Im no expert but I do work for myself. Not in the bike industry. For me it all began whilst doing another job, and this was a little side line. I worked both for a while, which gave my own venture time to grow at its own rate, via recommendation. For this to work you have to be good at what you do, and with that in mind, always provide the best you can, everytime ... to me that suggests to do your servicing etc. The job you are on is THE most important job. People talk when they are happy, and talk more when they are not. Your business will grow via recommendation and good reputation, chuck out a donkey and the world will know!! To begin you do need contacts within the industry, so they can tell people about you, it doeswnt matter how good you are if no one knows you are there it isnt going to happen.
It takes time, but taking pride in your work and business shows, the customers will respond well to that, and possibly be prepared to pay a little more for it. But I would suggest to not be greedy wth the profit, people arent fools and they dont like feeling ripped off! You can increase your profit margin once your business is established maybe.
Whether your ideas would work I dont know. Another approach would be to advertise yourself as a "finder" So put feelers out, see what bike an individual wants, and promise to find them one, at an agreed price ..... which includes the fact that whatever state you buy the bike in, you will forward it onto them in the tip top condition you agree. That way, you dont have a load of stock that no one wants, you are only buying to order?
Good luck, it sounds fun