It just depends. Sometimes it's really good to place them on the same color, limiting their bishop. But like you've guessed, if this goes wrong, then there may be a lot of targets.
Mostly look at the base of the pawn chains, those are the undefended pawns. If the bishop can't get to them, or if they're adequately defended (maybe your king will be close by) then it's fine to play for restriction.
Also, a big part of any endgame is activating your piece and king. Whatever you do will have to take that into account. You might successfully set all your pawns so that their bishop has nearly no squares... but if their king is very active and yours is at home you're probably going to lose the endgame instantly.
I've wondered for quite some time now: What is the ideal structure for my pawns when my opponent has a single bishop? Of course this bishop will either be light or dark. Now I understand the concept of blocking off pathways and restricting the movement of a piece somewhat. What I'm trying to understand however is should I, for instance if my opponent has a light square bishop, place all my pawns on light squares so as to restrict their mobility as much as possible? OR place all my pawns on dark squares so that although their mobility will be unhindered, I have no need to worry about my pawns being picked off or having my structure compromised?Â
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Is this situational? Any tips on when to realize which condition would be better? Any and all help is appreciated, thanks.Â