Sales Director

Posted Yesterday
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Hiring Remotely in Scottsdale, AZ, USA
Remote or Hybrid
Senior level
Cloud • Real Estate • Software • PropTech
Help us revolutionize real estate services.
The Role
Individual contributor responsible for growing and managing enterprise accounts across retail, financial services, and healthcare. Build integrated facilities solutions, engage C-level executives, maintain pipeline and forecast accuracy, support inside sales, and partner with customer success to expand national customer relationships and meet annual quota.
Summary Generated by Built In
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. 

Skills Required

  • More than 5 years of enterprise sales experience in facilities management, real estate equipment and services, technology or services
  • Proven track record of exceeding quota in a direct sales role
  • Experience selling through channel or referral partners
  • Bachelor's degree
  • Master's degree in Business or relevant degree

What the Team is Saying

Jay Payne
Kirby Pumper
Maya Shea
Jay McKee
Jennifer Gordon
Trevon

Lessen LLC Compensation & Benefits Highlights

  • Leave & Time Off Breadth Flexible or 'unlimited' PTO and paid parental leave are highlighted, with volunteer time also appearing in the package. Feedback suggests time‑off options are a meaningful element, particularly for exempt roles.
  • Healthcare Strength Medical, dental, and vision coverage are paired with on‑demand counseling/EAP and wellness resources. Feedback suggests the core health offering is solid and broadly aligned with market norms.
  • Wellbeing & Lifestyle Benefits Perks include pre‑tax commuter options, pet insurance, and wellness programming, with some roles noting home‑office stipends. Feedback suggests these extras add breadth beyond the basics.

Lessen LLC Insights

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The Company
HQ: Scottsdale, Arizona
713 Employees
Year Founded: 1999

What We Do

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. To learn more, visit Lessen.com.

Why Work With Us

We make caring for and improving properties simpler, faster, better. Powered by tech and perfected by people, we deliver best-in-class, transformational solutions to deliver assets to market faster, keep businesses up and running, and improve customer and resident experiences. We're property services, simplified.

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Lessen LLC Teams

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Lessen Direct - A Mobile Technician Workforce
About our Teams

Lessen LLC Offices

Hybrid Workspace

Employees engage in a combination of remote and on-site work.

At Lessen, managers decide how teams work best—office, home, or hybrid. We value flexibility, connection, and outcomes, investing in tools that keep everyone aligned and focused on delivering great results together.

Typical time on-site: 3 days a week
HQScottsdale, AZ
Chicago, IL
Learn more

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