen #wizardofoz #wicked #overtherainbow #broadway #broadwayhistory #mgm #judygarlandshow #lgbtqhistory #pride #pridemonth #stonewall #astarisborn #hollywood #hollywoodstories #showbiz #hollywoodhistory #hollywoodmovies #celebrityinterviews #inspirational #NewYorkRealEstate #NewYorkCity #TalkShow

    48 min
  3. Broadway Producer Manny Azenberg: Putting It Together

    12/03/2025

    Broadway Producer Manny Azenberg: Putting It Together

    Broadway producer Manny Azenberg may not consider himself a living legend, but his more than 160 productions that garnered dozens of Tony Awards, not to mention his Lifetime Achievement Tony, tell a different story. If you’re lucky, once… maybe twice in a lifetime will you find a friend, teacher, and mentor the way Mickey connected with Manny at Duke University. In this episode, Tom & Mickey chat with Manny about working with some of Broadway’s greatest playwrights, including Neil Simon, Tom Stoppard, and Athol Fugard, which leads to deeper conversations about life, philosophy, and the future of Broadway. From his early days in the Bronx to his many years on Broadway, Manny takes us on a touching and hilarious journey as only he can. If this episode leaves you pining for the Great White Way, we’ll be happy to find you a place near Broadway, or anywhere else you’d like to call home. Contact us at https://www.instagram.com/tomandmickey or https://www.tomandmickey.com/ The Tom & Mickey Show is produced through the showbiz eyes (and ears) of Director & Editor extraordinaire: Stephen Penta https://www.instagram.com/thepenta TIMESTAMPS: 00:00 - Introduction 01:36 - THE PRODUCER - A Lifetime In The Theater 04:58 - A Legendary Moment Of Humility 05:38 - ONE HUNDRED SIXTY-SOMETHING SHOWS! 09:38 - Some Early Shows With Singers... Like Judy Garland... & Lina Horne... & Barbra Cooke... & Barbra Streisand 10:04 - Judy Garland And The Magic Of "Somewhere Over The Rainbow" 12:38 - Teaching At Duke University 13:30 - "Tell Me What You Think, So You Find Your Opinion" - The Lesson of Brighton Beach Memoirs 16:48 - Sunday In The Park With George & Sondheim 19:53 - Producing with Neil Simon, Tom Stoppard & Aethol Fugard 21:18 - The Power Of The Visceral Response 22:25 - Broadway Has Become a Theme Park Rather Than A Cultural Center 24:09 - The Current State Of Theater Economics 25:54 - Shows Didn't Used To Run For 10-25 Years 28:16 - For All The Arts: You Have To Become An Initiate 31:12 - We're Getting Married, We're Having Children, That's The End Of It. 33:41 - CATS and That Restaurant That Twirls 34:35 - You Can't Deny An Audience Having A Good Time (The Beauty Of Different Opinions) 35:42 - Find Your People & Stick With Them 38:03 - An "A" If You're Truthful 39:08 - A (Co-Op) Nightmare On 57th Street & Other Tales Of Real Estate 41:48 - DO NOT INVEST IN SHOWBIZ! A Mantra Proven Wrong 44:14 - "If You Can't Say Anything Nice, Say It In Yiddish" 45:27 - "If Not Now, When?" and Other Parting Words Of Wisdom

    52 min
  4. Gloria Reuben: Alla Famiglia

    10/14/2025

    Gloria Reuben: Alla Famiglia

    From her groundbreaking, career-catapulting role as Jeanie Boulet on ER to performing on tour with Tina Turner, and playing Elizabeth Keckley in Steven Spielberg's Academy Award-winning Lincoln, Gloria Reuben has got it goin' on! “I’m the only person on the planet, the only person on the planet, who went from being on a hit TV show for years to going on tour with Tina Turner. I mean baby, I got it goin' on!" - Gloria Reuben So pop the good bottle of bubbly and join us as we laugh and reflect on Gloria’s accomplished, wild and fabulous ride of a career. And her star continues to rise! You can follow Gloria on Instagram at: https://www.instagram.com/gloreuben/ And if this episode finds you looking for spaces that increase your productivity, we’d be happy to help. Contact us at https://www.instagram.com/tomandmickey or https://www.tomandmickey.com/ The Tom & Mickey Show is produced with or without champagne by director and editor extraordinaire: Stephen Penta https://www.instagram.com/thepenta TIMESTAMPS: 00:00 - Introduction 01:10 - A Tale of Two Toasts 04:48 - The Big "GOTCHA!" Moment 07:49 - E.R. and the continued impact of Jeanie Boulet 13:51 - From A Hit TV Show To Going On Tour With Tina Turner 21:56 - Music Is My Safe Space 24:35 - Recording "For All We Know" 26:25 - The Constant Creative Is Never Without A Notebook 28:22 - A Surprise Cameo From Phyllis Diller 30:00 - The Creative Healing Power Of SUMMERWIND 31:40 - Alla Famiglia & Moonstruck Memories 34:04 - What Are The Movies You Can Watch Over & Over? 35:27 - Do You Get A Sash? 36:05 - The Making of Lincoln and Portraying Elizabeth Keckley 37:53 - President Obama Screens 'Lincoln' For Steven Spielberg & The Cast 38:05 - President Obama's Introduction Speech 39:22 - The Relationship Between Mary Todd Lincoln and Elizabeth Keckley 44:15 - Frank's 11 O'Clock Number #tomandmickeyshow #gloriareuben #showbiz #celebrityinterviews #ER #Lincoln #spielberg #obama #danieldaylewis #filmmaking #actress #mrrobot #tvactress #singer #tinaturner #whitneyhouston #divasconcert #VH1 #elizabethkeckley #champagnetoast #NewYorkRealEstate #NewYorkCity #TalkShow #longislandrealestate #ForAllWeKnow #films #moonstruck #nickcage #sallyfield #chosenfamily #lgbt #lgbtqhistory

    46 min
  5. Melissa Manchester: Whenever I Call You Friend

    09/03/2025

    Melissa Manchester: Whenever I Call You Friend

    It is not hyperbole to say that Melissa Manchester is a living legend. As a singer/songwriter, actress, activist and Grammy winning multi-hyphenate, Melissa has been persistently chasing the successful engagement of her heart and spirit for her entire life. In this episode of The Tom & Mickey Show, Melissa takes us back to her first gigs as a Harlette performing with Bette Midler at the legendary Continental Baths to the stories behind writing some of her most famous songs. We’re so grateful for Melissa’s friendship, for her presence in our lives and for her continued journey to make the world a better place through her music and her exquisite soul. Wherever there is Melissa Manchester, there is Good News. Follow Melissa on http://melissamanchester.com Instagram: https://www.instagram.com/melissa.manchester & Facebook: https://www.facebook.com/melissamanchesterartist And Tom & Mickey on socials- https://www.tomandmickey.com https://www.instagram.com/tomandmickey The Tom & Mickey Show is produced through the eyes (and ears) of love by Director & Editor extraordinaire: Stephen Penta https://www.instagram.com/thepenta TIMESTAMPS: 00:00 - Intro Montage 02:53 - 551 Performances in 51 Cities Of "Funny Girl" 06:25 - Melissa's TWENTY FIFTH ALBUM - RE:VIEW 09:01 - A Creative Idea Insists To Be Expressed 11:57 - Writing "Til We Remember Who We Are" 13:43 - "Would You Consider Writing A Concierto?" 15:35 - Hair As Art. Becoming A Village Elder 17:52 - Growing Up In A Festive Version Of Normal 20:20 - How Do You Get To Sesame Street? - From PA To Singing With The Muppets 22:53 - Starting Out: An Organic Community And Jingle Writing 24:53 - Barry Manilow & An Introduction To Bette Midler 26:16 - Bette Midler & The Harlettes Premier At The Continental Baths 29:59 - A Life Changing Chance Meeting With Carole Bayer Sager 33:23 - We Have To Talk About Peter Allen 35:04 - Love Don't Need A Reason, Love Is Never A Crime 36:38 - The 5 Years I Don't Remember: Recording Don't Cry Out Loud 42:06 - The Last Time I Talked To Peter Allen - The Ballad Of Legs Diamond 45:25 - An Artist Lives In Chapters & Its Reflected In The Art 46:48 - Play Us Out With Some Good News

    48 min
  6. CetraRuddy: HOME

    07/24/2025

    CetraRuddy: HOME

    In this must-listen episode for our NYC real estate and architecture fans, we talk to acclaimed architects John Cetra and Nancy Ruddy. They’re the husband and wife team behind the firm CetraRuddy, and the creative minds that dreamed up some of New York City’s most beautiful and coveted spaces. We’ll go behind the scenes on the creation of some of our personal favorite CetraRuddy projects: Walker Tower, 443 Greenwich, and our very own Long Island home, Summerwind. “We always feel that our hearts & souls are there, in the bricks & mortar." Nancy Ruddy Shaping the skyline since 1987, we discuss working together to build a home, a family, and a 137-person architecture firm. Oh, and Nancy’s time hanging out with the Rat Pack at Toots Shor’s when she was a kid! You can find everything CetraRuddy at cetraruddy.com And if this episode awakens the desire to build a home of your own or change spaces, we’d be happy to help. Contact us at @tomandmickey or tomandmickey.com The Tom & Mickey Show is produced with heart & soul by Director & Editor extraordinaire: Stephen Penta (@thepenta)

    54 min
  7. Dave Koz: Gratitude

    06/26/2025

    Dave Koz: Gratitude

    “The Sun doesn’t ask for anything. It just shows up.” We deeply cherish our friendship and conversations with Dave Koz. In our circle of close friends, nobody can dispense a profound line of wisdom quite like him. Also, he makes a mean omelet. A platinum selling artist with a barrelful of Grammy nominations, Dave continues to break boundaries and make some of the best music of his career, including his most recent album collaborations with Cory Wong and his latest with the great Bob James. This episode is a lifetime full of stories over drinks with old friends. From the early days of Dave’s career on the Arsenio Hall Show to his trailblazing coming out story, it’s an incredibly heartfelt conversation that could not be a more fitting way to wrap up Pride Month with friends and chosen family. You can find all of Dave Koz’s music AND all the info on Dave’s touring schedule and his series of Cruises on ⁠davekoz.com⁠. Be sure to follow him ⁠@davidstephenkoz ⁠and on ⁠YouTube⁠. If you’re finding that your Saucy Posse is needing a bit more (or less) space these days, we’d be happy to help. Contact us ⁠@tomandmickey ⁠or ⁠tomandmickey.com⁠ The Tom & Mickey Show is produced by Smooth Jazz Director & Editor extraordinaire: ⁠Stephen Penta⁠ (@thepenta) TIMESTAMPS: 00:00 - Introduction 01:29- This Apartment Brings Back No Memories 02:35- The Sun Doesn't Ask For Anything 04:56- Making "Just Us" with Bob James 12:36- The Magic Of Summerwind and the Dave Koz One Egg Omelette 15:51- The Fellowship Of The Saucy Posse 18:45- WHICH OF THESE THINGS IS NOT TRUE? (Is the new Two Truths and a Lie) 24:16- Dave Breaks Down Each Saxophone By Their DateAbility 26:31- A Perfect New York Evening 27:05- Learning From The Younger Generation As A Jazz Elder Statesman 30:44- "About Your Name..." 33:54- Getting To Learn From Your Idols: David Sanborn 37:55- Bruce Lundvall, Herb Alpert, Burt Bacharach and other inspirations. 39:33- Last Summer We Missed The Boat 39:46- A Duet With George Gershwin? 43:44- Music Is the Best Exercise For The Brain (& Soul) 45:34- New Music Dave's Excited About 47:30- The World Of Norman Lear & Concord Records 50:21- You Played With Peter Allen On The Ill Fated Pat Sajak Show 52:28- Arsenio Hall Was Your First BIG break 54:11- I Want To Live One Life: Coming Out In 2004 Was A Different Time 01:00:19- Sommation Video Clip with Bob James #tomandmickeyshow #davekoz #saxophone #jazz #MusicPodcast #celebrityinterviews #musiciansofinstagram #creativeprocess #LGBTQ #storytime #comingoutstory #bobjames #corywong #arseniohall #PeterAllen #omlette #fypyoutube #newyorkrealestate #NewYorkCity #TalkShow #georgegershwin #normanlear #90s #melissaetheridge #recordingartist

    1h 1m
  8. Peter Cincotti: The Rainbow Connection

    06/19/2025

    Peter Cincotti: The Rainbow Connection

    Peter Cincotti started playing piano at the age of three. At seven, he met Frank Sinatra. At 18, Peter was the youngest artist ever to reach # 1 on the Billboard Jazz charts (he retains that distinction to this day). But when he was 17 (a very good year!), he joined Tom in the cast of the Off-Broadway musical hit, Our Sinatra, and a lifelong friendship was born. Peter’s latest album, “Live At The Cafe Carlyle,” is his first recording on vinyl, and it’s a knockout. It’s so good that George Clooney kinda swiped our copy upon a chance meeting at The Polo Bar (though he was a gentleman about it!). We talk about weddings, Sinatra’s deep feelings about sharing olives, finding your ancestral roots – whether you want to or not, and coping with loss through music. All these beautiful stories, and more ONLY on The Tom & Mickey Show! You can find all of Peter’s music on your favorite streaming platforms, and order his latest album on VINYL at Petercincotti.com and follow him @petercincotti If you find yourself dreaming about gathering around a piano for your next family dinner in a larger living room, we can help you find that - contact us at @tomandmickey or tomandmickey.com AND if you’ve been enjoying the show, help us grow and spread the word by liking & subscribing on youtube, rating the show and leaving us comments. We’ve been loving hearing from all of you. The Tom & Mickey show is produced by director & editor extraordinaire: Stephen Penta (@thepenta)

    1h 1m
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Trailer

5
out of 5
7 Ratings

About

Partners in business and life, Tom Postilio & Mickey Conlon are New York City based real estate brokers known to television audiences from their appearances on HGTV’s ‘Selling New York.’ But that was long ago in a media landscape far, far away. The Tom & Mickey Show isn’t all about real estate, but it is a love letter to New York. In intimate, unfiltered, and uncensored conversations, these two old souls are serving up wit, big heart, and even bigger martinis while dishing with the Who’s Who of Gotham.

Information

  • Creator
    Tom Postilio & Mickey Conlon
  • Years Active
    2025 - 2026
  • Episodes
    15
  • Rating
    Explicit
  • Copyright
    © 2025
  • Show Website
    The Tom & Mickey Show

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