Senior Manager / Maintenance Operations
- Pay
- $75,000 – $100,000 per year
- Location
- Orleans, MA
- Job type
- Full-time
- Level
- Director
- Experience
- 3+ years
- Listed
- 30 days ago
Skills & highlights for this role
- Valid driver's license
- maintenance management
- technician scheduling
- quality control
- KPI reporting
- field troubleshooting
Also useful
- Zuper
- AI tools (Claude)
- HVAC
Stated benefits & perks
- Health
- 401k match
- Pto
- Bonus
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.
Team Leadership & Culture
- 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, StayFi, 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
Benefits
- 2 weeks of vacation time
- 1 week of sick time
- Partially subsidized health insurance
- HSA (health savings account)
- 401k with up to 4% match
- Professional development opportunities
Yearly bonus program (and other rewards and recognition both big and small)
Salary Range
$75,000-$100,000 + bonus
Schedule: Full-time, Varying schedule (including weekends)
- About Company ---
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%).
Why Join the Del Mar Vacations Team
Del Mar Vacations is a Veteran-owned and operated, full-service vacation rental company on Cape Cod. We specialize in providing 5-star experiences to our guests, homeowners and each other. As a hospitality and service first culture, our team and their talents are the key to our success.
Working at Del Mar means you will be surrounded by passionate, smart, and engaged people who are focused on superior problem solving and outstanding customer service. Our ideal candidates enjoy working in a small, tight-knit, high energy and supportive team, are intellectually curious, comfortable with ambiguity, have a positive outlook, and are able to pivot quickly as things change.
Equal opportunity and legal notices
Del Mar Vacation, Inc is an equal opportunity employer. All employment will be decided solely on the basis of your qualifications and merit and according to hiring needs.
We are committed to creating a collaborative team and do not to discriminate based off race, color, religion, creed, gender, sex (including pregnancy, childbirth, and related medical conditions), sexual orientation, gender identity or expression, national origin, ancestry, age, disability, genetic information, marital status, amnesty, status as a covered veteran, military service, or any other class protected by applicable federal, state, and local law
From Del Mar Vacations's careers page, first listed on Rolev.ai on October 10, 2026. Rolev.ai is not the employer.
How Rolev.ai helps with this application
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Common questions
What is the salary for the Senior Manager / Maintenance Operations role at Del Mar Vacations?
The Senior Manager / Maintenance Operations posting at Del Mar Vacations states compensation of $75,000 – $100,000 per year. It is listed as a full-time position. Final pay may depend on location, experience, and interview evaluation on Del Mar Vacations's official career site.
Where is the Senior Manager / Maintenance Operations job at Del Mar Vacations located?
This Senior Manager / Maintenance Operations position at Del Mar Vacations is located in Orleans, MA. Always check Del Mar Vacations's application page for specific state eligibility or relocation policies.
What qualifications are required for Senior Manager / Maintenance Operations at Del Mar Vacations?
For the Senior Manager / Maintenance Operations role, Del Mar Vacations highlights 3+ years of relevant experience; experience with maintenance management, technician scheduling, quality control, KPI reporting, field troubleshooting. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.
How do I apply for the Senior Manager / Maintenance Operations position at Del Mar Vacations?
This listing links directly to Del Mar Vacations's Rippling application page. You can apply directly on Del Mar Vacations's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Rippling application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.