How to Get Comfortable Being Uncomfortable and Build Confidence

Oct 14

You avoid the hard conversation. You skip the networking event. You stay quiet in the meeting because you are scared of sounding dumb.

In this episode of Adulting101 Masterclass, host Heather Redisch explains how to get comfortable being uncomfortable and why confidence never shows up before the hard moment. It shows up because of it.

Heather tells the story of a Gen Z professional at an HSBC fireside chat who admitted she avoids mistakes at all costs because she cannot stand the feelings that take over after she makes one. That instinct could be the very thing holding her career back. Heather also opens up about forcing herself to attend workout classes alone across New York City, walking in with no plan beyond finding a spot at the back.

This one gets into why discomfort leads to growth, practical networking tips for recent college graduates, and how to move past the fear of making mistakes so you can actually learn from them. Heather breaks down how to network after graduation on LinkedIn without it feeling forced, and why a text message can never do what a face-to-face conversation with a friend or manager can.

If you are working on building confidence in your 20s, or you already know you should get comfortable being uncomfortable but keep finding reasons to avoid it, this one is for you.

Episode Breakdown:

00:00 Why Getting Comfortable Being Uncomfortable Matters

01:45 Introducing Heather's Core Coaching Philosophy

04:01 The HSBC Fireside Chat And Fear Of Mistakes

06:27 Why Your Network Is Your Career

08:55 Overthinking LinkedIn Requests And Imposter Syndrome

11:14 Speaking Up And Saying Yes To Meetings

13:37 Walking Into Yoga Classes Alone In New York

15:58 Dating, Leagues, And Building Human Connection

18:27 Choosing A Hard Conversation Over A Text

Connect with Heather Redisch:

Visit the Adulting101 Masterclass website