Either charge enough that you can include delivery in the price or make it explicate that delivery is an option and that it costs $x extra. You can’t offer to deliver and then charge them.

Also if you need someone to drive you then that is a problem. Personally I am a big fan of using local couriers – for $6 to $20 you can get something delivered without wasting your time but I’m not certain that would work for paintings unless there is a way to package them so they don’t get damaged.

I personally would not offer delivery if I needed to ask someone for a favour to drive me.

This is not enough money – not getting any clients is a good thing.

The monthly thing is going to lose most people even if they were interested.

There really isn’t much of a market in low end websites – between the SaaS builders, DIYers and overseas offers this isn’t where you can really make any money. I’d suggest learning and then trying to come in higher up offering something that is beyond what a computer savvy friend could do.

Nobody is going to sue you over $300. I don’t know where you live but the courts are frustrating and slow and there is nobody who would bother for such a small amount.

A chargeback is more likely.

It is very unlikely you’d ever have financial freedom as an employee but if you’re going to start a business you need more to that then asking randoms on the internet for what a good business would be.

You’re making less than $20k 00 of course you hate it. Question is would you hate it if you were making more and how realistic is it to make more?

You didn’t mention what the business is so that makes it harder – lost of employees talk big about starting a business but most can’t. I would start with that – what are the costs associated with your business and do these people even have the means to become a competitor? My guess is probably not but it really depends on the business.

I would fire the poison employee immediately – I am not going to pay someone who talks shit about me behind my back.

Again it depends on the business and jurisdiction but it is probably actionable if they go after clients using information they gained while working for you.

If they start a competitor I would sue them – I would do this regardless of my prospects for a successful outcome simple because presumably you have deeper pockets than they do. This should kill their business simply because litigation is expensive and because stress causes conflict and they will already have plenty of conflict if they start a business and then this is just gasoline on that fire.