That's definitely an interesting idea if a bit hard to tackle. Is it supposed to be an argumentive essay or informative? I'm going to assume the former and make suggestions accordingly.
So one problem I see with your proposed thesis is that it's quite broad, and you're attempting to cover a lot in just 5 pages. Start by narrowing the thesis down to address a specific issue or point of technology's impact on the job market such as automation and the decline of blue collar jobs, and use the essay to explore each of the questions you've considered.
Alternatively, change one of the questions you've asked to be the thesis. As an example, you could have the thesis focused on the difficulty of finding employment in the changing job market due to automation.
After you've focused your thesis, break down your ideas into an outline. Dedicate one section to the introduction/thesis, one for providing relevant information and evidence, one section for your general argument, one section for counter arguments and last section for conclusions and bridging counter arguments with thoughts to be further considered.
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