E1090 Ask Nick - 50 First Dates and Still No Boyfriend

"Our first caller went on 50 dates last year and still hasn't found her person…so what is going wrong? Our second caller is done playing games and wants to know if it's finally time to block her situationship for good. And our third caller is stuck in an impossible position: her best friend's boyfriend is, and I quote, 'the world's biggest piece of shit,' and she has no idea how to show up for her friend without losing her mind." "It's a lot easier to hang out with people when you accept who they are." Listen to Humble Brag with Cynthia Bailey and Crystal Kung Minkoff every Monday. Available wherever you get your podcasts and YouTube: https://www.youtube.com/@humblebragpod  https://podcasts.apple.com/us/podcast/humble-brag-with-crystal-and-cynthia/id1774286896 https://open.spotify.com/show/4NWA8LBk15l2u5tNQqDcOO?si=c03a23d537f94735 Start your 7 Day Free Trial of Viall Files + here: https://viallfiles.supportingcast.fm/  Please make sure to subscribe so you don't miss an episode and as always send in your relationship questions to [email protected] to be a part of our Monday episodes.  To Order Nick's Book Go To: https://www.viallfiles.com  If you would like to get some texting advice, send an email to [email protected] with "Texting Office Hours" in the subject line!  To advertise on this podcast please email: [email protected] or go to: https://advertising.libsyn.com/theviallfiles  THANK YOU TO OUR SPONSORS: IQ Bar - And right now, IQBAR is offering our special podcast listeners 20% off all IQBAR products—including the Ultimate sampler pack—plus FREE shipping. To get your 20% off, text FILES to 64000. Message and data rates may apply. See terms for details. Mint Mobile - If you like your money, Mint Mobile is for you. Shop plans at https://mintmobile.com/viall The RealReal - The RealReal is the most trusted name in authenticated luxury resale, With over ten thousand new arrivals daily, no one does resale like The RealReal. And now, get $25 OFF off your first purchase when you go to https://therealreal.com/files  Bilt - Join the loyalty program for renters at https://joinbilt.com/viall  Make sure to use our URL so they know we sent you. Quo - Make this the season where no opportunity — and no customer — slips away. Try QUO for free PLUS get 20% off your first 6 months when you go to https://Quo.com/viall Quo — no missed calls, no missed customers.  BiOptimizers - Go to https://bioptimizers.com/viallfiles and use our exclusive code VIALL15 to get 15% off any order. Make 2026 the year you finally start sleeping great again. Timestamps: (00:00) - Intro (02:14) - Caller One (40:32) - Caller Two (1:10:05) - Caller Three Episode Socials:  @viallfiles @nickviall @justinkaphillips @the_mare_bare @izeweaver