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All sounds good. You already have a plan in place which looks nice.

For technical issues - I assume that you have a good knowledge of the industry and can handle level 1 and 2 support for your customers. If you lease a server from a provider who also offers end user support for some additional fees, you can place ticket to the provider and get the issue resolved...

I would recommend to have a niche product and then start contributing on their communities. Like for example: "VPS Wordpress Hosting" , give specialized services related to them and people will follow you - just need to have solid support services.