Hi
Most successful people in business are risk takers. If they fail they get up and start again. While you have a job you are in a comfort zone and the chances are you will always regret leaving your job to become a window cleaner, especially when the weather in miserable during winter. You will always be looking behind at the past, not forward to the future.
You would have a different attitude if you didn't have a job and needed to get going. The difference is that you have no choice but to make it work. I know, Ive been there.
Most people on this site have made window cleaning a successful business that provides them a living, at whatever level - so its not the job, not the work, but the attitude of the window cleaner that's the issue here.
I am sure you are a very nice guy, so please don't take this the wrong way, but maybe you are too cautious, too much of a perfectionist, need to get all your ducks in a row, so maybe starting a window cleaning round is not for you.
Spruce