IT Contract Jobs: 3 Advantages & 3 Disadvantages
Fri Feb 06 2026
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Should you take a contract job in IT?
In today’s episode, I’m answering a listener question:
“I’ve been looking at contract roles… what are your thoughts?”
Contract roles can look attractive — especially with higher hourly pay — but like anything in tech, there are trade-offs.
In this video, I break down:
✅ 3 Major Advantages of IT Contract Roles
❌ 3 Major Disadvantages of IT Contract Roles
We cover:
• Higher earning potential (and the tax/benefits caveat)
• Faster skill accumulation across multiple infrastructures
• Flexibility and networking opportunities
• Income instability and benefit trade-offs
• Job uncertainty and contract risk
• Long-term depth vs breadth in your career
If you’re in help desk, trying to pivot into cloud or cybersecurity, or just evaluating your next move in IT — this episode will help you think strategically about whether contract work fits your season.
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📌 If this helped you, drop a comment and let me know — and don’t forget to like, subscribe, and share this with someone trying to break into tech 💻
Support the Channel: cash.app/$DebtFreeinIT
*This video is NOT sponsored. Some product links are affiliate links which means if you buy something we'll receive a small commission
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For support inquires, or business inquiries, please email Debtfreeinit@gmail.com
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Send us a text Should you take a contract job in IT? In today’s episode, I’m answering a listener question: “I’ve been looking at contract roles… what are your thoughts?” Contract roles can look attractive — especially with higher hourly pay — but like anything in tech, there are trade-offs. In this video, I break down: ✅ 3 Major Advantages of IT Contract Roles ❌ 3 Major Disadvantages of IT Contract Roles We cover: • Higher earning potential (and the tax/benefits caveat) • Faster skill accumulation across multiple infrastructures • Flexibility and networking opportunities • Income instability and benefit trade-offs • Job uncertainty and contract risk • Long-term depth vs breadth in your career If you’re in help desk, trying to pivot into cloud or cybersecurity, or just evaluating your next move in IT — this episode will help you think strategically about whether contract work fits your season. ⸻ 🛒 My Amazon Store: Books + gear to level up in tech: 👉 https://www.amazon.com/shop/debtfreeinitwmike 📬 The Log Files Newsletter: Real tips to break into IT. 👉 https://thelogfiles.beehiiv.com/subscribe ⸻ #CCNA #NetworkingLabs #CiscoLabs #ITCareer #debtfreeinit 💡 Have a question or a topic suggestion? Drop it in the comments or email me at Debtfreeinit@gmail.com! 🌐 Connect with me: 📸 Instagram | 🎥 TikTok | 👍 Facebook: @DebtFreeInIT 🔗 Website: http://debtfreeinitwithmike.com 📌 If this helped you, drop a comment and let me know — and don’t forget to like, subscribe, and share this with someone trying to break into tech 💻 Support the Channel: cash.app/$DebtFreeinIT *This video is NOT sponsored. Some product links are affiliate links which means if you buy something we'll receive a small commission ***************************************** Listen to Debt Free in IT w/ Mike ****************************************** Apple: https://podcasts.apple.com/us/podcast... Spotify: Debt Free In IT w/ Mike Google: https://podcasts.google.com/feed/aHR0... Website: www.debtfreeinitwithmike.com For support inquires, or business inquiries, please email Debtfreeinit@gmail.com Music provided by Epidemic Sounds. Start your free trial here https://share.epidemicsound.com/vi35vl Follow me on Social Media (When you add me, inbox me and say What's Up!) IG: @debtfreeinit TikTok: @debtfreeinit Linkedin: Michael Bowden Support the show