| Location | Milwaukee, WI |
| Job Type | Full-time |
| Website | https://www. |
The Regional Operations & Subcontractor Coordinator is responsible for planning, coordinating, and monitoring commercial landscaping, landscape maintenance, enhancements, and snow and ice operations for the GroundMasters National Division within an assigned region.
This position works closely with Account Managers, subcontractors, customers, vendors, and internal teams to ensure services are properly staffed, scheduled, performed, documented, and billed according to customer expectations, contractual requirements, company standards, and budgetary guidelines.
The Coordinator is responsible for building and maintaining a qualified subcontractor network, coordinating landscape and snow operations, supporting regional preseason and postseason readiness, monitoring service quality, managing storm response, ensuring compliance, supporting billing processes, and resolving operational issues. This position requires knowledge of commercial landscaping and snow and ice management, along with strong organizational, communication, problem-solving, negotiation, and relationship-building skills. Flexibility is required during peak landscaping seasons and active weather events.
Coordinate day-to-day commercial landscaping, landscape maintenance, enhancements, and snow and ice operations for assigned properties and service areas.
Ensure adequate subcontractor coverage, staffing, equipment, materials, and resources to meet customer requirements and seasonal service demands.
Monitor service completion, quality, budgets, productivity, and compliance with contractual scopes of work.
Identify and resolve service issues, coverage gaps, customer concerns, scheduling conflicts, and safety risks; escalate issues when appropriate.
Maintain accurate property, service, subcontractor, and operational information.
Establish and follow procedures that support quality, efficiency, safety, and consistent service delivery across landscaping and snow operations.
Coordinate seasonal transitions between landscape maintenance, fall cleanup, winter services, and spring startup activities.
Collaborate with Account Managers and operational teams to identify opportunities to improve service delivery, efficiency, and customer satisfaction.
Prospect, cold call, qualify, negotiate with, and develop relationships with new and existing landscaping and snow removal subcontractors.
Identify and recruit subcontractors capable of providing commercial landscape maintenance, landscape enhancements, irrigation services, seasonal cleanups, snow removal, and related property services as needed.
Coordinate subcontractor agreements, site assignments, scopes of work, pricing, equipment rates, and required documentation.
Build and maintain a reliable regional subcontractor network and proactively identify coverage needs for both landscaping and snow operations.
Monitor subcontractor performance and address quality, responsiveness, service, productivity, and compliance issues.
Maintain complete subcontractor files, including agreements, W-9s, Certificates of Insurance, licenses, and other required documentation.
Conduct regular compliance audits and ensure all required documentation is current before work is performed.
Evaluate subcontractor capabilities, service capacity, equipment, and performance to ensure alignment with customer requirements and company standards.
Monitor weather and coordinate preseason storm readiness, including staffing, equipment, materials, routes, and property-specific requirements.
During snow and ice events, monitor service execution and maintain communication with subcontractors and internal teams.
Track service completion, timing, equipment, materials, photos, and other required documentation.
Resolve or escalate missed services, uncovered properties, equipment or staffing issues, and other storm-related concerns.
Coordinate and monitor snow removal, hauling, salting, deicing, and other winter services as required.
Conduct post-storm reviews and follow up on service documentation, discrepancies, and subcontractor performance.
Assist with preseason planning and postseason evaluations to improve operational readiness, service quality, and cost efficiency.
Coordinate and monitor recurring commercial landscape maintenance services, including mowing, trimming, edging, pruning, weed control, and seasonal property maintenance, as applicable to the contracted scope of work.
Coordinate seasonal landscape activities, including spring cleanup, fall cleanup, bed maintenance, mulch installation, seasonal plantings, and other landscape services.
Support the coordination of landscape enhancement projects, including site improvements, planting, landscape renovations, and additional services.
Coordinate irrigation-related services and other specialized landscape work when included in customer contracts or subcontractor assignments.
Partner with Account Managers to understand customer scopes, expectations, service levels, budgets, and property-specific requirements.
Monitor landscape service schedules and completion to ensure work is performed consistently and in accordance with contractual requirements.
Assist with customer escalations, service recovery, property inspections, and quality control.
Identify opportunities for landscape enhancements, additional services, and other customer needs; communicate opportunities to the appropriate Account Manager.
Identify and promptly communicate safety concerns, property damage, turf or landscape damage, irrigation issues, or other conditions affecting service quality or customer satisfaction.
Assist with resolving recurring landscape service deficiencies and implementing corrective actions with subcontractors.
Support the transition between seasonal landscape services and winter operations to help ensure continuity of service for customers.
Review service documentation and subcontractor invoices for accuracy and compliance with contracted rates and approved work.
Assist with billing reconciliation, payment questions, discrepancies, change orders, and additional services.
Verify that completed landscape maintenance, enhancement projects, and snow services are appropriately documented for invoicing and payment processing.
Support Sitefotos and other operational systems, including setup, training, service documentation, and troubleshooting.
Assist with preseason audits of subcontractor rates, equipment, agreements, assignments, and compliance for landscaping and snow operations.
Maintain accurate files, site maps, reports, service records, and operational documentation.
Support reporting and tracking related to service completion, subcontractor performance, landscape quality, operational costs, and customer requirements.
Perform other administrative duties and special projects as assigned.
Knowledge of commercial landscaping, landscape maintenance, and/or snow and ice management.
Experience working with subcontractors, vendors, service partners, or customers, preferably in landscaping, snow removal, property services, or a related industry.
Understanding of commercial landscape maintenance practices, seasonal services, property care, and service quality expectations.
Excellent organizational, communication, and problem-solving skills.
Ability to manage multiple priorities and adapt to a fast-paced, changing environment with seasonal demands.
Strong relationship-building, negotiation, and cold-calling skills.
Strong attention to detail, accountability, and follow-through.
Proficiency with Microsoft Office, particularly Excel, Word, and Outlook.
Ability and willingness to work evenings, weekends, holidays, and extended hours during peak landscaping seasons and active weather events as needed.
Discretion and trustworthiness when handling confidential information.
Bachelor's degree or equivalent combination of education and relevant experience.
Experience in commercial landscaping, landscape maintenance, landscape enhancements, snow and ice management, property services, facilities management, or a related industry.
Experience coordinating commercial landscape maintenance schedules, enhancement projects, seasonal cleanups, and subcontractor assignments.
Familiarity with landscape materials, equipment, irrigation systems, turf care, plantings, and common landscape maintenance practices.
Experience with field-service, GPS/photo documentation, CRM, or operational management software.
Experience with subcontractor billing, invoice reconciliation, service auditing, or operational reporting.
Knowledge of landscape enhancement sales, estimating, and project coordination processes.
Regional operations coordination
Commercial landscaping and snow operations knowledge
Subcontractor recruitment and management
Relationship building and negotiation
Communication and collaboration
Problem-solving and decision-making
Organization and time management
Customer service and quality control
Attention to detail
Accountability and follow-through
Adaptability and seasonal planning
Technology proficiency
Extended periods of computer and telephone use.
Availability for nights, weekends, holidays, and overnight hours during significant weather events as needed.
Occasional travel to offices, customer properties, subcontractor locations, or other work sites.
Occasional outdoor site visits and exposure to varying weather conditions and seasonal outdoor working environments.
Occasional lifting of objects weighing up to 50 pounds.
Occasional stooping, kneeling, crouching, reaching, or grasping activities associated with property inspections and site checks.
Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions of the position.
Winter Services is an equal opportunity employer that takes pride in creating a diverse and inclusive workplace. The company complies with all applicable federal, state, and local fair employment practices laws. Winter Services strictly prohibits and does not tolerate discrimination against employees, applicants, or any other covered persons because of age, race, religion, color, creed, disability, familial status, sex (including pregnancy, childbirth, breastfeeding, and related medical conditions), sexual orientation, gender, gender expression, gender identity, genetic information, marital status, national origin, ancestry, veteran or military status, or any other characteristic protected by federal, state, or local law.
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