IT Manager/Systems Administrator

A Legacy of Excellence Since 1974

Crowther Roofing and Cooling's story began in 1974 when Lee J. Crowther relocated from Chicago to Fort Myers, Florida. Seeking a market where he could practice his roofing trade year-round, Lee brought with him years of experience from his family's successful roofing business in Chicago.

Family-Operated, Five Generations Strong

Today, we are a fifth-generation family-operated business proudly led by Lee S. Crowther as CEO, supported by Kevin Callans, the President. Our company benefits significantly from the involvement of various Crowther family members across all divisions, from upper management and the sheet metal shop to customer service roles.

Crowther Roofing and Cooling operates out of four strategic locations in Florida: two in Fort Myers, Sarasota, and Jupiter. Our team comprises over 900 dedicated employees and a robust fleet of 475 service vehicles. As active members of the National Roofing Partners (NRP) and the National Roofing Contractors Association (NRCA), we are a nationally recognized leader in the roofing industry with annual sales nearing $191 million.

We continually strive to be the Employer of Choice for highly motivated team members who want to succeed in a high-growth environment. We encourage initiative, independence, diversity, and personal career growth.

The IT Manager will be a key member of a small, agile team operating in a fast-paced, high-energy environment, supporting Crowther Roofing and Cooling across Fort Myers, Sarasota, Jupiter, and Malabar locations. The ideal candidate will be a sharp, fast learner with proven experience in Systems, Security, and Networking. This role may also involve providing day-to-day desktop support during high-demand periods. Candidates must have hands-on experience managing both on-premises and cloud-based servers, as well as other core business technologies, with the ability to meet evolving business timelines and priorities. This position is primarily based in Fort Myers.

Responsibilities

Reports to the President of Crowther Roofing and Cooling

Coordinate initiatives with the Director of Information Technology at Roofing Corp of America.

Design, develop, implement, and coordinate systems, policies, and procedures for Crowther Roofing and Cooling and ensure they comply with RCA/First Service Policies.

Manage annual IT budget for Crowther Roofing and Cooling

Manage multiple projects, allocate resources effectively, and ensure projects are on time and within budget.

Manage and assist information technology staff by assigning day-to-day tasks and directing long-term projects to ensure they are completed on time and within budget across multiple sites. Conduct performance reviews.

Oversee and contribute to the maintenance, configuration, and reliable operation of computer hardware, operating systems, network servers, virtualization and supporting network and storage infrastructure.

Oversee vendor relationships and handle the procurement of computer hardware, software and accessories.

Plan, organize, control, and evaluate IT and electronic data operations. Ensure proper disaster recovery solutions are in place.

Collaborate closely with the end-user community to ensure IT services are meeting their needs.

Drive IT governance and compliance initiatives aligned with industry standards such as NIST & SOX.

Ability to conduct business and provide Customer Service in a professional manner and travel to various office locations as needed.

Respond to after-hours requests

Other duties as assigned

Qualifications

5 years+ of working experience as an IT Manager leading a team or relevant experience

Hands-on experience with on-premises computer networks, network administration, and network installation

Expertise in Office 365 administration, including Exchange Online, SharePoint, Teams, OneDrive, and Intune.

Experience with Microsoft Server Operating Systems and SQL Server

Expertise in data center management and data governance

Hands-on experience with Cloud Computing Platforms, Microsoft Azure preferred

Familiarity with SOX Compliance and other regulatory issues, particularly in the Construction sector a plus.

Excellent written and verbal communication

Problem-solving and critical-thinking skills

Ability to lead and teach others

Up-to-date knowledge of the latest IT developments

Ability to explain highly technical concepts in simple terms

Knowledge of best computer security practices

Good research and analysis skills

BA or BS in Computer Science, MIS, or similar field

Job Type: Full-time

Pay: $80,000.00 - $105,000.00 per year

Benefits:

Compensation Package:

•

Bonus opportunities

Schedule:

People with a criminal record are encouraged to apply

Experience:

Ability to Commute:

Work Location: In person