Regional Operations & Subcontractor Coordinator

Winter Services•Milwaukee, WI
•Hybrid

About The Position

The Regional Operations & Subcontractor Coordinator is responsible for planning, coordinating, and monitoring commercial landscape 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, regional preseason and postseason readiness, service quality, storm response, compliance, billing support, and resolution of operational issues. This position requires strong organization, communication, problem-solving, negotiation and relationship-building skills, as well as flexibility during peak seasons and active weather events.

Requirements

  • Knowledge of commercial landscape and/or snow and ice management.
  • Experience working with subcontractors, vendors, service partners, or customers.
  • Excellent organizational, communication, and problem-solving skills.
  • Ability to manage multiple priorities and adapt to a fast-paced, changing environment.
  • Strong relationship-building, negotiation, and cold-calling skills.
  • Strong attention to detail and accountability.
  • Proficiency with Microsoft Office, particularly Excel, Word, and Outlook.
  • Ability and willingness to work evenings, weekends, holidays, and extended hours during peak seasons and active weather events as needed.
  • Discretion and trustworthiness when handling confidential information.

Nice To Haves

  • Bachelor's degree or equivalent combination of education and relevant experience.
  • Experience in commercial landscape, snow and ice management, property services, facilities management, or a related industry.
  • Experience with field-service, GPS/photo documentation, CRM, or operational management software.
  • Experience with subcontractor billing, invoice reconciliation, or service auditing.
  • Knowledge of landscape enhancement sales and processes.

Responsibilities

  • Coordinate day-to-day landscape and snow/ice operations for assigned properties and service areas.
  • Ensure adequate subcontractor coverage, staffing, equipment, and resources to meet customer requirements.
  • Monitor service completion, quality, budgets, and compliance with scopes of work.
  • Identify and resolve service issues, coverage gaps, customer concerns, 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.
  • Prospect, cold call, qualify, negotiate with, and develop relationships with new and existing subcontractor partners.
  • 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.
  • Monitor subcontractor performance and address quality, responsiveness, service, 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.
  • Monitor weather and coordinate preseason storm readiness, including staffing, equipment, materials, routes, and property 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/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.
  • Coordinate and monitor recurring commercial landscape services and seasonal activities.
  • Partner with Account Managers to understand customer scopes, expectations, service levels, and property-specific requirements.
  • Assist with customer escalations, service recovery, inspections, and quality control.
  • Identify opportunities for enhancements, additional services, and other customer needs.
  • Identify and promptly communicate safety concerns, property damage, or other conditions affecting service or customer satisfaction.
  • Review service documentation and subcontractor invoices for accuracy and compliance with contracted rates and approved work.
  • Assist with billing reconciliation, pay questions, discrepancies, change orders, and additional services.
  • 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.
  • Maintain accurate files, site maps, reports, and operational records.
  • Perform other administrative and special projects as assigned.

Benefits

  • Equal employment opportunity
  • Diversity and inclusion
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