July 14, 2026
US & Canada Only
$60K - $110K USD *

Sales Director

About the job:

Full-time

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 

    • Master’s degree in Business or relevant degree preferred 

    • 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. 

Region
US & Canada Only
Compensation
$60K - $110K USD/Year *
Category
Sales
Applicants
34

Company Benefits

* Compensation was calculated as an average of similar positions and is not guaranteed.
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