Regional snow removal and ice management for commercial properties across the Midwest
Winter Services operates a multi-state snow and ice management business with locations across six states, serving facilities and commercial properties. The tech stack reveals a finance-and-operations-first approach: NetSuite for back-office accounting, Salesforce for customer data, and Paycor/ADP for workforce management—typical of a scaling services company managing high-volume billing and seasonal labor. Hiring is accelerating across ops and sales (combined 30 of 43 open roles), and pain-point data shows acute friction in Salesforce data quality, invoice processing, and customer onboarding, suggesting the company is outgrowing manual administrative processes.
Notable leadership hires: Director of Operations
Winter Services provides snow removal, ice management, and related landscaping services to commercial and facility customers across the Midwest and broader United States. Founded in 2006 and headquartered in West Allis, Wisconsin, the company operates locations in Wisconsin, Illinois, Michigan, Ohio, Iowa, and Colorado. The business manages a fleet of snow removal equipment and handles both seasonal winter operations and year-round landscaping maintenance. Winter Services is part of GroundMasters, a portfolio of outdoor property management companies. The company serves mid-market commercial accounts and competes on response speed and operational expertise.
NetSuite for accounting, Salesforce for CRM, Paycor and ADP for payroll, Power BI for reporting, BambooHR for HR, ZoomInfo for prospecting, and ChatGPT, Perplexity, and Gemini for AI-assisted tasks. DocuSign for contracts, Google Earth for site mapping.
Based in West Allis, Wisconsin. Operates locations in Wisconsin, Illinois, Michigan, Ohio, Iowa, and Colorado, servicing commercial properties and facilities throughout the Midwest and United States.
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