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General Contractor - Trade Specialist

Remote, USA Full-time Posted 2026-06-17

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.

Job Summary

The General Contractor - Trade Specialist must have extensive knowledge of residential properties. The General Contractor - Trade Specialist plays an integral role in customer and vendor support to a specific client base. This role is responsible for implementing and maintaining client and associate relationships, while serving as a general building subject matter expert for significant and complex issues and queries, proactively resolving their daily challenges and providing expertise and knowledge both internally and externally.

What You’ll Do

·

Serves as the technical and subject matter expert resource in the general construction field for the department and leadership

- Review vendor quotes on behalf of client to ensure scope and pricing of suggested work is appropriate

- Build and maintain professional relationships with clients and vendors to gain an understanding of their operational needs in a specific trade related area, assists in the development and implementation of solutions to meet those needs

· Develop and coordinate client and internal initiatives and special projects

· Serve as a key point of contact for internal and external clients; resolving issues with vendors as necessary

· Proactively resolve significant and complex vendor and client issues; drive all issues towards resolution.

· Provide support to other trade team members as required

· Foster a positive work environment and collaborate effectively with all stakeholders

· Ensure confidentiality of internal and external data

· Perform ad-hoc projects and other duties as assigned

· Maintain CPD and awareness of trade / industry developments

· Seek opportunities for continuous process improvement

You Should Have

· Computer Skills: Intermediate proficiencies in: Microsoft Word, Excel, PowerPoint, Outlook preferred

· SME in a specific relevant trade

· 4+ years of experience in the general contracting/general building field or internal promotion from within Lessen

· Experience working in a Facility Manager or General Contractor, ideally within residential properties

- Experience with renovations, whole roof replacements, and new build outs

- Experience with remediation issues, i.e., water, fire, mold, smoke damage, etc

- Extensive knowledge of permits, county codes, structural requirements

· Demonstrable experience of solving highly complex trade-related technical issues

· Previous experience in general contracting field is necessary

· Bachelor’s Degree preferred

general contractor, construction, general building, permits, codes, structural, renovations, residential and commercial properties

Additional Information

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.

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