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Winter Seasonal Jobs in Racine, WI (NOW HIRING)

Seasonal Bartender

Elm Grove, WI ยท On-site

$15 - $18/hr

... winter season. This position offers the opportunity to work in a variety of club settings ... Our facilities include indoor and outdoor tennis courts, a newly renovated clubhouse, a seasonal ...

... other winter work opportunities are available to most specialistsTypical annual raisesMilitary friendly, willing to work with current drill schedulesFull-time, part-time, and seasonal employees ...

Lead and participate in seasonal operations, including spring/fall cleanup and winter snow and ice removal. * Operate snow removal equipment including plows, salt spreaders, and related machinery.

Lead and participate in seasonal operations, including spring/fall cleanup and winter snow and ice removal. * Operate snow removal equipment including plows, salt spreaders, and related machinery.

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Winter Seasonal information

See Racine, WI salary details

$9

$14

$19

How much do winter seasonal jobs pay per hour?

As of Aug 9, 2026, the average hourly pay for winter seasonal in Racine, WI is $14.99, according to ZipRecruiter salary data. Most workers in this role earn between $13.99 and $16.68 per hour, depending on experience, location, and employer.

What is a winter seasonal?

Winter seasonal jobs are temporary positions that are available primarily during the winter months. These roles often support industries that experience increased activity during winter, such as retail, hospitality, ski resorts, and holiday events. Examples include ski instructors, retail associates, resort staff, delivery drivers, and event coordinators. These jobs typically last from late fall through early spring, offering flexible opportunities for extra income or experience. They are ideal for students, travelers, or anyone seeking short-term employment.

What are the key skills and qualifications needed to thrive as a winter seasonal worker, and why are they important?

To thrive as a Winter Seasonal Worker, you typically need physical stamina, reliability, and the ability to work in cold weather conditions, with prior experience in similar roles often preferred. Familiarity with equipment such as snow blowers, shovels, or ski lift machinery, and sometimes basic safety certifications like CPR, can be required depending on the specific position. Strong teamwork, communication, and adaptability are important soft skills for handling varying tasks and working efficiently in dynamic environments. These skills ensure both safety and productivity, enabling workers to meet the demands of peak winter operations.

What are some common challenges faced by winter seasonal employees, and how can they be addressed?

Winter Seasonal employees often face challenges such as adapting to rapidly changing weather conditions, managing physically demanding tasks, and adjusting to irregular work hours. Staying prepared with proper gear and clothing, maintaining good communication with supervisors, and practicing self-care can help address these challenges. Additionally, seeking support from team members and taking advantage of any provided training can make the seasonal experience more rewarding and manageable.

What is the difference between Winter Seasonal vs Snow Shoveler?

AspectWinter SeasonalSnow Shoveler
CredentialsNone typically required, but some may have basic safety trainingNone required, focus on physical ability
Work EnvironmentVaries; outdoor, retail, hospitality, event-basedPrimarily outdoor, snow removal sites
Employer & IndustryRetail stores, event venues, resorts, municipalitiesProperty management, municipal services, private contractors
Search & Comparison IntentLooking for seasonal jobs across industriesSpecifically seeking snow removal or outdoor winter labor

Winter Seasonal jobs encompass a broad range of roles across various industries during winter, including retail, hospitality, and event staffing. Snow Shoveler positions are specialized roles focused solely on outdoor snow removal. While both are seasonal and outdoor, Snow Shoveler jobs are more physically demanding and specific to winter weather conditions, whereas Winter Seasonal roles can vary widely in scope and environment.

What are popular job titles related to Winter Seasonal jobs in Racine, WI? For Winter Seasonal jobs in Racine, WI, the most frequently searched job titles are:
What job categories do people searching Winter Seasonal jobs in Racine, WI look for? The top searched job categories for Winter Seasonal jobs in Racine, WI are:
What cities near Racine, WI are hiring for Winter Seasonal jobs? Cities near Racine, WI with the most Winter Seasonal job openings:
Infographic showing various Winter Seasonal job openings in Racine, WI as of August 2026, with employment types broken down into 56% Full Time, 27% Part Time, and 17% Temporary. Highlights an 100% In-person job distribution, with an average salary of $31,169 per year, or $15 per hour.

Vice President of Operations

Winter Services

Milwaukee, WI โ€ข On-site

Full-time

This job post hasย expired 1 day ago.ย Applications are no longer accepted.


Job description

VP OF OPERATIONS FOR LANDSCAPE & SNOW
The Vice President of Operations leads operational strategy, consistency of execution, efficiency, and growth, while overseeing multi-branch operations performing multiple services (maintenance, construction, snow). This role will manage large budgets/teams, ensure quality & 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/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.
Key Responsibilities:
  • 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 6 states as well as 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, but not limited to, labor hours, route efficiency, revenue per crew, material utilization, and gross margins by job/service type while ensuring productivity levels and cost management stay perpetually 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 knowledge of services and achieving operational excellence.
    • Provide operational leadership as needed for operations in transition, acquisitions, and / or gaps in operational 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.

Requirements:
  • Bachelor's degree in Business, Landscape Management, Horticulture, or 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 a landscaping and snow environment.
  • 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, SitePhotos or other landscape and snow specific business management software.
  • Strong leadership skills with a focus 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).

Winter Services LLC 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 law. 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.