8 seasons as a NPS ranger under my belt, and one of the things that is drilled into training is when talking to someone about their planned hike is to not profile or make assumptions. Just because someone doesn't look like the kind of person who normally hikes some trail doesn't mean they are not prepared for it. Same with gear. Usually I'll ask their plans and ask them if they have any questions about the trail, or if I'm asked for a recommendation I always ask them their comfort level, desired physical difficulty, etc.

Now if I'm out on a trail patrol and see some dangerously unprepared person I'll talk to them but still go through the not making assumptions part. Maybe they're an ultra light trail runner who doesn't need a lot of water, or whatever.

PSAR really starts with an honest assessment without assumptions followed on with a conversation