Vendor Sourcing Specialist

Lessen

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Chicago, IL hybrid Until 10/5/2026 3+ years exp H-1B sponsor history First posted August 6, 2026 Last posted August 6, 2026
Job description
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 Vendor Sourcing Specialist supports the Exteriors department by sourcing, qualifying and contracting vendors, building collaborative relationships, managing work orders, monitoring and developing their performance, and acting as the prime point of contact for vendors over commercial, contractual and practical arrangements. The position is expected to use independent judgment and discretion to locate vendors and negotiate terms with those vendors in a way best benefiting the Company. 

What You'll Do:

  • Interview, identify and qualify new vendors in assigned market and service lines; establish and grow relationships with vendors through direct communication to achieve seamless, high-quality service and advantageous pricing.
  • Negotiate pricing and service terms with vendors for contracted services while maintaining margin requirements.
  • Communicate with vendors on insurance and other compliance requirements; ensure vendor meets the minimum requirements to work for Lessen.
  • Ensure proper and timely onboarding of new client accounts; initiate the recurrence of existing seasonal accounts.
  • Analyze opportunities and risks with vendors and vendor onboarding team; recommends resolution to leadership.
  • Analyze location alignment and capacity opportunities; recommends improvements to leadership
  • Understand varying scopes of work of our clients and convey those requirements to vendors.
  • Establish and grow relationships with vendors.
  • Take ownership of complex issues escalated by the client independently and with a sense of urgency; maintains responsibility for ultimate resolution and escalates the most consequential issues to department leadership with actionable recommendations for solutions.
  • Work with operations team to identify and terminate underperforming vendors.
  • Contribute to special projects as requested by Operation's management. 
  • Must be available to adjust work schedule during high peak periods when necessary.
    •  

You Should Have:

  • Excellent Microsoft product skills - high-level experience with Excel and Word required.
  • Experience/ability to setup/lead meetings or plan remote business events required.
  • Bachelor’s degree or related experience.
  • Experience in Facilities, Supply chain, or Procurement preferred 
  • 3-5 years customer service or related experience preferred
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. 

Compensation (from employer):
45000–51000 USD per year

About this role

Summary

Source, qualify, negotiate with vendors; manage relationships and performance; support operational goals.

Job title

Vendor Sourcing Specialist

Experience level

3-5 years

Minimum experience

3+ years exp

Industry

real estate

Location requirements

Chicago, IL; on-site with possible remote flexibility

Salary

$45k–$51k

Visa sponsorship

H-1B sponsor history

Management role

No

Skills & keywords

Required skills

excelwordvendor managementnegotiationcompliance

Preferred skills

facilitiessupply chainprocurement

Specializations

vendor sourcingnegotiationvendor managementcontracting
Locations

Structured locations inferred from the posting.

Chicago, IL, USA

Hybrid City