Basically, would you rather bet on the same thing again and again then regret not exploring more or explore different kinds of bets then miss out on a win?
I've done it all, continuously betting on the same numbers for a long period of time, then also changing them and going back to my usual numbers.
The results are always random, there are times when I can win on the numbers I like, but I can also win when I change them, so there is nothing to regret, and players who always choose the same numbers will certainly not regret it if they continue to choose those numbers for the rest of their lives because it is their choice.