Job Title:  Specialized Equipment Operators

Position Start Date:  April15, 2024 - flexible

Position End Date:   December 1, 2024 - flexible

Hiring Schedule:  Applications will be reviewed and interviews conducted on a rolling basis until all positions are filled. 


Position Description: 

In addition to proficiently operating varied types of specialized trail machines, Equipment Operators are expected to have a diverse skill set and be willing to learn about many facets of trail maintenance and construction, both mechanized and hand built. Team members work approximately 40 hours a week. The schedule is either four 10 hour days followed by three days off or eight 10 hour days followed by six days off. The schedule is subject to change with notice, project dependent.  Project sites will be located in Maine and New Hampshire. Members work with and report to company owner Jed Talbot and the Project Supervisor. Crew structure is somewhat project dependent- members can expect to either work together as one crew or split into multiple crews with occasional solo work and frequent collaborations with other crews.



2024 season projects will include trail maintenance in the White Mountains, wilderness trail reconstruction, stone and timber staircases, machine built accessible and multi-use trail construction, etc. There is a potential for late fall and winter opportunities in Patagonia. US based projects are expected to be within a four hour drive of the headquarters in Turner, Maine where crew housing is available in a beautiful setting with access to garden space and trails. 


Position Requirements and Qualifications Include:

  • Minimum 5 years experience with varied trail construction including machine built trails, and/or relevant manual labor
  • Experience with machine operation: skid steer loaders, mini-excavators, tracked dump trucks, compactors, front end loaders, etc.
  • Experience and willingness to perform basic service and troubleshooting issues with equipment
  • Experience trailering equipment up to 10,000 pounds with trailers up to 21’ long
  • Ability and willingness to work safely, efficiently, and unsupervised while outside in all weather conditions
  • Physical ability to carry a 50 pack for 10 miles over rough terrain
  • Physical ability to sustain long days of intensive manual labor
  • Experience and comfort with being in the woods for long periods of time, sometimes alone
  • Flexibility with work schedule
  • History of safe working practices
  • Reliable personal vehicle for transportation to/from project sites
  • Personal camping gear (tent, sleeping pad, bag, headlamp, etc.)
  • Competency with a variety of trail based equipment
  • CDL or Federal Motor Carrier certified (or willingness to become certified)
  • Flexibility to switch between hand tool and machine oriented tasks
  • High level of self motivation and discipline  
  • Ability to execute a high standard of work while being mindful of production rates
  • Capacity to take direction and constructive criticism
  • Ability to communicate effectively with crew members, supervisor, and owner
  • Desire to contribute to a shared community environment
  • Capacity to act as a respectful, professional representative of OBP to clients and partners
  • Wilderness medical training
  • Chainsaw safety training



  • Competitive hourly rate based on experience and commitment
  • Compensation for driving and hiking time
  • Shared company vehicle provided
  • End of season bonus, based on combined weekly and seasonal commitment
  • On site housing provided during work weeks- some projects require camping (OBP provides base camp gear)
  • Reduced rate crew housing available for non work time
  • Company attire (short sleeve shirt, long sleeve shirt, hats, hoodies, etc.)
  • Wilderness First Aid and USFS Sawyer Certification opportunities
  • Skills training and experience, including technical trail skills, equipment operation, rigging, stone splitting, shaping and pinning, chainsaw safety and operation, accessible trail design and layout, etc.
  • Opportunity to travel, work, and explore beautiful areas such as the White Mountains of NH, the coast of Maine and the North Maine Woods.


To apply

Applicants should email a cover letter stating reasons for seeking employment with OBP, a résumé, and contact information for a minimum of three references to

Please feel free to contact us with any questions. For more information on OBP Trailworks, email us or visit our website at