Top 11 Landscape crew leader Jobs in Oconomowoc Wi

Landscape Technician
Crawford Tree & Landscape Services, Inc. —Milwaukee, WI
- $15 - $100 an hour
- Full-time
- Background check
- Pass drug screening
- Driver's License
- Paid holidays
- Health insurance
Quick Apply
Landscape Maintenance Technician
Liban Landscape —New Berlin, WI
- $20 - $24 an hour
- Full-time
- Driver's License
- US work authorization
- In-person
Quick Apply
Crew Lead - Tree Climber
SavATree LLC —New Berlin, WI
- Up to $38 an hour
- Mid-level
- CDL
- US work authorization
- Health insurance
- Dental insurance
Quick Apply
Hardscape Crew Leader
David J. Frank Landscape —Germantown, WI
- Full-time
- Carpentry
- Spanish
- Construction site
- Profit sharing
- Paid training
Quick Apply
LANDSCAPING CREW LEADER
Your Personal Gardener & Arborist —East Troy, WI
- $25 - $30 an hour
- Full-time
- Clean driving record
- Construction site
- Mid-level
- Health insurance
- Dental insurance
Quick Apply
9d
Landscape Foreperson
Johnson’s Nursery —Menomonee Falls, WI
- $23 - $25 an hour
- Full-time
- CDL A
- Mid-level
- Residential
- Paid holidays
- Health insurance
Landscape Maintenance Foreman
VILLANI LANDSHAPERS —Menomonee Falls, WI
- Spanish
- English
- Mid-level
- Disability insurance
- Health insurance
Quick Apply
Landscape Crew Leader
David J. Frank Landscape —Brookfield, WI
- Full-time
- Spanish
- Pass drug screening
- Mid-level
- Profit sharing
- Paid training
Quick Apply
Lawn Maintenance Technician
Trees on the Move, Inc. —New Berlin, WI
- $20 - $26 an hour
- Overtime
- Ability to walk for extended periods
- Mid-level
- High school diploma or GED
- Paid training
- Health insurance
Quick Apply
4d
Landscape Technician (2026)
Piala's Nursery & Garden Shop, Inc. —Waukesha, WI
- $18 - $26 an hour
- Overtime
- 18 years or older
- Spanish
- Construction site
- Opportunities for advancement
Quick Apply

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Snow Removal Technician
GM Contractors LLC —Oconomowoc, WI
Maintain and perform routine inspections on grounds maintenance equipment, including power tools and hand tools.
$25 - $40 an hour
Quick Apply
9d
Part-time Maintenance Technician
Blackhawk Technical College —Janesville, WI
Specialized technical training required in one of the following areas; building construction systems, mechanical/electrical systems, heating, ventilating, air…
$17 - $22 an hour

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Super Crew Lead
ProScape Lawn & Landscape Services LLC —Columbus, OH
Lead and support landscape crews in the field. We give our customers the “ProScape Experience” using proactive communication, consultation for the best…
$25 - $30 an hour
Quick Apply
Maintenance Branch Mgr
Environmental Management Inc —Plain City, OH
Valid driver's license with acceptable driving record. Recruit, hire, train, coach, and develop field personnel. Conduct field training and coaching sessions.
Quick Apply

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Landscape Technician

Crawford Tree & Landscape Services, Inc. -
Milwaukee, WI

Quick Apply

Job Details

Full-time
$15 - $100 an hour

Benefits

Paid holidays
Health insurance
Dental insurance
Tuition reimbursement
Paid time off
Parental leave
Employee assistance program
Vision insurance
Professional development assistance
Opportunities for advancement
Retirement plan

Qualifications

Record keeping
Driver's License
Driving

Full Job Description

Who are we currently hiring for landscape, as of 8/11/26?

Landscape Sales Representatives
Landscape Crew Leaders (Foreman, Technicians)
Landscape Crew Members (Technicians with skills or no skills)
Lawn mowing (Skilled and unskilled!)

Current Focus: Sales Rep (1), Crew Leader (1), Crew Member (1)

A Landscape Crew Leader Overview
In business since 1969, we are seeking dedicated and hungry, current or even aspiring industry Crew Leaders, to execute our suite of estate care services while leading, or while on (as a crew member) a 2-3 person softscape installation crew or a 2 person landscape maintenance crew. Ideal candidates will possess strong intrinsic leadership skills, a background in landscaping (skills matter, not years of service), and the ability to communicate and supervise your team effectively as you work with them in the field. You may also work year-round on trees and shrubs, even if there is NO SNOW.

Field Duties as a Crew Leader (Crew Member works under them)

Prepare equipment in the morning (2 full time mechanics to assist you)
Prepare materials for the day (Director of Operations sources and has available ahead of time)
Organize and motivate your crew to meet the objective of the Work Order (Work Order sent to you the day prior, is HIGHLY detailed, and your Crew Members will have gone through our Landscape Ground Operations program)
Professional and defensive driving (Safety meetings in PowerPoint to support you)
Work hard WITH your team (easy to do when the others here will work hard alongside you!)
Record data for billing (team of people in the office to assist you)
Tasks you will lead and execute: Spring Clean-Up, Edging, Mulching, Ornamental Tree and Shrub Pruning, Fall Clean-Up, Tree/Shrub/Perennial/Annual Planting, Planting bed Renovations, Grading, Drainage and Ground Saturation Solutions, Lawn Installation (Seed or Sod), Snow and Ice Management, Perhaps Assisting Tree Production Crews in Winter, and General Landscape Maintenance.

Landscape Sales Representatives Duties

Meet with clients and leads, educate, create and close proposals, create Work Order Packets, meet with crews, and answer crew/operations/billing questions.

Crew Leader Qualifications

Valid WI Driver's License
Insurable driving record
Ability to pass a hair follicle (not urine) drug test (goes back 90 days)
Communicative with team and clients (in person and via text)
Ability to accurately record data and use time data in the field to hit production goals
A professional past that includes success in the landscape industry is preferred, but not required
3.0 license is preferred, but not required (We can help you obtain)

To Consider

Is your current employer providing work year-round for you? Why not? We offer 8-10 hour days year round (ask us how!) and optional Saturdays if you want that OT
There is no dead end Private Equity or Venture Capital ownership here, just a local team keeping and spending money, locally, and on YOU
Looking for regular year-round hours, and work schedule predictability, but with some flexibility when life happens?
Is your current company leaning on their past success, full of excuses, or slowing down? The market is changing, so should you!
Landscape Sales Reps! When crews are trained and as organized as ours, it's much easier to sell!

Benefits

Holiday pay
Paid Time Off (PTO)
No interest loans (payroll advances)
Wellness Benefits (for health/vision/dental)
Continuing Education funds
Employer matching IRA (retirement)
Real training using written curriculum developed in-house
PPE, uniforms, and annual clothing stipend
Year-round work (snow or no snow!)
Snow removal pays $42/hour, any position
Detailed Work Orders, and a huge team of mechanics, Department Leaders, and additional logistics staff to support your success here!
Highly detailed Work Order Packets sent to you the night before, educated and experienced Sales Reps, and a huge team of mechanics, Department Leaders, and additional logistics staff to support your daily success here!

Compensation

Varies widely and is ALWAYS competitive, based on YOUR skillset and contributions, knowledge, certification level, and ATTITUDE of course!

Job Type: Full-time

Pay: $15.00 - $100.00 per hour

Expected hours: No less than 40 per week

Benefits:

Dental insurance
Employee assistance program
Health insurance
Opportunities for advancement
Paid time off
Parental leave
Professional development assistance
Retirement plan
Tuition reimbursement
Vision insurance

Application Question(s):

Will you pass a pre-employment hair follicle drug test that goes back 90 days? (skipping this question disqualifies you)
Please list the zip code you live in today, at the time of this application. (skipping this question disqualifies you)
Do you drive, daily, a vehicle titled in your name? (skipping this question disqualifies you)
How many years of landscape industry experience does your resume show? (skipping this question disqualifies you)

Work Location: In person

Quick Apply

Refine Your Search

landscape crew leader jobs in oconomowoc wi

Landscape Technician

Landscape Maintenance Technician

Crew Lead - Tree Climber

Hardscape Crew Leader

LANDSCAPING CREW LEADER

Landscape Foreperson

Landscape Maintenance Foreman

Landscape Crew Leader

Lawn Maintenance Technician

Landscape Technician (2026)

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