Perennial Services Group

• ISA Certified Arborist
• TRAQ
• Degree in Arboriculture, Urban Forestry, Horticulture, Environmental Science, Plant Science, Turfgrass, Agriculture, or related field
• Experience with CRM tools and proposal software

Are you passionate about trees and driven by results? Winkler Tree & Lawn Care is looking for an exceptional Arborist Sales Representative to serve as the trusted advisor for residential and commercial property owners along Chicago’s prestigious North Shore. Your office is outdoors, and you get a new view every day.

This is a rare opportunity to put your arboricultural expertise to work in a rewarding consultative sales career. You’ll assess tree, shrub, and lawn care needs, develop science‑based recommendations, and build lasting relationships with clients who depend on your expertise.

• →Meet with residential and commercial clients daily to evaluate their tree, shrub, plant health care, and lawn care needs
• →Develop and present customized proposals using consultative sales techniques, process tools, and current technology
• →Build, grow, and maintain long‑term client relationships along the North Shore
• →Create and update annual plant health care programs with science‑based treatment recommendations
• →Supervise crew members assigned to client jobs, ensuring work is completed safely, per contract specifications, and to client satisfaction
• →Collaborate with the management team on sales strategy, marketing, and territory growth initiatives
• →Serve as a knowledgeable resource on local tree species, common pests and diseases, and proactive management plans

• Self‑motivated, goal‑oriented, and driven to create positive outcomes
• 3–5 years of experience in the tree care industry, green industry sales, or a related consultative sales role
• Strong interpersonal and communication skills with a genuine passion for client service
• Ability to identify trees and shrubs common to the Chicagoland region
• Valid driver’s license with a clean driving record
• Comfortable working outdoors year‑round and able to frequently lift or move up to 50 pounds
• Self‑motivated, goal‑oriented, and driven by results

• Ability to work outdoors in all weather conditions (heat, cold, rain, snow)
• Ability to walk properties, traverse uneven terrain, and perform on‑site evaluations
• Ability to lift, carry, or move up to 50 pounds regularly
• Ability to drive for extended periods within the assigned territory
• Ability to stand, bend, kneel, and reach as needed during site assessments

• Comprehensive sales, leadership, and technical training programs
• Financial support for ISA credentials and continuing education
• Access to cutting‑edge research, resources, and industry‑leading expertise

• Medical, dental, and vision insurance
• HSA/FSA and Dependent Care FSA

• Work outdoors every day, improving the beauty and safety of residential and commercial properties
• Advance your career — we prioritize training, certifications, networking, and internal promotions
• Join a team that values safety, communication, and teamwork
• Enjoy a supportive environment where your ideas and experience matter
• Competitive pay with opportunities to grow your earnings as your skills advance

Winkler Tree & Lawn Care participates in the E‑Verify program to confirm the employment eligibility of all newly hired employees. Documentation establishing identity and authorization to work in the United States is required.

Winkler Tree & Lawn Care is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, age, disability, veteran status, or any other protected characteristic. We are committed to fostering an inclusive, respectful, and supportive workplace for all employees.

If you’re passionate about trees, driven by results, and eager to make a visible impact in your community, we’d love to meet you. Winkler Tree & Lawn Care is growing fast, and this is your chance to join a company that truly values your skills and invests in your future. Apply today and take the next step in a career you can be proud of.