Manager Landscaping Jobs in Florida (NOW HIRING)

Triple J Holdings, a well-established, family-owned commercial landscape maintenance company, is seeking a President / General Manager to lead its operations in Fort Myers, Florida. With a legacy dating back to 1976, Triple J Holdings is recognized for its commitment to quality, reliability, and long-term partnerships with clients across Southwest Florida. This is a unique opportunity to join a company poised for significant growth and ownership transition, where your leadership will directly impact the organization’s future. The President / General Manager will work closely with ownership to drive operational excellence, financial performance, and a people-focused culture, ensuring the company’s continued success and scalability.

• Partner with ownership to execute the company vision and strategic priorities across three branches.
• Lead financial planning, budgeting, forecasting, and performance management to drive profitability and growth.
• Implement and optimize scalable systems and standardized processes to ensure operational excellence.
• Facilitate weekly EOS Level 10 meetings and maintain organizational accountability.
• Develop, coach, and mentor department leaders and managers, fostering leadership growth and succession planning.
• Promote a high-performance, value-driven culture rooted in accountability, trust, and continuous improvement.
• Support initiatives related to ownership transition and next-generation leadership development.
• Ensure strong communication, alignment, and trust between ownership and operational leadership.
• Align daily operations with long-term growth and scalability objectives.

• 10+ years of progressive leadership experience in roles such as General Manager, President, Director of Operations, or similar executive positions.
• Demonstrated success leading and scaling a business with full P&L responsibility.
• Strong financial acumen, including experience managing budgets, forecasts, and key performance indicators.
• Proven track record of driving revenue growth and improving profitability.
• Experience managing leaders and cross-functional teams, with a focus on creating accountability and consistency.
• Operational mindset with experience implementing systems and process improvements.
• Excellent communication, relationship-building, and conflict resolution skills.
• High integrity, humility, and emotional intelligence.
• Experience in a family-owned business environment is preferred.
• Experience in the landscape or related industry is a plus.
• Familiarity with EOS (Entrepreneurial Operating System) principles is helpful.

On Target Earnings (OTE): $150,000 – $200,000 per year, including a competitive base salary and performance-based bonuses tied to profitability and revenue growth.

• Health & Wellness: Medical, Dental, and Vision insurance options.
• Life Insurance: Company-provided life insurance coverage.
• Tools & Transport: Company car, gas card, and company uniforms provided.
• Financial Security: 401(k) retirement plan with company matching.
• Paid Time Off: Accrued vacation days, sick leave, and paid holidays.

Our Recruiting & Selection Process

We are deeply committed to finding the absolute right fit for our organization's culture and long-term needs. Because this is a critical executive leadership role, applicants should anticipate a thorough and rigorous vetting process:

• Timeline: The total selection process takes approximately 2 months from initial application to final offer.
• Interviews: Candidates will participate in several rounds of structured interviews with ownership and core leadership.
• Assessments: Shortlisted candidates will be required to complete personality and behavioral surveys to evaluate cultural and operational alignment.

Important Hiring Requirements

• Drug-Free Workplace: Estate Landscaping & Lawn Maintenance, LLC is a Drug-Free Workplace. Offers of employment are strictly contingent upon the successful verification of a background check and passing a pre-employment drug screen.
• Equal Opportunity Employer (EEO): We are an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status.

How to Apply

If you are a high-performing professional who wants to lead a premier multi-branch landscape organization into its next era, click the Apply button to submit your resume and cover letter.

Tammy Prehoda, Executive Recruiter
Safari Solutions
search19@safarisolutions.com