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Internship - Lessen

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Job Title
Internship
Job Location
Chicago, IL
Job Description

Lessen is now taking applications for our Summer Internship Program!

About Lessen

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.


Program Overview

The Lessen 2026 Summer Internship Program is a 6-week, paid experience designed for high-potential students seeking real-world exposure to business innovation. Interns will work in small, collaborative teams, receive mentorship from senior leaders, and develop solutions tied directly to Lessen’s strategic priorities.

This is not a traditional internship—participants will act as builders and problem-solvers, working to develop and commercialize new, revenue-generating initiatives leveraging Lessen’s platform, vendor network, and AI capabilities.


Why Join Lessen?

  • Accelerate Innovation: Work on real business opportunities that internal teams don’t have capacity to pursue
  • Hands-On AI Exposure: Apply AI concepts to real-world use cases
  • Executive Access: Engage directly with senior leadership and mentors
  • Collaborative Culture: Be part of a high-energy, team-driven experience

Program Details

  • Duration: 6 weeks (June – July 2026)
  • Schedule: ~30 hours per week

Location:

  • Scottsdale, AZ or Chicago, IL
  • Travel & lodging provided as needed

Who Should Apply?

We are seeking junior/senior undergraduates or recent graduates with interest in:

  • Product / Technology / Engineering
  • Finance / Accounting
  • Marketing / Business
  • Legal

Ideal candidates are:

  • Curious, analytical, and entrepreneurial
  • Strong problem-solvers with a bias for action
  • Comfortable working in a fast-paced, collaborative environment

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Lessen Headquarters Location

Scottsdale, AZ

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Lessen Founded Year

2019

Lessen Total Amount Raised

$735,000,000

Lessen Funding Rounds

View funding details
  • Series Unknown

    $500,000,000 USD

  • Series B

    $30,000,000 USD

  • Series B

    $170,000,000 USD

  • Series A

    $35,000,000 USD