
Senior Manger, Maintenance Operations
Orleans, MA · HybridJobSeen todaySeen in employer's feed today
Most applications go out cold — see where you stand first. No sign-up to start.
Watch jobs like this. New roles like this one near Orleans, MA, by email.
Don't just apply. Show up ready.
Olive works from this exact posting.
At a glance
Olive lists jobs from US employers, including remote roles you can work from the United States.
Job overview
The Senior Manager, Maintenance Operations leads Del Mar Vacations’ Maintenance Team, overseeing day-to-day performance, field problem-solving, quality control, scheduling, and team development. The role splits time between in-office leadership (about 40%) and field work (about 60%). It also oversees technology adoption, workflow and billing accuracy, and efforts to reduce callbacks, while supporting guest and homeowner experiences.
Skills & qualifications
Skills
Qualifications
Full job description
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 & homeowners - creatively, resourcefully, & without over-relying on outside vendors. With a sharp focus on utilization, callbacks, quality control, & escalations, this role is the connective tissue between scheduling, quality control, team development, & field efficiency. You'll serve as the go-to technical expert, quality enforcer, & team motivator, delivering 5-star guest & owner experiences profitably. This role splits time between in-office leadership (about 40%) & in-the-field quality control & problem-solving (about 60%). Core Responsibilities Drive the day-to-day execution, quality, & profitability of Del Mar's Maintenance Team; solving problems in the field & leading technicians to consistently deliver 5-star results. Team Leadership & Culture Be present & available in-office daily to support recruiting, coach technicians in real time, approve fieldwork, build the maintenance team schedule, approve weekly payroll hours, & model the standard for team culture. Build trust, momentum, & accountability across the Maintenance Team; set the tone, expectations, & morale for the group. Provide live troubleshooting support - answer calls & jump in to help technicians problem-solve from the field, preventing callbacks & avoidable escalations. Champion the use of AI tools (including Claude) as a resource for technicians, enabling them to self-serve home information & troubleshooting support while on-site. Support recruiting & onboarding for new technicians, ensuring alignment to Del Mar's 5-star standard from day one. Oversee fleet readiness - truck inventory, inspections, & permits - to keep every technician road-ready. Field Quality Control & Problem Solving Visit service requests, jobs, & projects in the field to solve problems same-day, inspect quality, validate completion, & confirm work meets homeowner standards. Deliver direct, real-time feedback to technicians based on field observations - reinforcing wins & correcting misses. Identify trends & repeat issues & translate them into team retraining or process improvements. Inspect vendor-completed jobs & 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 & use of tools including Zuper, GPS/routing software, remote lock systems, StayFi, & AI tools. Drive performance improvements with a goal of reducing callbacks by 50%. Review technician performance & schedules, training operations admins on matching the right technician to the right job. Partner with warehouse & purchasing leads to ensure every technician has the parts, tools, & information needed for a successful first visit, every time. Workflow & Billing Oversight Review & approve all AI-flagged or escalated maintenance jobs daily, prioritizing billable work first. Ensure accuracy of scope, labor, & parts documentation before jobs are handed off to billing. Enforce consistent warehouse & 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, & evaluate technician work quality Track record of improving technician utilization through better scheduling, training, & systems Comfortable owning KPIs & 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, & ability to teach, train, & lead technicians in doing the same. See complete job description wh n applying.
Similar jobs, posted recently
Open roles like this one, listed in the last 30 days.
Operations ManagerCVS Health · Chatham, MA · $20–34/hrPosted 1w agoPosted 1w ago
Operations ManagerCVS Health · South Yarmouth, MA · $20–34/hrPosted 2 days agoPosted 2 days ago
PT Seasonal Operations SupervisorUPS · Yarmouth, MA · $26.25–42.65/hrPosted 1w agoPosted 1w ago
PT Seasonal PT Operations SupUPS · Yarmouth, MA · $26.25–42.65/hrPosted 1w agoPosted 1w ago
Director of Public WorksTown of Harwich · Harwich, MA
You've read the whole posting — now see how you match it.