[Hiring] Operations Manager of Maintenance @Pacaso

Role Description

The Operations Manager of Maintenance is the operational leader responsible for overseeing Pacaso’s Internal Maintenance business unit across assigned markets. This role owns maintenance triage, workforce execution, dispatch operations, scope standards, and the financial performance of internal maintenance as a billable service line. They ensure maintenance work orders are prioritized correctly, completed efficiently, and escalated seamlessly to Asset Management when external vendors are required.

Key Responsibilities

• Maintenance Strategy & Operations Leadership
  • Lead the internal maintenance function as a scalable, revenue-supporting business unit
  • Own maintenance service standards, response times, and quality control across markets
  • Ensure homes remain safe, functional, and guest-ready year-round
• Work Order Triage & Dispatch Oversight
  • Review and triage all incoming maintenance work orders
  • Determine whether issues can be completed internally or require vendor escalation
  • Assign priority levels (emergency, urgent, routine)
  • Ensure rapid response protocols for critical incidents (leaks, floods, fire)
• Team Leadership & Performance
  • Manage Maintenance Managers and Coordinators across markets
  • Build hiring plans, training programs, and coverage models
  • Establish KPIs for completion times, repeat work, and satisfaction outcomes
• Financial & Billing Accountability
  • Ensure internal maintenance work is accurately billed back to properties
  • Track maintenance cost efficiency vs. third-party vendor alternatives
  • Own reporting for maintenance service line performance
• Cross-Functional Partnership
  • Partner closely with Asset Management on vendor transitions and complex projects
  • Support Owner Experience escalations related to maintenance disruptions
  • Drive alignment between maintenance execution and home readiness priorities

Qualifications

• 8–12+ years in residential maintenance operations, property services, or facilities leadership
• Experience managing multi-market maintenance teams
• Strong triage judgment and emergency response experience
• Financial acumen related to service billing, labor utilization, and cost control

Benefits

• Competitive base salary and meaningful equity — every Crew member shares in what we're building
• Discretionary time off — take the rest you need, when you need it
• Premium medical, dental, and vision coverage for you and your family
• Sponsored memberships to One Medical, Peloton, and WellHub for whole-person, modern healthcare
• 401(k) to help you build long-term security
• Paid parental leave for primary and secondary caregivers
• Home office stipend and a monthly internet and cell phone reimbursement to set you up for great remote work
• Quarterly team gatherings and ongoing learning and development investment

Company Description

Pacaso exists to enrich lives by making second home ownership possible and enjoyable for more people. We've reimagined the second home category — pairing a thoughtfully designed co-ownership model with simplified financials, equitable scheduling, and dedicated local property management, so owners get the joy of a true second home without the hassle.

Since launch, Pacaso has facilitated more than $1.2 billion in gross real estate transactions and service fees across 40+ destinations in the U.S., Mexico, and Europe — including Aspen, Lake Tahoe, Napa, Malibu, Palm Springs, Cabo, Paris, London, and most recently Florence, Milan, and Rome.

We've raised over $300 million in cumulative equity funding, closed the largest real estate Regulation A+ offering of 2025, and reserved the Nasdaq ticker PCSO as we build toward a public listing.

Our work has been featured in The New York Times, The Wall Street Journal, Fortune, Forbes, CNBC, Bloomberg, and others.

We're a Certified Great Place to Work and have been honored for both our culture and our category-defining work:

• No. 5, Forbes America's Best Startup Employers (2026) — our second consecutive Top 10 ranking
• Newsweek's America's Greatest Startup Workplaces (2025)
• Winner, 2025 Inman Best of Proptech Awards — Consumer Experience & Marketplace Innovation
• Fortune & Great Place To Work Best Workplaces in Real Estate (2024)
• Best Workplace in the Bay Area™ (2023)
• LinkedIn Top Startup (2022)
• Glassdoor Best Places to Work, #6 (2022)