Dating fatigue can mean dreading another round of swiping or wondering whether you’re repeating a familiar pattern. Tony Tedesco and relationship columnist Jen Kirsch help you identify what’s wearing you out, so you can consider a different approach.

Three months in, things have been going well. You’ve put the apps away, and then you’re starting over. If that cycle feels familiar, Tony puts a specific frustration into words, while Jen recognises a different worry behind her own reluctance.

What changes when you name the part you find exhausting? Before deciding whether to keep dating, there’s a question about what you want someone to add to a life you already enjoy.

Topics: dating fatigue, starting over, relationship patterns, inconsistent communication, emotional investment

GUEST: Tony Tedesco | @‌tedescotony
GUEST: Jen Kirsch | @‌jen_kirsch

Originally aired on 2026-11-02

Dating fatigue can mean dreading another round of swiping or wondering whether you&rsquo;re repeating a familiar pattern. Tony Tedesco and relationship columnist Jen Kirsch help you identify what&rsquo;s wearing you out, so you can consider a different approach.
Three months in, things have been going well. You&rsquo;ve put the apps away, and then you&rsquo;re starting over. If that cycle feels familiar, Tony puts a specific frustration into words, while Jen recognises a different worry behind her own reluctance.
What changes when you name the part you find exhausting? Before deciding whether to keep dating, there&rsquo;s a question about what you want someone to add to a life you already enjoy.
Topics: dating fatigue, starting over, relationship patterns, inconsistent communication, emotional investment
GUEST: Tony Tedesco | @&zwnj;tedescotony GUEST: Jen Kirsch | @&zwnj;jen_kirsch
Originally aired on&nbsp;2026-11-02

Shane Hewitt & The Nightshift is your late-night companion for real talk, bold ideas, and unfiltered conversations that matter. Hosted by Canadian radio veteran Shane Hewitt, each episode dives into the headlines, human stories, and hidden truths shaping our world—always with curiosity, compassion, and a sharp edge.

From politics and pop culture to mental health, technology, and everyday life, this podcast is where night owls, deep thinkers, and curious minds come to connect. Featuring expert guests, passionate callers, and Shane’s signature style—thoughtful, fearless, and refreshingly real.

If you crave meaningful dialogue, smart perspectives, and late-night radio energy in podcast form, subscribe now and join The Nightshift.

Shane Hewitt &amp; The Nightshift is your late-night companion for real talk, bold ideas, and unfiltered conversations that matter. Hosted by Canadian radio veteran Shane Hewitt, each episode dives into the headlines, human stories, and hidden truths shaping our world&mdash;always with curiosity, compassion, and a sharp edge.
From politics and pop culture to mental health, technology, and everyday life, this podcast is where night owls, deep thinkers, and curious minds come to connect. Featuring expert guests, passionate callers, and Shane&rsquo;s signature style&mdash;thoughtful, fearless, and refreshingly real.
If you crave meaningful dialogue, smart perspectives, and late-night radio energy in podcast form, subscribe now and join The Nightshift.

Shane Hewitt and The Nightshift

Shane Hewitt is known for his engaging and relatable on-air personality, which captivates listeners. His ability to blend insightful commentary with humour and empathy creates a genuine connection with listeners.  Shane Hewitt and the Night Shift provides relatable content, informative discussions and expert insights – along with a balance of anecdotes and entertainment.

Shane Hewitt is known for his engaging and relatable on-air personality, which captivates listeners. His ability to blend insightful commentary with humour and empathy creates a genuine connection with listeners.  Shane Hewitt and the Night Shift provides relatable content, informative discussions and expert insights – along with a balance of anecdotes and entertainment.