Director of Field Operations

Overview

Hybrid – Full Time

Mississauga, Ontario, Canada

Hybrid

Important Location Requirement:

This is a remote position; however, candidates must be located in the same country, city, or region where the job is posted. The successful candidate must be available to attend a local office, meeting, training session, or company event if requested.

Please only apply if you are based in the location listed on this job posting. Remote does not mean the position is open worldwide.

Bridgepoint Maintenance is a growing maintenance and field service company supporting residential and multi‑residential properties across Ontario. We provide repairs, inspections, emergency response, turnover services, cleaning, painting, and trade support through internal teams and approved independent service providers.

Our network includes handymen, painters, cleaners, plumbers, electricians, HVAC technicians, appliance technicians, labourers, restoration vendors, and other specialty trades.

About

The Role
Bridgepoint Maintenance is hiring a Director of Field Operations to lead our province‑wide field operations.

This is a senior, hands‑on leadership role for someone who understands maintenance execution, residential service urgency, vendor and trade management, quality control, compliance, cost discipline, and customer escalations.

You will oversee day‑to‑day operations across handyman, painting, cleaning, turnover, and mechanical trade services. This includes ensuring jobs are assigned, completed, documented, invoiced, and escalated with accuracy, urgency, and accountability.

This is not a desk‑only role. We need someone who can build systems, lead teams, inspect work, train staff, manage vendors, resolve escalations, and create an operating structure that can scale city by city across Ontario.

The right candidate will not only manage today’s workload, but also build the department structure needed for long‑term growth.

Interview Process
Qualified candidates will receive a link to complete a pre‑recorded interview via email within minutes of applying.

Once the pre‑recorded interview has been completed, our recruiting team will review the submission. Candidates who appear to be a strong potential fit will be invited to complete a second interview, which will be conducted live.

Key Responsibilities

Lead daily field operations across maintenance, cleaning, turnover, painting, and mechanical trade services

Build and manage vendor and trade coverage by city, service category, response time, quality, pricing, and compliance status

Set standards for dispatch, emergency response, job documentation, photo requirements, inspections, close‑outs, and escalations

Create and enforce vendor onboarding requirements, including insurance, WSIB clearance where applicable, licences or certifications for regulated trades, service agreements, pricing schedules, banking details, tax forms, and safety expectations

Review work order quality, vendor performance, repeat visits, quote accuracy, invoice issues, SLA breaches, rework, and customer complaints

Hire, train, coach, and performance‑manage field staff, vendors, supervisors, and future department leaders

Develop SOPs, training materials, inspection checklists, KPI dashboards, scorecards, and manager playbooks

Handle serious escalations involving tenants, owners, vendors, technicians, emergency repairs, damage disputes, service failures, or safety concerns

Partner with leasing, property management, accounting, customer service, and internal operations teams to improve speed, communication, and accountability

Visit properties when required to inspect work, assess field issues, support training, and resolve operational breakdowns

Build a scalable Ontario‑wide maintenance operation while maintaining service quality, compliance, and cost control

The Person We Need
We are looking for someone who has successfully managed field teams, trade partners, subcontractors, vendors, or multi‑location service operations.

The Ideal Candidate

Knows how to build teams through hiring, onboarding, coaching, performance management, progressive discipline, and leadership development

Can hold employees, vendors, and trades accountable…