Hi there Patrick, Once I get back from my Grand Canyon ride in a few weeks, you are more than welcome to bring your bike over to my place if you still need help with the brakes. I have been following this thread and it's almost impossible to get good advice without seeing the bike. There are dozens of ways to remove and replace wheels, brakes and tires. The video you watched is a great basic "how to". I have strange days off but will let you know and maybe we can work something out. Just shoot me a PM and I'll give you my scheduled days off for he next few months.
I personally do not like speed bleeders or check valve tools. I have my own special way that works for me. Your issue could be something simple or you might have to take it to a good mechanic.
The two best ones near you in Orange County are Gustin's and Mach 1. I have known both Graham Gustin and Long Mach for close to 20 years.
Grahams shop is fairly new. He started his own business when Champion Motorcycles owner retired.
https://www.gustinmotorsports.com/
Long Mach is an old school mechanic who purchased my grandfathers building on Industrial Way. He also has a dyno tuning available. Not cheap but he is really really good.
http://mach1ca.com/