Square Peg Round Hole

About Square Peg Round Hole

Most people are performing a version of their life that looks right, sounds right, and costs them everything. The meetings, the marriages, the ministry — nodding along to things they stopped believing years ago. Waiting for someone to say out loud what everyone in the room already knows. Square Peg Round Hole is for those people. Raw, confrontational, honest conversations on authenticity, identity, and the cost of performing a life that was never yours. Hosted by Timothy Eldred—transformation architect, author, speaker, and coach with 35 years in the work most people avoid. For people done pretending. Learn more at timothyeldred.com or follow on social @timothyeldred

Publisher

Timothy Eldred

Category

education · religion & spirituality · society & culture

Language

en

Explicit

No

First episode

22 Dec 2021

Latest episode

13 Apr 2026

Latest episodes

5 of 32 episodes have a transcript.

1. 

   13 Apr 2026TRANSCRIPT

   Ep.31 | What Else Have You Been Missing?

   I put on a pair of glasses at a tulip farm in Oregon and saw yellow for the first time in my life. Reds were deep and multidimensional. It was an unreal experience. Now, I'm 55 years old. I've been to six continents. Stood at desert sunrises and canyon overlooks and Italian lakes and said—beautiful, stunning, incredible—and meant every word. While seeing maybe 60% of what was actually there. That's not the metaphor yet. But it becomes one. Your nervous system does the same thing stress does t...

2. 

   19 Mar 2026TRANSCRIPT

   Ep.30 | Maybe

   I got an email last week that I've read fifteen times. Someone had been reading the book. And at the end of it, they wrote: "Maybe I might just be okay." I had to put my phone down. A few days later, I got a phone call—different person, same word. After a long silence, they said, "Maybe I can do one more day." Not a declaration. Not faith. Just — maybe. This episode is about that word. What it costs to say it. Why we spend so much energy crushing it before it can get out. And why maybe is act...

3. 

   11 Mar 2026TRANSCRIPT

   I Cussed God Out for Six Months

   For thirty years, Tim Eldred taught people how to change. He knew every framework. He'd stood on stages and moved rooms full of people. And he couldn't change himself. Not because he wasn't trying. He was trying everything—thinking harder, praying more, begging God to just let him feel like he was actually living his own life. Nothing moved. Then his health collapsed. His faith crashed. He spent six months cussing God out like a sailor until even the anger ran out. And then he did the only th...

Inside a recent episode

Ep.31 | What Else Have You Been Missing?

Published 13 Apr 2026 · Transcript excerpt

[…] It's just an ordinary Wednesday. But when you're dysregulated, your perception narrows. When chronic stress, and most people live in or deal with chronic stress, when it runs through the background all the time, just long enough, it eventually starts to feel like your personality. […]

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

4.9 / 5

33 ratings

Contact Square Peg Round Hole

Guest appearances

Books guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.