šHey Girl, U Up? is a bold, funny, and brutally honest podcast about dating after 40. Hosted by TV director Anna, each episode features a fellow dater (or two) in the hot seat as they dive into the chaos of modern loveāthink first-date fails, ghosting, red flags, second chances, and swipe-fatigue. With signature segments like Regret Roulette, Biohazard, Flagged or Bagged, and Terms of Endearment, itās a smart, hilarious ride through the real world of grown-up dating. New episodes weekly.
107 | STILL GAME | DATING, SEX & SWIPING AFTER 60! GUESTS: TRIXIE & JOE
Send us Fan Mail Description: In the Season 1 finale of Hey Girl, U Up?, Anna sits down with two unforgettable singles proving that dating, sex, flirting, ghosting, tequila, games, and bad decisions absolutely do NOT expire after 60. Meet Trixie ā 83 years old, dating younger men, driving muscle cars, collecting unsolicited dick pics, and still closing bars at 2AM. Alongside Joe from Jersey, a lifelong bachelor who treats dating like a competitive sport, this episode dives into modern dating,...
26 Jul 2025
106 | I WON'T SETTLE! - PICKY, PERFECT OR PEACE? | GUEST: GRACE LEWIS
Grace Lewis joins Anna to explore the distinctions between being picky, maintaining standards, and safeguarding one's peace in dating, revealing the impact of childhood experiences on romantic choices in this interview.
1 Jul 2025
105| PETER PAN - THE LOST (SINGLE) BOYS!| GUESTS: NEIL BENTLEY FIERRO & DREW LEWANDOWSKI
Anna interviews Neil Bentley Fierro and Drew Lewandowski about the reasons many men over 40 remain single, exploring emotional availability and commitment in modern dating.
Host Anna interviews Christopher Winter about the chaotic world of modern dating, comparing experiences and dissecting the nuances of gay and straight relationships.
2 Jun 2025
103 | SHIPWRECKED - LOST AT SEA IN THE DATING WORLD!| GUEST: TANNA FREDERICK
Tanna Frederick explores the confusing landscape of modern dating, dissecting relationships, situationships, and the emotional challenges of undefined connections in an interview on Hey Girl, U Up.
16 May 2025
102 | LOVE&LUNCHEABLES | GUESTS: KIM NGUYEN & TYLER POELLE | DATING PODCAST
Dating as a single parent isn't just challengingāitās practically a contact sport. In this episode, Anna is joined by Tyler, an actor, writer and co-parent, and Kim, a salon owner and solo mom, to explore what happens when kids, careers, and love lives collide. Together, they get honest about custody math, flaky dates, ghosting, emotional availability, and why many parents now only date other parents. They also dig into dating bios, financial red flags, and what it really means when someone i...
30 Apr 2025
101 | FIRST DATES! | GUEST: DAHNIEL KNIGHT
First Dates: The Wild, The Unhinged & the Rules We Break š„ | Ep. 102 ft. Dahniel Knight | Hey Girlā¦ U Up? Welcome to the first official format episode of Hey Girlā¦ U Up? ā the unapologetic, hilarious, and brutally honest dating show for grown-ass adults navigating love, lust, and whatever this dating landscape is. š Guest: Musician and man-extraordinaire Dahniel Knight (@knightmyxx) š„ Topic: First dates ā the wild, the unhinged, and the totally unexpected. In this episode: š First-date se...
12 Apr 2025
WHY ARE YOU SINGLE?
Before I start spilling the tea with fellow 40+ daters, I needed to get some answers to 'Why Are You Single?' So I invited holistic dating coaches @ornaandmatthew for some tools, tough love and truth bombs - on breaking patterns, spotting red flags, cheating, forgiveness & what it really means when your inner critic lights up! Their new book 'Getting It Right This Time - Break Free from Your Hidden Blocks to Lasting Love', couldn't have landed at a better moment. Blocks? What?...
Who has been a guest on Hey Girl U Up?
Names identified in recent episode analyses. Showing up to five guests.
Grace Lewis
Neil Bentley Fierro
Drew Lewandowski
Christopher Winter
Tanna Frederick
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
YouTube views
96,025
Score snapshot 15 Sept 2025
Apple Podcasts (US)
5.0 / 5
7 ratings
Spotify
5.0 / 5
2 ratings
Podcast Authority Score: 47 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
Quality
47
Social presence
0
YouTube
85
Engagement
32
Contact Hey Girl U Up?
Guest appearances
Does not typically book guests
Based on episode analysis; this does not confirm that the show is currently accepting guests.
Host of Hey Girl U Up??
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