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Winter Services Inc

General Manager Trainee

Kenosha, WI, United States

Apply on winterservices1.applytojob.com About employer

Applications open in a new tab.

Job details

Apply by: Feb 10, 2027
Posting language: English
Posted: Nov 12, 2026

Original job description

Our General Manager Trainee will be part of our General Manager development program, designed for aspiring leaders who want to build a successful career in the commercial landscaping industry. Through hands-on experience, comprehensive training, and mentorship from experienced industry professionals, you’ll gain exposure to all aspects of landscape management, including maintenance, construction, design, irrigation, fertilization, pest control, and plant identification.

As a General Manager Trainee, you’ll develop the skills needed to lead teams, manage projects, build client relationships, and drive operational excellence. This program provides a strong foundation for a future management position and an opportunity to make a meaningful impact on our teams, our clients, and the landscapes we maintain. What You’ll Do

Work along with an experienced mentor who will help you develop your leadership and management style.
Gain practical experience that goes beyond classroom learning.
Work directly in the field with our crew to understand daily operations and best practices.
Participate in monthly branch management meetings and learn to review and understand company financials.
Take advantage of professional development opportunities to strengthen your skills, knowledge, and confidence.
Operate all operations during snow season.
Visit other branch models to gain experience from.
Mentorship program of executives from sales teams and operations teams

What You’ll Learn

How to communicate effectively with clients, team members, and company leadership.
How to set up jobs, establish client accounts, and coordinate crew assignments.
How to prepare proposals, identify opportunities, and support sales efforts.
How to implement and maintain workplace safety standards and procedures.
How to use Aspire and other company software to support daily operations and business performance.
The operational, financial, and leadership skills needed to succeed in a landscape snow management role.
Route snow job locations
Manage assets and equipment

Qualifications:

A certificate, associate degree, or bachelor’s degree in plant science, horticultural sciences, business, or a related field is preferred.
Strong interest in learning all aspects of the landscape management industry.
A positive, can-do attitude and a strong work ethic.
A clean driving record.
Strong communication, organization, and problem-solving skills.
A willingness to learn, take initiative, and grow into a leadership role.

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.

Apply on winterservices1.applytojob.com About employer

More about this job

Skills

Lead a team
Manage several projects
Leadership
Sales
Communication skills
Problem solving

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Work requirements

Jobs in the United States