Sales DirectorLessen

Sales Director

Location: United States
Workplace: Hybrid
Job type: Full Time
Posted: Posted November 9, 2026

Manage and grow existing accounts while opening new business opportunities
Requires over 5 years of enterprise sales experience in facilities management or real estate
Exceeding sales quota and channel partner experience are required
Hybrid role based in Illinois or Arizona

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 Sales Director is an individual contributor role that is responsible for managing and growing existing account relationships and opening new business opportunities for Lessen in one or more of the company’s key market segments including retail, financial services, and healthcare. This individual will interface heavily with both clients and the business development team to grow Lessen’s enterprise customers.

What You'll Do:

Meet or exceed annual sales quota

Build integrated facilities solutions on the Lessen platform that meet customer goals and deliver industry-leading performance across complex real estate and national facilities footprints

Engage C-level executives and collaboratively build compelling business cases for Lessen’s services

Develop and maintain a sales pipeline consistent with territory growth goals

Develop thought-leadership in your target industry through engagement with trade organizations

Provide forecast predictability and accuracy

Support the development and effectiveness of inside sales resources

Partner with customer success and account operations to establish and grow new customer relationships

What You'll Need:

Bachelor’s degree preferred

> 5 years of enterprise sales experience in facilities management, real estate equipment and services, technology or services required

Proven track record of exceeding quota in a direct sales role

Experience selling through channel or referral partners

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.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

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