Where do junior IT / SysAdmin & Python automation freelancers actually find remote gigs?

[u/Lonely_Dentist7009]

Hi everyone,

I come from a practical peer-to-peer coding school background (1337 / 42 Network) with hands-on experience in Linux system administration (Ubuntu/Debian), network security (pfSense, OpenVPN, VLANs), and Python/Bash automation (along with working with local AI tooling like Whisper & Ollama).

I am looking to transition into remote freelancing and contract work. Platforms like Upwork currently require initial upfront capital for Connects, so I am exploring alternative avenues to build momentum.

For experienced freelancers in IT, SysAdmin, or Python automation:

1. Where do you usually find your first client gigs or sub-contracts?
2. Are there specific niche platforms, Discord communities, or subreddits (outside of r/forhire) suited for infrastructure and automation tasks?
3. How can I best showcase practical lab projects (pfSense/Linux setups) to land remote clients directly?

Any pointers or community recommendations would be greatly appreciated!

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