I hate getting under the car to do anything, I try to buy tool(s) to help me do some light works standing up.
Brake bleeding itself is very easy easy, the more demanding works are: raise the car, put jack stand under the car, remove the wheel, reinstall the wheel, remove jack stand and lower the car.
This many works slow me down in bleeding my brake as little as 4-5 years instead of 2-3 years as recommended.
Believe me, the best value tool that I have is this Mityvac 7201. Every time I use it to do oil change, ATF ... for my cars while standing up I smile, and thinking about not do all the works to get under the car to messing with drain plug ... I felt that I got my money worth many years ago.
I was fortunate to buy this Mityvac 7201 12-13 years ago for $6x.xx without tax and shipping from Amazon(they charge sale tax to CA), and it still is perfect. Looking at Amazon few days ago and saw it at near $100 is a little shock(inflation ?) for much higher price.