5 flats in 4 months is absolutely nothing depending on roads.

Are you really getting blowouts -- i.e. sudden catastrophic failure with a loud BANG or BOOM? If so, you're definitely doing something wrong. My money would be pinch flats tearing out the side of your tube causing complete failure. Hitting potholes so hard is not helping. Go around them, bunny hop them, or whatever, but don't just hit them. Otherwise you'll wreck your wheels as well as your tires.

Blowouts at the frequency you've indicated suggest underinflated tires to me. I think it is unlikely that your problems are with tube installation. If that was the issue, the problems would manifest themselves more quickly.

I would not mess with tubeless, especially given the symptoms you've described so far. I don't think they'll help at all.