Timothy Eldred

Square Peg Round Hole

Society EN ↓ 32 episodes

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 pre...

Author

Timothy Eldred

Category

Society

Podcast website

timothyeldred.com

Latest episode

Apr 13, 2026

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Episodes

Ep.6 | What's the Thing? | Jeff Goins 10.02.2022

I love conversations that challenge my thinking because that's the beginning of learning. Well, on today's episode, my guest, Jeff Goins , didn't disappoint. I never even got to the questions I wanted to ask because Jeff just jumped to warp speed and took me on a journey I'm still processing. What made this conversation so powerful was the authenticity (even though it wasn&apos...

Ep.5 | 10 Contributions to Trustworthiness 03.02.2022

Today,  I continue my conversation with Monty Hipp about trust as we discuss 10 contributions to building trustworthiness in your life. These nuggets of truth are valuable whether you've broken trust like we talked about in part one of our conversation or not. Before we dive into the issue of trust, we lay some essential groundwork of what it means to not only have a mission but to live in mi...

Ep.4 | Repairing Broken Trust 27.01.2022

Today, I’m joined by my friend and CompleMentor , Monty Hipp. Join us for part one of our conversation as we discuss how fear and trust are closely related. In some ways, they're almost twins. One uniquely resembles the other. But which is born first? And why is trust so critical? In this episode, Tim and Monty unpack how trust is broken and how we lose trust in others. It’s a powerful discus...

Ep.3 | Paralyzed by Fear 20.01.2022

We all have fears. But most of the fears we carry around have been fabricated. In reality, they're only a figment of our imagination. And when we recognize that reality, we're one step closer to letting them go. That's a huge step to becoming free to be your true self. Send us a text message. We'd love to hear from you! Thanks for listening. Please follow on Facebook , Instagram...

Ep.2 | It Begins With You 13.01.2022

Words. We throw them around without pondering their real power.  But it begins before they even come out of our mouths. Words begin in the mind. And thoughts become things. So how we use both words and thoughts against ourselves requires some real consideration. Send us a text message. We'd love to hear from you! Thanks for listening. Please follow on Facebook , Instagram , and Twitter . You c...

Ep.1 | Don't Be A Dumbass 23.12.2021

Much of our lives are determined by the opinions and points of view of dumbass people. We let their words wound us because we take them personally. As a result, we adjust our beliefs and behaviors to accommodate others and lose ourselves in the meantime. No wonder why artificial has overshadowed authenticity. Listen and learn how to stop letting others control your life and start living as your tr...

Trailer | Square Peg Round Hole 22.12.2021

Living a life of authenticity isn’t a strategy. It’s a state of being. Being a person who doesn’t give in to the whims of others or even the ways of the world to impress or get ahead. Because when our motivation is to please people, we pretend. We put on masks which is a miserable way to live. But that’s how life works, right? That’s what many people think and how most survive. And that’s why our...

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