Landscape Maintenance Team Leader

Outdoor Living SoutheastGainsville, FL
Onsite

About The Position

At Outdoor Living Southeast, we're looking for leaders, not just landscapers. As a Landscape Maintenance Team Leader, you'll lead a crew of 2–3 team members while delivering exceptional service to our commercial clients. This role is ideal for someone who takes pride in producing quality work, enjoys mentoring others, and leads by example every day. If you're dependable, organized, customer-focused, and ready to grow your career with a company that values leadership and teamwork, we'd love to hear from you.

Requirements

  • Previous landscape maintenance experience required.
  • Experience operating commercial landscape equipment.
  • Strong organizational and time management skills.
  • Comfortable using smartphones or tablets for routing and company software.
  • Excellent communication and customer service skills.
  • Ability to train and coach others.
  • Reliable transportation and a valid driver's license with a clean driving record.
  • Ability to lift 50+ pounds and perform physical outdoor work throughout the day.
  • Willingness to work in varying weather conditions.

Nice To Haves

  • Previous crew leadership or supervisory experience preferred.

Responsibilities

  • Lead, train, and motivate a crew of 2–3 team members.
  • Complete a weekly commercial maintenance route safely and efficiently.
  • Ensure every property meets Outdoor Living Southeast's quality standards.
  • Operate commercial mowing and landscape equipment safely.
  • Mow, edge, trim, blow, prune, weed, and maintain landscape beds.
  • Perform basic shrub and ornamental pruning.
  • Complete work orders, route updates, and time tracking using company software.
  • Conduct daily equipment and vehicle inspections.
  • Maintain clean, organized trucks, trailers, and equipment.
  • Communicate professionally with customers and respond to questions on-site.
  • Identify property concerns and communicate recommendations to management.
  • Promote a safe work environment and ensure company safety procedures are followed.
  • Lead by example through professionalism, accountability, and a positive attitude.

Benefits

  • 401(k) matching
  • Company parties
  • Dental insurance
  • Free uniforms
  • Opportunity for advancement
  • Paid time off
  • Dental & Vision Insurance
  • Life Insurance
  • SIMPLE IRA with Company Match
  • Paid Vacation
  • Paid Sick Time
  • Paid Birthday Off
  • Paid Holidays
  • Overtime Opportunities
  • Free Company Uniforms
  • Boot Voucher Program
  • Employee Referral Bonuses
  • Christmas Savings Fund
  • Dave Ramsey SmartDollar Financial Wellness Program
  • Paid Industry Certifications
  • Leadership Development & On-the-Job Training
  • Opportunities for Advancement
  • A supportive team environment that values hard work, integrity, and professional growth
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