For what its worth...
I turned 60 this year and lost my dad, as well. I've had lots to think about along the lines that you outline.
In terms of the Cardinals winning the Super Bowl, its been a dream of mine as well. I root for the STL Cards, the STL Blues and the CHI Bulls as well... Until last year only two of my four teams had won the championship, but then the Blues had a great run and brought home the Stanley Cup. It shows that anything is possible and when they finally won it was that much sweeter given the long time, and many disappointments and close calls, that they went though to get there.
To me the journey is what makes the result worthwhile. Nothing is guaranteed but it is hope and perseverance that will make it all worthwhile. If it were easy, you wouldn't value it as much. Chin up!