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Chair Chats

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by Jamal Bacchus and Jake Gillespie

6 episodes
Updated Daily
Accepts GuestsHas SponsorsLocation 🇨🇦

Podcast Overview

Chair Chats is where real conversations happen — raw, honest, and straight from the chair. Hosted by two driven young entrepreneurs, this show breaks brings you along their journey and life lessons from lifestyle, mindset, mental growth, business, and financial education in a way that’s high-energy, smart, and no-BS. Whether we’re talking about leveling up, money moves, setbacks, relationships, or what it actually takes to build the life you want, Chair Chats gives you the game with zero sugar-coating. Pull up a chair. It’s time to grow.

Language

🇺🇲

Publishing Since

12/15/2025

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Recent Episodes

Episode thumbnail for From Vision to Execution (Part 2) | Jordan Calibaba on Building the Life You Want

January 26, 2026

From Vision to Execution (Part 2) | Jordan Calibaba on Building the Life You Want

<p>In Part 2 of our conversation with <a href="chatgpt://generic-entity?number=0"><u>Jordan Calibaba</u></a>, we shift the focus forward.</p><p><br></p><p>Jordan opens up about where he’s headed next — in business, in life, and as a person. We talk about the clarity that comes after committing to a path, the habits and standards required to level up, and the real steps he’s taking to turn vision into execution.</p><p><br></p><p>This episode is about intention, discipline, and designing a future you’re proud of — not just talking about it, but moving toward it.</p><p><br></p><p>If you’re in a season of growth, transition, or recalibration, this one will hit home.</p><p><br></p>

Episode thumbnail for Episode 3 Pt.1 From Setback to Setup - Jordan Calibaba on Injury, Identity, and a New Path

January 19, 2026

Episode 3 Pt.1 From Setback to Setup - Jordan Calibaba on Injury, Identity, and a New Path

<p>Episode 3 features a conversation with our colleague <strong>Jordan Calibaba</strong>, where we unpack his journey from a sports injury to building a career in the financial industry. We dive into his background, who he was before business, the adversity that forced a pivot, and the personal growth that followed once he committed to a new path. This episode is about resilience, mindset shifts, and how setbacks can become setups for something bigger</p>

Episode thumbnail for Ep. 2 part 2. Everyone Wants Change—Few Commit to It

January 15, 2026

Ep. 2 part 2. Everyone Wants Change—Few Commit to It

<p>Back to our regularly scheduled programming.</p><p><br></p><p>In Part 2, Jake and I get more focused and dig into why people say they want change but struggle to commit to it. We break down the gap between intention and action, why motivation fades, and how trying to do too much too fast leads to burnout.</p><p><br></p><p>We talk about making small, actionable steps, building habits, and creating systems that actually make change stick long-term—without relying on hype or New Year motivation.</p><p><br></p>

6 total episodes available

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Frequently asked questions

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What is Chair Chats?

Chair Chats is where real conversations happen — raw, honest, and straight from the chair. Hosted by two driven young entrepreneurs, this show breaks brings you along their journey and life lessons from lifestyle, mindset, mental growth, business, and financial education in a way that’s high-energy, smart, and no-BS.

Whether we’re talking about leveling up, money moves, setbacks, relationships, or what it actually takes to build the life you want, Chair Chats gives you the game with zero sugar-coating.

Pull up a chair. It’s time to grow.

How often does this podcast release new episodes?

This podcast updates daily.

Where can I listen to this podcast?

This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.

Does this podcast accept guests?

Yes, this podcast regularly features guests.

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