It’s never been easier to meet people — yet harder to know where things stand. Jen Kirsch and Tony Tedesco join Shane Hewitt to explore how modern dating culture thrives on ambiguity and why directness is the antidote. They discuss the role of self-awareness, boundaries, and emotional vulnerability in finding real connection beyond the apps. The episode offers practical reflections on how communication can simplify even the most complicated relationships and why being yourself remains the most powerful dating strategy.

GUEST:
Jen Kirsch
Tony Tedesco

Originally aired on 2025-11-03

It&rsquo;s never been easier to meet people &mdash; yet harder to know where things stand. Jen Kirsch and Tony Tedesco join Shane Hewitt to explore how modern dating culture thrives on ambiguity and why directness is the antidote. They discuss the role of self-awareness, boundaries, and emotional vulnerability in finding real connection beyond the apps. The episode offers practical reflections on how communication can simplify even the most complicated relationships and why being yourself remains the most powerful dating strategy.
GUEST: Jen Kirsch Tony Tedesco
Originally aired on&nbsp;2025-11-03

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.