Top 15 Landscape supervisor Jobs in Naperville, Il

General Manager of Landscaping Maintenance & Snow Operations
Confidential —Naperville, IL
- From $90,000 a year
- Full-time
- Spanish
- Microsoft Outlook
- English
- Health savings account
- Health insurance
Quick Apply
Commercial Landscaping Project Manager
Cardinal State, LLC —Aurora, IL
- $80,000 - $90,000 a year
- Full-time
- Background check
- Management
- Construction site
- Health insurance
- 401(k)
Quick Apply
Lawn Care & Maintenance Supervisor
Boys and Girls Clubs of The Northwest Suburbs —Carpentersville, IL
- Full-time
- Background check
- Clean driving record
- Mid-level
- Paid holidays
- Health insurance
Quick Apply
Landscape Project Manager
City Escape Garden & Design, LLC —Chicago, IL
- $75,000 - $87,500 a year
- Full-time
- Sales
- Customer service
- Maintenance
- Health insurance
- Dental insurance
Quick Apply
Shop Manager - Landscape Yard/Retail Assist.
City Escape Garden Center & Design Studio —Chicago, IL
- $65,000 - $75,000 a year
- Weekends as needed
- Mid-level
- Supervising experience
- Power tools
- Health insurance
- Dental insurance
Quick Apply
Grounds Supervisor (Tuesday - Saturday)
Illinois School District U-46 —Elgin, IL
- $60,243 - $90,353 a year
- Customer service
- Mid-level
- 3 years
Landscape Supervisor
CHICAGO CHRISTIAN INDUSTRIAL LEAGUE —Chicago, IL
- $19 - $23 an hour
- Mid-level
- 3 years
- High school diploma or GED
Quick Apply
Landscape Estimator / Manager / Leader In the Green Industry
Redstone Landscapes, llc. —Plainfield, IL
- $60,000 - $80,000 a year
- Weekends as needed
- 18 years or older
- Construction site
- Computer literacy
- 401(k)
- Paid time off
Quick Apply
Project Manager - Landscape Architecture
RVi Planning + Landscape Architecture —Naperville, IL
- $85,600 - $113,000 a year
- 5 years
- Research
- Contracts
- Paid parental leave
- Health savings account
Quick Apply
Commercial Landscape Estimator / Project Manager
SEBERT LANDSCAPING —Bartlett, IL
- $60,000 - $80,000 a year
- Full-time
- Mid-level
- Driver's License
- In-person
- AD&D insurance
- Health insurance
Quick Apply
Fleet and Facility Manager
K&R Landscaping, Inc. —Plainfield, IL
- From $60,000 a year
- Full-time
- Clean driving record
- Microsoft Excel
- CDL A
- Paid holidays
- Health insurance
Quick Apply
8d
Buildings and Grounds Supervisor
BENSENVILLE PARK DISTRICT —Bensenville, IL
- $60,000 - $75,000 a year
- Weekends as needed
- Mid-level
- 3 years
- High school diploma or GED
Landscape architect / Project Manager
Kane Brothers —Homer Glen, IL
- Email
- 5 years
- Senior level
Maintenance and Grounds Supervisor
St. Jude Catholic Church —New Lenox, IL
- $53,000 - $63,000 a year
- Weekends as needed
- Classroom
- Heavy lifting
- Mid-level
- Paid holidays
- Disability insurance
Quick Apply

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landscape supervisor jobs near naperville, il

General Manager of Landscaping Maintenance & Snow Operations

Confidential
Naperville, IL

Quick Apply

Job Details

Full-time
From $90,000 a year

Benefits

Health savings account
Health insurance
Dental insurance
401(k)
Paid time off
Vision insurance
401(k) matching
Life insurance

Qualifications

Snow removal
Managing customer accounts
Customer relationship building
Microsoft Outlook
Customer retention
Operations management
Team supervision
Managing teams in a customer support role
Budget control
Coaching
In-person customer service
Account development
Performance management
Managing clients in a customer support role
Team development
Business development
Driver's License
Documentation tools
Job order costing
Customer relationship management
Customer support management
Prospecting
Managing projects
Landscaping field supervisor experience
Account management
Pesticide Applicator's License
Managing grounds maintenance teams
Staffing management
Organizational budget management
Senior leadership

Full Job Description

We are a growing, full-service landscape company delivering high-quality design/build, maintenance, enhancement, projects and snow & ice services across the Chicago area. We're building a professional, systems-driven organization where strong leaders have the tools, autonomy, and support to win. This is a key leadership role on our team.

General Manager: Landscaping Maintenance & Snow Operations

Also known as: Branch Manager — Operations Manager — Director of Maintenance & Snow

Location: Naperville, IL | Chicagoland & Western Suburbs
Employment Type: Full-Time, Year-Round

The Opportunity

This is a senior leadership role accountable for the performance of the entire division — maintenance, enhancement, projects and snow. You'll lead and develop your supervisors, account managers, and customer service team, own the systems and standards that drive quality and profitability through every season, and bring the hands-on credibility that earns respect in the field when the work demands it.

If you've grown through roles like Branch Manager or Operations Manager and are ready to own a division end-to-end — running a profitable operation, developing your team into high performers, and being the person the whole division counts on — we want to talk to you.

What You'll OwnLead & Develop the Team

Lead, coach, and develop your crew supervisors (who direct the crew leaders and field teams), your account managers, and your customer service team
Run consistent one-on-ones and team meetings; set clear expectations and follow through
Build a strong leadership bench — hire, onboard, train, and evaluate your direct reports and support their development of the teams below them
Drive morale, retention, and a culture of accountability and pride in the work across the division

Own Division Profitability

Hold the division accountable to its revenue and gross-margin targets
Track job and route costing against estimates; identify and close margin gaps
Manage labor hours, equipment utilization, and materials cost
Partner with sales and estimating to ensure work is priced to win and to profit
Owns and manages a personal book of accounts, including client relationship management, selling and upselling, prospecting for new business, and account retention.

Run Maintenance & Enhancement Operations

Own routing, scheduling, and quality control across all maintenance accounts
Ensure every property meets our quality standard, consistently and on schedule
Grow enhancement/upsell revenue by equipping your supervisors and crews to spot opportunities and ensuring quotes are generated and followed up
Drive client satisfaction and retention through your account management and customer service team

Lead Snow & Ice Operations (Seasonal)

Serve as the single owner of snow operations — planning, staffing, routing, equipment readiness, and storm-event execution
Manage on-call rosters, subcontractors, salt/materials inventory, and 24/7 event coordination
Ensure accurate documentation, site logs, and billing for every event
Deliver safe, reliable, on-budget service that protects client relationships

Manage by the Numbers

Own and report your division's key metrics weekly
Build and enforce repeatable processes for maintenance and snow operations
Use LMN and related tools to run the business on data, not guesswork

What Success Looks Like

The division consistently hits its revenue and gross-margin targets
Supervisors, account managers, and crews are well-led, well-trained, and accountable
Clients are retained and satisfied, supported by a responsive account management and customer service team
Snow events are executed safely, on time, and on budget
Enhancement revenue grows year over year
The division runs smoothly and proactively, without day-to-day fires reaching ownership

What You Bring

5+ years in green-industry / landscape operations, including 3+ years leading teams through supervisors or managers (e.g., as a Branch Manager, Operations Manager, or Division Manager)
Experience leading client-facing account management and/or customer service functions
Proven experience running or co-running snow & ice operations in a Snowbelt market
A track record of budget and gross-margin accountability
Strong people-leadership skills — hiring, coaching, holding others accountable, and reducing turnover
Proficiency with LMN (Landscape Management Network) for job costing, scheduling, and estimating
Comfort managing an operation by the numbers
Availability for 24/7 responsiveness during snow events
Valid driver's license

Nice to Have

Experience building or rebuilding a maintenance or snow division
Pesticide/applicator licensing
A calm, decisive leadership presence under pressure
A systems-and-process mindset

Compensation & Benefits

Base salary: starting at $90,000, compensation commensurate with experience
Performance bonus tied to division revenue and gross-margin targets
Company vehicle or allowance, phone, and full benefits
A leadership seat with real autonomy in a growing, well-run company
Insurance Offerings: Health, Dental, Vision, Life, & Additional Life
401k after 1 year with employer matching program

Job Type: Full-time

Pay: From $90,000.00 per year

Benefits:

401(k)
401(k) matching
Dental insurance
Health insurance
Health savings account
Life insurance
Paid time off
Vision insurance

Application Question(s):

Can you name plants by sight & discuss them in a conversation effectively?

(e.g., with plants, flowers, shrubs, trees, etc.)

Which of the following software tools are you familiar with?

MS Outlook, Word & Excel
AutoCAD and/or SketchUp
Adobe Suite
LMN and/or Aspire
Any others relevant to this role?

It's mid-July, a key crew leader just quit, two properties are behind, and a client is threatening to cancel. What are your first three moves?
Within your most recent role, how many team members did you manage?

Experience:

Landscape maintenance sales: 5 years (Required)

Language:

English & Spanish (Preferred)

License/Certification:

Pesticide Applicator’s License (Preferred)

Work Location: In person

Quick Apply

Refine Your Search

landscape supervisor jobs in naperville, il

General Manager of Landscaping Maintenance & Snow Operations

Commercial Landscaping Project Manager

Lawn Care & Maintenance Supervisor

Landscape Project Manager

Shop Manager - Landscape Yard/Retail Assist.

Grounds Supervisor (Tuesday - Saturday)

Landscape Supervisor

Landscape Estimator / Manager / Leader In the Green Industry

Project Manager - Landscape Architecture

Commercial Landscape Estimator / Project Manager

Fleet and Facility Manager

Buildings and Grounds Supervisor

Landscape architect / Project Manager

Maintenance and Grounds Supervisor

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