Adventure Guide - Lead Community Outdoor Experiences

OUTSIDERS; New York (NY); On-site; USD 6,000 - 12,000; Full time

Job summary

OUTSIDERS is a city-based outdoor adventure social club in NYC seeking Adventure Guides to lead public, private, and corporate adventures. You will ensure a safe, organized, and fun experience and help newcomers feel welcome while maintaining group morale.

You’ll handle day-of logistics, greet participants, verify waivers, and coordinate with the operations team. You’ll make real-time decisions on pace, weather, and trail conditions, following safety protocols and keeping everyone engaged.

Qualifications

• Real outdoor experience with hiking on moderate to strenuous trails in NY/NJ area.
• Comfortable with scheduling and team communication tools.
• Available on weekends (Saturdays and Sundays) and some weekday evenings.
• Based in or near NYC.

Responsibilities

• Lead assigned public, private, and corporate adventures from meetup to wrap.
• Arrive early, brief with the operations team, and review the run of show (ROS) before each event.
• Greet and check in participants, confirm waivers, and set an inclusive, upbeat tone.
• Manage pace and group flow on the trail, keep the group together, and make real-time calls on weather, trail conditions, and timing.
• Follow OUTSIDERS safety and liability protocols, including emergency procedures.
• Stay in contact with the operations team before, during, and after events (guide group chats and Friday guide calls).
• Help with logistics: transportation and van coordination, setup and teardown, and partner product and snack distribution.
• Support photographers and videographers with content during the event.
• Represent OUTSIDERS and our partner brands well.
• Submit a short recap after each event: incidents, participant notes, and ideas to improve.

Skills

Outdoor experience

People orientation

Safety judgment

Reliability & punctuality

Communication

Weekend availability

Digital tools usage

Job description

OUTSIDERS is a city-based outdoor adventure social club in NYC seeking Adventure Guides to lead public, private, and corporate adventures. You will ensure a safe, organized, and fun experience and help newcomers feel welcome while maintaining group morale.

You’ll handle day-of logistics, greet participants, verify waivers, and coordinate with the operations team. You’ll make real-time decisions on pace, weather, and trail conditions, following safety protocols and keeping everyone engaged.