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Machine Learning Engineer II

Lessen
United Statesfull_timeVerifiedPosted 30 May 2026

About the role

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 Machine Learning Engineer II role is part of the Technology Team, which is responsible for providing industry-leading machine learning-based tools or processes to the Company, which provide a competitive advantage and efficiency. You will work closely with cross-functional teams to build intelligent systems that solve real-world problems using machine learning, deep learning, and data science techniques. 
 
This is a hybrid position, Tuesday and Thursday in the office.

What You'll Do:

  • Design, deploy, fine-tune, and evaluate large language models (LLMs); develop effective prompting strategies to optimize performance for various business use cases. 

  • Improve data quality by cleaning the company’s data and sourcing information from new data sources. 

  • Use machine learning/ deep learning to enhance and automate processes in Lessen proprietary tools. 

  • Translate business problems into scalable AI/ML solutions, particularly using LLMs, in areas 

  • such as copilot systems, intelligent voice assistants, and work order processing optimization. 

  • Collaborate cross-functionally with teams to develop, refine, and scale data-driven procedures and workflows. 

  • Foster a positive team environment. 

  • Ensure confidentiality and integrity of internal and external data. 

  • Perform ad-hoc projects and other duties as assigned. 

You Should Have:

 
Minimum Qualifications 
 

  • PhD or Master’s degree in Math, Physics, Statistics, Computer Science, or other related fields 

  • 1-3 years of experience as a data scientist, working closely within a business 

  • Strong mathematical and statistical skills 

  • Programming Languages: SQL, Python 

  • Understanding of ETL tools and database architecture 

  • Familiarity with pytorch, pandas and cloud platform like AWS, Azure and GCP 

  • Prompt engineering experience 

  • Experience using a machine learning framework e.g. scikit-learn, pytorch or similar 

  • Experience with a statistical software (e.g. R, SAS) 

  • Experience with natural language processing

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Company

Lessen

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