Vice President of Operations
Job in
Milwaukee, Milwaukee County, Wisconsin, 53244, USA
Listed on 2026-08-02
Listing for:
Winter Services, LLC
Full Time
position Listed on 2026-08-02
Job specializations:
-
Management
Operations Management, Project & Program Management, General Management
Job Description & How to Apply Below
VP OF OPERATIONS FOR LANDSCAPE & SNOW
The Vice President of Operations leads operational strategy, consistency of execution, sustainability, efficiency, and growth, while overseeing multi‑branch operations performing multiple services (maintenance, construction, snow). This role will manage large budgets and teams, ensure quality and safety, drive KPIs, mentor district leaders, and integrate acquisitions while focusing on the execution of high‑level business plans to achieve financial goals.
- Scope: Manages and leads multiple districts, not just single sites.
- Focus: Strategic vision, process optimization, and cross‑functional leadership.
- Impact: Drives revenue, profitability, and company‑wide operational excellence.
- Strategic Leadership:
- Develop and implement operational strategies to achieve goals for growth, profitability, and efficiency across all divisions (maintenance, enhancements, snow).
- Partner with sales/account management to ensure contract execution and service delivery align with client expectations across all divisions.
- Support integration of new acquisitions into the operational model and reporting systems.
- Operational Oversight:
- Support day‑to‑day operations to include all facets of landscaping and snow related operations across multiple brick‑and‑mortar branches in six states and a nationally subcontracted division.
- Partner with platform leadership, regional, and branch managers to optimize job costing, resource planning, crew deployment, production schedules, equipment use, and resource allocation.
- Learn in‑depth and enforce usage of all land/snow operational software across all divisions for both internal and external partners.
- Oversee seasonal labor planning and scheduling to meet production demands.
- Ensure levels of redundancy in operations to account for unpredictable environmental circumstances without compromising service execution or margins.
- Financial Management:
- Oversee operational forecasting, budgeting, cost control, job costing, and drive key performance indicators (KPIs) such as labor efficiency, revenue per crew, and gross margins.
- Establish benchmarking by geography and service type to drive operational KPIs, including labor hours, route efficiency, revenue per crew, material utilization, and gross margins by job/service type while ensuring productivity levels and cost management remain aligned.
- Quality & Safety:
- Enforce company‑wide standards for job quality, safety compliance, and environmental regulations; ensure clean, safe work environments.
- Team & Talent Development:
- Recruit, train, mentor, and lead district leaders, fostering strong leadership and culture.
- Develop and mentor regional leadership, including Directors of Operations/Fleet and General Managers, to strengthen service expertise and operational excellence.
- Provide operational leadership as needed for operations in transition, acquisitions, and gaps in coverage.
- Technology & Process Improvement:
- Leverage technology to enhance productivity, streamline operations, and implement best practices.
- Identify ways to further optimize operations through alternative equipment management programs, more effective service execution models, or other innovative methodologies.
- Bachelor’s degree in Business, Landscape Management, Horticulture, or a related field.
- Extensive (10‑15+ years) of operational leadership experience in the landscaping and snow industry, preferably with multi‑branch or regional responsibility.
- Strong understanding of landscape maintenance, enhancements, and construction operations at scale.
- Proven track record of managing large field teams, production crews, and support staff across multiple locations in both landscaping and snow environments.
- Strong financial acumen and KPI management with experience in forecasting, budgeting, job costing, and P&L accountability in a landscape and snow services environment.
- Familiarity with industry systems such as Aspire, LMN, BOSS, Viaesys, Yeti, Site Photos, or other landscape and snow‑specific business management software.
- Strong leadership skills focused on team development, safety culture, and process improvement.
- Working knowledge of fleet, equipment logistics, and seasonal workforce dynamics.
- Strong proficiency in Microsoft Office Suite (Word, Excel, PowerPoint, Outlook) – a plus.
- Working knowledge of fleet management software systems.
- Excellent communication, collaboration, and problem‑solving abilities.
- Ability to work on the business, not just in it (strategic focus).
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