I say follow the rules. When this vet was on active duty he was required to follow Army Regulations. I am sure when he was a commander of companies and battalions, he insisted that his soldiers obey his orders.
Now, what I suggest he do is to run for the HOA board and then change the rules.
I realize the Col is a war hero as well as a MOH. Our country has fought for democracy. If the HOA wants to prohibit flagpoles (by majority vote) then so be it. Keep in mind the the HOA is prohibited from denying his right to fly his flag - ie draped from his house, or from a small pole attached to his home. Residents moved into that subdivision because they wanted rules to maintain a certain level of standards. The Colonel knew this and now should abide.
Personally, I would never live in a gated community, as I would not like all the rules. But I will fight the fight for those who desire to live in such a community.
Remember, the Colonel has the opportunity to move if he so desires, unlike the enlisted troops who served under his commands.
Sgt Salty
ps would you all demand the right for someone to fly the Confederate Flag if they so choosed?