Jason,
Iif you are really concerned about trapped air in your brake lines,
simply add a bleeder valve inline, (not recommended) at the highest point..
No more problems, but triple the unneeded work, if they are maintained normally,
as prescribed.
Brake lines are a "closed" system. the only way for air to enter, is for it to be admitted manually.
(not prescribed.) i.e. low fluid levels in master cyl, etc.
OR...
If there is a loose fitting, or a crack, pinhole, or corrosion in the line,
air , is the very least of your problems as any of these can lead to brake failure.
Regular maintenance is the key to avoiding all problems.
If you bleed it properly when installed, and check it regularly it will tell you,
if there is a problem developing, long before it becomes dangerous.