Nothing to be embarrassed about. That's a legitimate question.

I do not bleed with the engine running. The booster makes it hard to feel the brakes get hard or "pump up" when bleeding.

Bleed the master cylinder cylinder first. Some do it before they put it in the car but I use hoses connected to the ports that push the fluid back into the reservoir. Fill the reservoir above the hose ends and slowly press the pedal to the floor 2 or 3 times making sure the hose ends do not get air in them.

I then gravity bleed followed by pump bleeding the system.