Experienced Field Maintenance Technician (3+ Years Required)

The work order hits your queue at 7:45 a.m.: a water intrusion issue flagged at a single-family rental in North Port. By 8:30, you've assessed the source, documented it properly, and already know what parts you need. That's the pace and the standard Lessen operates at.

What Lessen Does and Where You Fit

Lessen sits at the intersection of technology and field operations, managing maintenance across a portfolio that spans more than one million properties and processes upward of 3.5 million work orders per year. The company operates a vetted vendor network and a tech platform built around data and work order management. What that means for a field tech in North Port is straightforward: you're not waiting on direction from a slow-moving maintenance queue. You own your work orders, you manage your materials budget, and you're accountable for the quality of every job you close out.

This isn't a role where quantity is the metric. Lessen specifically prioritizes quality of service, which means a thorough punch list approach matters more than rushing through volume. Clients notice when a make-ready is done right the first time, and that's what drives retention in fee management at this scale.

Role Requirements and Compensation

Lessen requires a minimum of three years of verifiable, hands-on experience in property maintenance or a closely related trade. The pay range starts between $23 and $27 per hour, determined by your actual skill level, relevant competencies, and work history.

• At least 3 years of hands-on maintenance experience in property management or a related trade
• Ability to manage work orders independently, including materials and budget oversight
• Solution-oriented approach to diagnosing and resolving maintenance issues across a dispersed portfolio
• Willingness to complete OSHA training provided by the company

The compensation package includes a sign-on bonus opportunity, a quarterly discretionary bonus of up to 5% of quarterly earnings, a company fleet vehicle with a fuel card, a $50 monthly tool and equipment allowance, and a $50 monthly cell phone allowance. There is no on-call requirement, and the schedule runs weekdays.

For technicians who want a path forward, Lessen has defined growth into Lead Technician and Field Maintenance Manager roles as the company expands nationally. If you're someone who already thinks in terms of scope, cost, and quality rather than just task completion, that trajectory is realistic here.

One thing worth knowing about the North Port market: Southwest Florida's rapid residential growth means dispersed single-family and scattered-site portfolios are common. Technicians who are comfortable working independently across multiple property types, rather than in a single centralized building, tend to perform best in this kind of setup.