mike, you're in michigan right?
1. buy a trailer or have some method to move your bike around besides pushing. a friends pickup with a ramp is sufficient. or a simple 1 rail trailer is cheap. craigslist.
2..*** never drop off a bike to someone that you havent seen work go through before.*** if you go there a week later, and still see the same bikes in the same shape, then nothing has happened. your bike is gonna be in the same boat. no one that charges should be paid a penny up front, unless you are doing an entire resto job that may require multiple thousands of dollars in parts. then you might be asked to put 10-20% up front.
3. $200 is insane. I dont make my living as a mechanic. this is 12 pack work. unless you're a dick. most people who do this type of vintage bike work do not do it to make money. I dont work on bikes post 1980, i work only on bikes that interest me. my choice. I also dont charge, but you need to know that your crappy-ass bike has less priority than my crappy-ass bike that I am currently working on. unless you are onsite, your bike doesnt get worked on. you get what you pay for. I dont know everything about every bike, but i know a ton of shit about a ton of shit.
4. if you are not a good mechanic, and are going to work outside of the normal bike shop world(recommended), then find someone who will do the work with you and help you figure it out.. they're out there. I do it. motorcycles are both incredibly complicated and not complicated at the same time. find someone who has an interest in showing you how to do the work. this will make your life easier.you shouldnt pay for simple work twice. I have a mentor that does the same thing I do, but a lot better. it sounds like you are dedicated to motorcycle stuff., maybe you need to spend some time with a vintage mechanic. you need to find that in your neighborhood.
5. typically, the older guys, and the older offroad/onroad racers will be much better mechanics. i chuckle at the "never raced" bikes for sale. I want a bike that is raced every weekend. the racer relies on that bike, and maintains it. the average joe never maintains a bike as well.
5. lesson #1. buy the cheapest full size rusted piece of crap you can find(<$100). tear it apart. part it down to little bitty pieces. repeat until you understand how it works.
so that's my post. i'll go back to buffing my motobi 250 cafe project now.