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District Lead

Lessen is the tech-enabled, end-to-end property service provider that is transforming how commercial and residential real estate services are delivered and managed at scale. Lessen’s technology platform provides data-driven insights that unlock key growth opportunities for the entire real estate ecosystem—including investors, owners, managers, and service providers. The company leverages a network of over 30,000 vetted, qualified vendors (Lessen Affiliates) serving clients with over 1 million properties and completing more than 3.5 million work orders annually across an expanding range of services. Lessen, LLC is a venture-backed, privately held company with offices in Scottsdale and Chicago. 


The District Lead (DL) provides oversight to operational teams managing all day-to-day facilities activities for specific trades within an assigned district. The District Lead must be able to work in a fast-paced environment, prioritize multiple tasks, consistently make effective decisions under stressful conditions. This position is responsible for the team’s overall performance and for meeting or exceeding assigned operational and financial goals. The role is responsible for maintaining a strategic view of business objectives and a “continuous improvement” mindset that seeks to optimize processes and procedure to enhance business performance. Additionally, this position is responsible for creating and developing relationships with internal and external partners.

 

Responsibilities:

 

- Strategic leadership:  Develop and execute long-term facilities management strategies aligned with company goals.

- Financial Oversight: Manage larger financial responsibilities to ensure fiscal responsibility and operational efficiency

- Cross-Departmental Collaboration: Work closely with senior leadership across various departments to optimize processes and improve efficiencies.

- Risk Management & Compliance:  Oversee adherence to regulatory, safety and compliance requirements, ensuring all facilities meet industry standards

- Technology & Innovation Integration: Identify and implement new technologies or automation tools to improve facility operations.

- Manages operational teams servicing specific trades of high strategic value to SMS assist in order to deliver results that consistently meet or exceed client expectations in terms of operational and financial performance

- Closely monitors the operational and financial performance of all assigned operational teams to identify the root causes of process, approach, and/or program deficiencies; recommends resolutions to increase the client’s operational and financial efficiency

- Develops systems and processes to identify potential issues prior to client escalation and works with operational teams to ensure they resolve high priority issues; escalates only the most sever issues to senior department leadership, and raises them alongside actionable recommendations for solutions

- Supervises Facility Managers and CSRs to ensure that they are enforcing the highest standards for quality, accuracy, and adherence to SMS Assist policy

- Holds Facility Managers and CSRs accountable for managing the spend within the assigned portfolio to the client’s financial benefit

- Uses KPIs and other quantitative indicators as well as judgement and qualitative observation to review and assess the performance of

- Facility Managers and CSRs; provides informal in-stride counseling and formal feedback at prescribed intervals

- Mentors Facility Managers to continuously develop their professional knowledge, operational proficiency, and leadership ability to improve performance and prepare them for increasing responsibility

- Assists in the development of and frequently uses analysis tools in our propriety database to identify service trends and implement best practice strategies for both internal and client business processes; uses insights from data to identify opportunities and drive continuous improvement

- Assists department leadership in the development and implementation of data tools to measure, track, and set standards for team performance; enforces adherence to these goals and standards

- Develop key vendor relationships; collaborate with key stakeholders in markets to devise solutions to client issues

- Work cross-functionally with other teams to manage vendors in region(s); make strategic decisions about capacity planning and fulfillment of services

- Assist team in managing the complete work order life cycle from creation to resolution

- Ensures confidentiality of internal and external data

- Performs ad-hoc projects and other duties as assigned

 

Qualifications:

 

- Computer Skills: Proficient in Microsoft Word, Excel, PowerPoint, Outlook required

- Familiarity with Tableau or other data visualization packages a plus

- Proficient in all people management processes, including recruitment, performance management and reward

- Proficient in building, growing, and developing a team; including department structure design and resourcing

- Proficient in coaching and developing individual team members to reach their potential

- Proficient in engaging a team through communication, processes, personal impact and influence

- Bachelor’s degree or equivalent facilities management experience

- 7 + years of facilities management experience

- Vendor relationship management skills

- 2-3 years of people management experience

- Experience with managing multiple vendors for day-to-day work order management and small to large capital projects

- Communication and organizational skills

- Experience in facilities management, maintenance management, or building engineering, maintenance trades, or related fields a plus


Why Lessen:

·        Competitive compensation

·        Health, Dental, Vision, Life, Disability options

·        401K retirement savings plan

·        Paid vacation, federal and floating holidays

·        Maternity/Paternity Pay

·        Career advancement opportunities

·        All the tools you'll need to be successful


Lessen is intentional about attracting, developing, and retaining amazing talent from diverse backgrounds. We’re looking for teammates that are enthusiastic, empathetic, curious, motivated, reliable, and will help us amplify the positive & inclusive culture we’ve been building.  Lessen is 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, age, protected veteran or disabled status, or genetic information. 

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CEO of Lessen
Lessen CEO photo
Jay McKee
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Average salary estimate

$110000 / YEARLY (est.)
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$90000K
$130000K

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At Lessen, we are on a mission to help service professionals “lessen” the burden of doing great work and property owners “lessen” the burden of servicing their properties. We are building a world-class technology platform that is fundamentally cha...

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Full-time, remote
DATE POSTED
March 21, 2026
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