The Faculty Instructor is a senior field staff position that supports the program team through leadership in instruction, organization and implementation of high-quality programs to all participants. Specific program related roles may include (but are not limited to): expedition instructor, Insight facilitator, activity site manager, staff trainer, logistical support and other duties as assigned. Understanding of and commitment to the Outward Bound philosophy and curriculum are keys to success for this position.  


CBOBS is a non-profit, adventure-based, educational organization with programs that deliver character development and self-discovery in the wilderness, in the city, and in school. CBOBS operates programs in Baltimore City, the Appalachian Trail in MD and PA, the Potomac River, the Dolly Sods Wilderness Area in WV, and the Eastern Shore of the Chesapeake Bay. CBOBS’ facilities are in Leakin Park in Baltimore City.  


Essential Duties and Responsibilities  

  • Model a strong and positive leadership role in support of the highest level of program quality for CBOBS.  
  • Serve as a senior instructional staff member in all course areas and program types including instructing, site managing, staff development and training.  
  • Work with the CBOBS administration and program team to ensure high quality staff development and training, logistics support, admissions and medical screening, program orientation, student recruitment, and other areas as necessary.  
  • Provide in-house follow-up with partner schools and organizations as may be necessary to ensure high quality programs.  
  • Work closely with senior program staff in all phases of staff and course evaluation, feedback, and development plans.  
  • Assist in coordinating ropes, rocks, group transports, on-site activities and expedition resupplies.  
  • Assist in coordinating service projects, including initiating, building and maintaining relationships with partner organizations.  
  • Assist Admissions and Medical Screener in course advising.  

Safety and Risk Management  

  • Adhere to all OBUSA and CBOBS safety standards, policies, and administrative directives. Participate in the emergency on-call system, including trouble-shooting any and all issues related to the field, students, parents, and partners.  
  • Conduct regular hazard assessments for all worksites.  

Secondary Duties and Responsibilities  

  • Help build and maintain a positive CBOBS community.  
  • Plan and instruct staff training sessions as needed.  
  • Participate in other duties as assigned.  

Knowledge and Skills  

  • Ropes and rocks site manager.  
  • Strong organizational skills.  
  • Ability to work in a team environment and support CBOBS philosophy and mission.  
  • Must be a strong mentor, able to develop new staff.  
  • Well-organized with attention to detail  
  • Strong and effective communicator, both written and oral.  
  • Experience with Salesforce Database preferred but not required.  
  • Experience using Microsoft Word, Microsoft Excel, and the Google Suite.  
  • Self-starter, strong initiative and ability to work with minimal supervision.  
  • Must work well in a team environment and excel under pressure.  
  • Must be able to complete OB driver training and clear a motor vehicle record check.  
  • Must be 21 years of age and be able to clear federal and state background checks.  

Physical Requirements  

  • Ability to carry weights up to 60 pounds and participate in moderate to vigorous physical activity, including but not limited to: backpacking, climbing, paddling, ropes courses, rock climbing, running. • Irregular work hours as necessary.  

Education and Work Experience  

  • 2-3 years of field experience in the outdoor education/experiential learning field.  
  • Minimum Outward Bound Lead Instructor with all related certifications.  

Compensation & Benefits  

  • Seven-month commitment, April-October, 2021. 
  • Base pay $2100-2300/ month commensurate with experience 
  • 60 days off guaranteed during 30 week commitment 
  • 401(k) with a match. Employees are eligible for participation after 1 year of employment. Current match is 6% of the employee’s salary. 
  • Pre-tax Saving Cafeteria Plan: Healthcare Flexible Spending Account (FSA), Dependent Care  
  • Pre-tax Commuter/Transit Benefits 
  • Employee Assistance Program (EAP) 
  • Aflac Supplemental Insurance 
  • CV-Starr Insurance Policy 
  • Pro Deals: Discounts from outdoor industry vendors for outdoor professionals 

How to Apply

Please direct all inquires, or cover letters and resumes to Joey Barness:

Baltimore Chesapeake Bay Outward Bound School prohibits discrimination against any student or applicant because of race, color, religion, sex, gender, ethnic or national origin, sexual orientation, qualified individuals with disabilities on the basis of disability, or any other category which may be protected by applicable state or federal law. Baltimore Chesapeake Bay Outward Bound School also promotes respect for all people, and will not tolerate harassment based on any of these characteristics nor on differences based on gender identity or expression.