Would This Country actually Elect/Follow a President that has a Military background

Historically more presidents have served than have not, recently it is less common. Very few presidents "worked up through the ranks (didn't start as officers).

https://www.rallypoint.com/command-post/us-presidents-with-military-service--2

Lt. Col. Allen West is the closest I can think of to your description. He made it into congress, but was voted out by his constituents in liberal leaning south Florida the next election. He was not popular with other members of congress because he didn't play well with others when their ideas were very liberal leaning. More than once he publicly called people out on their bull. I met the man on a few occasions. He encouraged me to join the army at my "advanced" age. I was very impressed with him. He doesn't come across as a politician as he talks to you as if you are the only person in the room. I never served under his command, but he seems like the type of officer that enjoys talking to even the lowest of low fuzzies to check on morale. I'd vote for a man like him in a heartbeat, but I don't see the general public liking someone like him for president because he won't bow (as other presidents have) to foreign powers. He won't take crap from countries like Iran or North Korea. I think the general public wants someone who is borderline effeminate, passive aggressive and looks good all dressed up behind his/ her teleprompter. That's the type I've seen get into various offices in the last 5-6 years.

I think more American voters would participate in elections if they were given better choices, specially the choice that you have presented.