Demo

Landscape Technician

Crawford Tree & Landscape Services, Inc.
Milwaukee, WI Full Time
POSTED ON 9/13/2026
AVAILABLE BEFORE 1/11/2027

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

Salary : $15 - $100

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