The pass without trace spell description reads:
A veil of shadows and silence radiates from you, masking you and your
companions from detection. For the duration, each creature you choose
within 30 feet of you (including you) has a +10 bonus to Dexterity
(Stealth) checks and can't be tracked except by magical means. A
creature that receives this bonus leaves behind no tracks or other
traces of its passage.
Does this mean that an ally who moves within 30 feet of the caster after the spell has been cast can begin to benefit from the spell? Does an ally who leaves the 30-foot radius while the spell is in effect lose the spell's benefits?
Best Answer
As you point out, the pass without trace spell description is somewhat ambiguously phrased regarding both points. In addition, the Sage Advice Compendium does not address such edge-cases regarding the spell. However, rules designer Jeremy Crawford has unofficially clarified both cases on Twitter.
It benefits only those who stay within 30 feet of the caster
Crawford clarified whether the benefit lasts even if those targeted move out of range in a January 2016 tweet:
This seems like a reasonable interpretation of the spell's description, since the way it's said to work is that "A veil of shadows and silence radiates from you". It only extends a certain distance from the caster.
(How the Stealth check is handled once a target leaves the 30-foot radius is ambiguous, but I think the simplest and most reasonable way to handle it is simply to subtract the added +10 bonus from their previous Stealth check - since otherwise your Stealth check is kept until you're discovered or you stop hiding.)
You can change who benefits from it throughout the duration
Crawford addressed a question about the spell's targeting throughout the duration in a July 2016 tweet:
Again, this seems to be a logical possible interpretation of the spell description: "For the duration, each creature you choose within 30 feet of you (including you) [...]". One way to interpret this is as Crawford has - that it's not a one-time choice, but a repeated choice you can continue to make/change throughout the duration.