
Contractor Freedom - Break out of Contractor Prison
Hosted by Jason W Phillips and Jason Phillips · Jason Phillips
5.0from 14 ratings
- 38
- Episodes
- 15
- Transcribed
- 14
- Ratings
- Weekly
- Cadence
- 2023
- First episode
About Contractor Freedom - Break out of Contractor Prison
Contractor Freedom is the podcast for growth-minded contractors who are tired of chaos, overwhelm, and feeling trapped by the very business they built. Hosted by Jason Phillips, owner of the multimillion-dollar Phillips Home Improvements and founder of Contractor Freedom, this show helps contractors break free from “Contractor Prison” through leadership, people, systems, and personal growth. Each episode delivers real-world insights on building winning teams, creating scalable systems, increasing profitability, improving leadership, strengthening culture, and designing a business that serves your life instead of stealing it. Whether you’re trying to grow your company, reclaim your time, develop leaders, or simply rediscover your purpose, Contractor Freedom will equip and challenge you to lead at a higher level and live with greater freedom and purpose.
- Publisher
- Jason Phillips
- Category
- business · business · education
- Language
- en
- Explicit
- No
- First episode
- 31 Jul 2023
- Latest episode
- 30 Oct 2026
Latest episodes
15 of 38 episodes have a transcript.

30 Oct 2026TRANSCRIPT
How to Tell If Your Marketing Agency Is Working | Contractor Marketing

27 Oct 2026TRANSCRIPT
How Great Contractors Earn Trust Before They Get the Job | Randy Hurtado

15 Oct 2026TRANSCRIPT
Why More Revenue Won’t Fix Your Contracting Business
Inside a recent episode

How to Tell If Your Marketing Agency Is Working | Contractor Marketing
Published 30 Oct 2026 · Transcript excerpt
[…] And for $29 a month, they would do what they call SEO for your company. And I think if you think that all SEO is equal, just like if you thought all painters are equal, then obviously you would want to go, I mean, that would be a great deal. $29 a month for SEO, I can't believe it. Because it's obviously not SEO. But I think you should understand the process a little bit, right? Dive into, okay, how do you guys do what you do? Why do you do it that way? If you can't understand it at all, then you're essentially just gambling. So I think at the end of the day, you have to kind of take some ownership and accountability for the decisions you make. […]
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See plansWho has been a guest on Contractor Freedom - Break out of Contractor Prison
Names identified in recent episode analyses. Showing up to five guests.
- Brandon Pierpont
- Randy Hurtado
- Joe Covarrubias
- Matt Hifil
- Jennifer Smith
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
- Apple Podcasts (US)
- 5.0 / 5
- 11 ratings
- Spotify
- 5.0 / 5
- 3 ratings
Contact Contractor Freedom - Break out of Contractor Prison
- Guest appearances
- Books guests
Based on episode analysis; this does not confirm that the show is currently accepting guests.
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Questions about Contractor Freedom - Break out of Contractor Prison
Who hosts Contractor Freedom - Break out of Contractor Prison?
Jason W Phillips and Jason Phillips host the show. Published by Jason Phillips.
How often do new episodes come out?
The show publishes weekly, based on its RSS feed.
Does Contractor Freedom - Break out of Contractor Prison take guests?
Yes. Guests have been identified in episode analyses.
Where can I read transcripts?
15 of 38 episodes have a transcript on Pod Engine. Full transcripts are available with a Pod Engine plan.
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