Regional Operations Manager in Poughkeepsie

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Job DescriptionJob Description

A premier self-performing company that supports the largest facilities as a single source provider throughout the Northeast, Southeast, and Midwest is looking for a Regional Operations Manager in the Hudson Valley, NY area. You’ll report directly to the CEO and Leadership Team. This opportunity comes with a defined career path to Regional Director / VP of Operations.

Job Summary:

The Regional Operations Manager is responsible for leading large-scale, self-performing snow removal and year-round exterior services across multiple markets within their region. This is a field-oriented leadership role requiring operational expertise, a strong safety-first mindset, and the ability to manage crews, equipment, and client expectations across a distributed portfolio. You’ll ensure execution excellence from storm readiness through post-event reporting, while also overseeing sweeping, power washing, and landscaping services during the off-season.

Full-time – in office / remote hybrid, 95%+ travel within region required

You are a great fit for this position if:

• You have experience in Commercial Snow Removal (self-performing only).
• Possess local connections with salt and deicer suppliers, labor, and equipment operators.
• Can think strategically, solve problems, and work under high stress and harsh conditions.

Responsibilities:

❄️ Snow & Ice Management (Primary Focus)

• Lead all aspects of self-performing snow operations: plowing, de-icing, sidewalk clearing, material handling, and post-storm audits.
• Oversee staffing plans and deploy regional storm crews—including full-time operators, seasonal labor, and subcontractors.
• Build and execute regional storm response strategies: pre-treatment, mobilization, live tracking, and post-event reporting.
• Ensure service delivery is aligned with scope, SLA compliance, and safety standards.
• Maintain and manage a fleet of 20+ wheel loaders, skid steers, plow trucks, and sidewalk equipment.
• Monitor material levels (salt, deicer, brine) and ensure strategic placement at regional yards.
• Lead storm debriefs and continuous improvement initiatives with internal and client stakeholders.

General Operations:

• Oversee 25+ active snow sites and manage $5M+ in regional snow revenue.
• Manage a regional team of 100+ snow removal team members (full-time and seasonal) and site supervisors.
• Collaborate with Client Success, Sales, and Estimating teams to scope work, maintain margin integrity, and support new business.
• Lead KPI tracking and regional performance metrics: client satisfaction, service response time, safety incidents, and gross profit margins.
• Ensure compliance with DOT, OSHA, company protocols, and ISN client safety requirements.
• Cross-train field teams and support service delivery of sweeping, pressure washing, and landscaping operations in the off-season.
• Support budgeting, forecasting, and equipment lifecycle planning.
• Manage fleet maintenance

Ideal Candidate:

• 7+ years in exterior operations management with 5+ years in self-performing snow removal at scale.
• Demonstrated oversight of:
• 25+ snow service sites or $2.5M+ snow revenue
• 20+ wheel loaders and associated heavy snow equipment
• 50+ team members or multi-crew oversight
• Proven experience in managing logistics, dispatch, and execution during major snow events.
• In-depth understanding of snow fleet maintenance, routing optimization, and response strategies.
• Field-based leadership with willingness to work in extreme weather, on-call rotations, nights, weekends, and holidays during snow season. (work shifts can extend to 30+ hours during weather)
• Strong working knowledge of service documentation and operational software (Aspire, LMN, GPS Insight, etc.).
• Local network of labor, subcontractors and material suppliers in assigned market(s).
• Valid driver’s license required; CDL and bilingual (English/Spanish) are pluses.

Compensation and Benefits:

You’ll enjoy a highly competitive package, including medical, dental, & vision insurance, a company vehicle, laptop, phone, fuel card, and a defined career path toward Regional Director or VP of Operations.

Compensation: $90,000 – $150,000 base + performance-based bonus

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