Outward Bound Singapore (OBS) Instructor

A Career Like No Other

Adventure awaits at OBS! With passion for the great outdoors and youth development, OBS Instructors lead the way in outdoor adventure education.

A division of the National Youth Council, OBS is part of a worldwide adventure-based learning network in more than 30 countries. We are a leader in outdoor adventure education and have impacted more than 500,000 youths over the past 50 years.

OBS is expanding and we are looking for like-minded individuals to be a part of the OBS team. Do you love the great outdoors and want to inspire others through a meaningful career? Find out more about the OBS Instructor career today.

OBS Instructor Recruitment Process

Candidates who are shortlisted will be invited for:

1. ISP Briefing

There will be a briefing session for all candidates to learn more about this meaningful career. You will also get to interact with the OBS team and have your questions answered through the session.

2. Instructor Selection Process (ISP)

Your very own 3D2N outdoor expedition to find out if you have what it takes to be an OBS Instructor. You will go through physically and mentally challenging but rewarding activities over 72 hours. By applying for this round of ISP, you will need to fully commit on the ISP dates on 24 - 26 Jul 2026.

3. Panel Interview

This is the final stage of becoming a Trainee Instructor. Bring your best self for a cosy chat with the OBS leaders to find out if there's a good match in terms of job expectations and cultural fit.

Requirements

• Singapore Citizen/Permanent Resident;
• Relevant experience and/or active sporting or outdoor background will be advantageous;
• Passion for engaging and developing youths;
• Able to adapt well and thrive in a dynamic environment; and
• Be a team player who is effective, resourceful, and takes the initiative in work.

Important: If you have any of the medical conditions below, you may not be able to participate in the ISP due to safety considerations.

Condition(s) of Concern:

1. Cardiac conditions e.g. ischemic heart disease, arrhythmia, congenital heart conditions.

2. Respiratory conditions e.g. exercise-induced asthma

3. Seizure with history of episode or medication within the last two years.

4. History of anaphylaxis (due to environmental or food allergens)

5. Any condition(s) that may cause:

• Inability to perform strenuous/physically demanding activities and movements for prolonged periods of time;
• Inability to see colours or see in the dark/night;
• Inability to conduct outdoor activities and independently supervise the safety of minors; and/or
• Danger/hazard to self or others in the outdoors/wilderness.

Please upload a recent copy of your resume and ensure that it includes relevant past experience and any other pertinent information that would be useful for our assessment. Eligible applicants will be contacted within one week after the job application closing date.