Overview

Mowing Crew Leader, Landscaper Jobs in Saint Augustine, FL at Rebel Landscaping

This role is for Crew Lead – Maintenance Division

Start: ASAP, 2026

Location: St. Augustine (SR-16)

Rebel Landscaping is growing fast—and we’re ready to bring in a proven leader to help take us to the next level.

We’re looking for an experienced Crew Leader to run and oversee mowing operations as needed. This role is ideal for someone who knows how to lead crews, make smart decisions, and take ownership of quality from start to finish. It is essential to have Florida plant knowledge and Irrigation repair experience. You must be able to hold yourself accountable, keep time/pace and manage the routes.

What You’ll Be Leading

Your work focuses primarily on mowing/maintenance including:

  • Irrigation repairs & troubleshooting
  • Mowing and maintenance
  • 1-2days a week assisting with project crews to complete projects, trimming and one off landscape jobs.

About Rebel Landscaping;

  • We tripled in size this past season and are growing with strong margins
  • You’ll be stepping into a company with a great team and positive culture
  • The owner is intentionally stepping back from day-to-day operations to focus on sales and strategic growth—your leadership matters here
  • Real opportunity to grow into a long-term leadership role
  • We service primarily upscale neighborhoods and select areas
  • We offer full landscaping packages to customers with high end maintenance plans after installation

We are a company on a mission. We strive to “Rebel” against low quality, poor communication, and below average craftsmanship. We do everything to the best of our abilities and do not take any shortcuts in completing our work. We believe the work we do matters in many ways and we can make an impact though what we do. We give back to our community and serve other organizations through the year.

We don’t just offer “jobs“ but want this to be a career for the long haul. With many opportunities to grow for the right individuals that “fit the mold” so to speak.

Who We’re Looking For

  • Proven experience leading landscape crews with 2+ years experience.
  • Minimum 4+ years landscaping experience
  • Strong decision-maker who takes initiative – someone who does not need to be constantly overseen or held accountable
  • Organized, accountable, clear thinker, and calm under pressure
  • Positive attitude and team-first mindset
  • Wants to grow with a company, not just clock hours
  • Someone who understands communication, customer service and managing a team in a healthy way

Requirements

  • Clean background check – no criminal history.
  • Valid driver’s license with no major violations
  • Comfortable driving large trucks and 16 ft trailers daily
  • 2+ years crew leader experience
  • 4+ years landscaping experience
  • Experienced in operating mowers, trimmers, 2 stroke 4 stroke equipment, pole saws, hedge trimmers, etc..
  • (Equipment repair and maintenance experience is a huge plus)
  • Alcohol and drug free – no exceptions
  • Physically able to lift 50+ lbs and complete physical work in hot and less than ideal temperatures/conditions
  • Able to work M-F – 7:30am – 4 to 5pm
  • **Occasional Saturdays due to inclement weather (usually less than 4 per year)**
  • Hurricane and emergency services (seasonal as needed)

Interested?

If this sounds like the kind of role you’ve been working toward, I’d love to talk.

[email protected]

Please email your resume or pass this along to someone who would be a great fit.

— David Tirpak, Owner

Job Type: Full-time

Pay: $19.00 – $25.00 per hour

Benefits:

  • Paid time off

Application Question(s):

  • Has valid drivers license and is insurable

Experience:

  • landscaping: 4 years (Required)

Ability to Commute:

  • Saint Augustine, FL 32084 (Required)

Work Location: In person

Title: Mowing Crew Leader, Landscaper

Company: Rebel Landscaping

Location: Saint Augustine, FL

 

Upload your CV/resume or any other relevant file. Max. file size: 800 MB.