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Senior Manager, Maintenance Operations

Job in Orleans, Barnstable County, Massachusetts, 02653, USA
Listing for: Del Mar Vacations
Full Time position
Listed on 2026-08-05
Job specializations:
  • Business
    Operations Management
Job Description & How to Apply Below
Location: Orleans

Senior Manager, Maintenance Operations

The Senior Manager, Maintenance Operations leads the day-to-day performance of Del Mar's Maintenance Team. This individual owns the team's ability to solve issues the same day for guests and homeowners — creatively, resourcefully, and without over-relying on outside vendors. With a sharp focus on utilization, callbacks, quality control, and escalations, this role is the connective tissue between scheduling, quality control, team development, and field efficiency.

You'll serve as the go-to technical expert, quality enforcer, and team motivator, delivering 5-star guest and owner experiences profitably.

This role splits time between in-office leadership (about 40%) and in-the-field quality control and problem-solving (about 60%).

Core Responsibilities

Drive the day-to-day execution, quality, and profitability of Del Mar's Maintenance Team; solving problems in the field and leading technicians to consistently deliver 5-star results.

  • Be present and available in-office daily to support recruiting, coach technicians in real time, approve fieldwork, build the maintenance team schedule, approve weekly payroll hours, and model the standard for team culture.
  • Build trust, momentum, and accountability across the Maintenance Team; set the tone, expectations, and morale for the group.
  • Provide live troubleshooting support — answer calls and jump in to help technicians problem-solve from the field, preventing callbacks and avoidable escalations.
  • Champion the use of AI tools (including Claude) as a resource for technicians, enabling them to self-serve home information and troubleshooting support while on-site.
  • Support recruiting and onboarding for new technicians, ensuring alignment to Del Mar's 5-star standard from day one.
  • Oversee fleet readiness — truck inventory, inspections, and permits — to keep every technician road-ready.

Field Quality Control & Problem Solving

  • Visit service requests, jobs, and projects in the field to solve problems same-day, inspect quality, validate completion, and confirm work meets homeowner standards.
  • Deliver direct, real-time feedback to technicians based on field observations — reinforcing wins and correcting misses.
  • Identify trends and repeat issues and translate them into team retraining or process improvements.
  • Inspect vendor-completed jobs and projects prior to invoicing (particularly high-value work or unfamiliar vendors) to confirm they meet Del Mar's standards.

Technology & Systems Oversight

  • Serve as the team's technology lead, owning adoption and use of tools including Zuper, GPS/routing software, remote lock systems, Stay Fi, and AI tools.
  • Drive performance improvements with a goal of reducing callbacks by 50%.
  • Review technician performance and schedules, training operations admins on matching the right technician to the right job.
  • Partner with warehouse and purchasing leads to ensure every technician has the parts, tools, and information needed for a successful first visit, every time.

Workflow & Billing Oversight

  • Review and approve all AI-flagged or escalated maintenance jobs daily, prioritizing billable work first.
  • Ensure accuracy of scope, labor, and parts documentation before jobs are handed off to billing.
  • Enforce consistent warehouse and inventory procedures across the technician team.

Qualifications

  • 3-5 years experience leading a maintenance, facilities, or field service team; residential, hospitality, or property management settings preferred
  • Strong hands-on technical background; ability to train, coach, and evaluate technician work quality
  • Track record of improving technician utilization through better scheduling, training, and systems
  • Comfortable owning KPIs and communicating performance trends to leadership
  • Experience with field service or maintenance management software (e.g., Zuper or similar platforms)
  • Experience using AI tools (e.g., Claude) to improve personal work output, and ability to teach, train, and lead technicians in doing the same.
  • A calm, solutions-first leadership style; strong communicator who can move fluidly between the field and the office, and between technicians and executive leadership

Why Join the Del Mar Vacations Team Del…

Position Requirements
10+ Years work experience
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