If there is more than one pursuer and/or escapee, they alternate rolling on the table for their side and deal with it (but normal helping rules for your RPG system can come into play).
Disadvantage is either as 5e (roll two dice and take the less useful one) or DCC (roll a die one step lower on the chain) and applies to all dice you use during your turn.
Example (what the keyword means is ad hoc'ed by the Judge on the fly):
Escapee: rolls cover. A large tree. Dex DC 7 or Wis DC 10 to hide behind. They have crappy Wisdom, so they roll their Dex. It works. They spend this turn hiding and biding their time as the PC runs around. One victory point.
PC rolls obstacle. A slippery, muddt marsh. Dex DC 5 to nimbly walk through without falling or Str DC 10 to jump over. Failure means slipping or falling and having disadvantage during the next round. They don't make their test roll.
Escapee: Rolls obstacle. Thorny hedge. They can try DC 10 to run around it, or DC 10 to jump over it. They opt for Dex again, but fail and remove a victory point. Back down to zero.
PC: Rolls ranged attack opportunity: A clear shot. They can make a ranged attack or a DC 5 Dex roll to use the view to catch up. They chose the former and even with that remaining disadvantage, roll a hit against the opponent. It takes damage, but the pursuit is ongoing if the escapee keeps running. It does.
Escapee rolls trip-up opportunity: A big tree with long branches that can be pulled back and released into a pursuer's face (Str DC5) or simply run over to try and gain more ground. They opt for the former and easily make the roll to slap the pursuer in the face. This nets another victory point for the escapee (back to 1).
And so on.
keyword to ad lib off of
challenge and/or choice
challenge and/or choice
Something that has to be scaled, jumped, or run around
Something that block’s sight and must be somehow seen through
something that can be hidden behind if one is quiet and/or clever
ranged attack opportunity!
Can roll a ranged attack, or simply use the visual information to try and catch up
You’ve been spotted! Try to dodge out of sight or missile weapons
melee attack opportunity!
Can roll a melee attack, or simply try to keep close pursuit
Can roll a melee attack (normal withdrawal rules will apply if you don’t want to end the pursuit here), or run under their blade and keep going
use available items cleverly to trip up your foe
something unexpected here; judge rolls a random encounter or landmark to be reacted against
able surface (makes tracks)
track your quarry!
cover your tracks!
a hard check, but you can stop the escapee this round!
a hard check but you can stop the pursuers this round!
he went that way!
see through your foe’s attempt to throw you off the scent
use wits to convince foe you are headed a way you aren’t headed
melee attack check to stop the escape now
attack check to stop the pursuit now
weather or environmental obfuscation
try to peer through this stuff
if you stand still enough, maybe they can’t see you...
I’ve got an idea!
pull something out of your pack and use it now, or lose this check to time spent lamenting if you weren’t clever enough to pack something useful
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