Full-Time

Account Representative

Posted on 9/23/2025

Lessen

Lessen

1,001-5,000 employees

Property services marketplace and SaaS platform

Compensation Overview

$45k/yr

Chicago, IL, USA

Hybrid

Hybrid position requiring some in-office presence.

Category
Sales & Account Management
Required Skills
Word/Pages/Docs
Excel/Numbers/Sheets
Requirements
  • Proficiency in Microsoft Word, Excel, PowerPoint, Outlook required
  • 0-3 years of experience preferred
  • Experience in facilities management, maintenance management, or building engineering, maintenance trades, or related fields a plus
Responsibilities
  • Serve as primary client account manager for assigned client portfolio, interacting regularly with client management telephonically, electronically, and in person to ensure the highest level of client satisfaction
  • Evaluate all client requests for urgency, efficacy, and necessity to ensure that the client’s maintenance budget is allocated efficiently so as to satisfy service requirements while controlling discretionary scope expansion and preventing unnecessary spending
  • Manage all service requests by understanding the issue in context, assigning the appropriate resources for project completion, maintaining appropriate timelines, and communicating regularly with client and department leadership
  • Control the release of work requests to vendors to achieve monthly, quarterly, and annual financial objectives for the client and Lessen
  • Anticipate, take ownership of, and proactively manage client escalations in order to achieve resolution as quickly as possible, while escalating the most complex and consequential issues to department leadership with actionable recommendations for solutions
  • Developing and manage relationship with various client stakeholders including service location staff and their management, corporate functions, and the management offices for facilities-related programs and projects
  • Coordinate with and appropriately direct workflows among the client’s internal commodities and external service providers to ensure work is completed and accounted for per the client’s specifications
  • Prepare and deliver routine and ad hoc communications and qualitative reports to the client that are impactful and of high professional standards
  • Proactively research, develop, and implement solutions to client requests that fall outside of standard procedure and historical precedent and are ambiguous in context, scope, and resolution process
  • Coordination with external third-party stakeholders including municipal governments, landlords, property associations, and other third-party vendors to resolve all facilities-related issues
  • Ensure full utilization of warranty provisions (both equipment and service) and evaluate lease terms to ensure that client funds are not spent on repairs for which another party is liable
  • Coordinate with and provide direction to after-hours and weekend coverage teams to maintain 24/7 coverage of all client support activities
  • Fosters a positive team environment and may provide coaching or mentoring to team members
  • Ensures confidentiality and accuracy of internal and external data
  • Performs ad-hoc projects and other duties as assigned
  • Travel required up to 25%
Desired Qualifications
  • 0-3 years of experience preferred
  • Experience in facilities management, maintenance management, or building engineering, maintenance trades, or related fields a plus

Lessen provides a technology-powered end-to-end platform that connects property owners with a network of verified professionals for maintenance, repairs, and renovations. Its marketplace plus SaaS tools manage bidding, scheduling, payment, and quality control across portfolios. Unlike general property marketplaces, Lessen targets institutional investors, property managers, and real estate owners, offering integrated procurement and portfolio management. Its goal is to simplify and scale property maintenance and renovations, delivering transparent, auditable workflows while generating revenue from transaction fees and software subscriptions.

Company Size

1,001-5,000

Company Stage

Late Stage VC

Total Funding

$1.2B

Headquarters

Scottsdale, Arizona

Founded

2019

Simplify Jobs

Simplify's Take

What believers are saying

  • Aiden AI platform reshapes facilities management for residential and commercial real estate.
  • $170M Series B funding values Lessen over $1B, fueling expansion.
  • Acquisition of Blue Skyre IBE expands global facilities management capabilities.

What critics are saying

  • ServiceChannel's AI platform erodes Lessen's market share in 12-24 months.
  • Jobber captures multifamily clients, cutting Lessen's transaction fees by 20-30% in 6-12 months.
  • Yardi's proprietary module commoditizes Lessen's SaaS fees in 3-6 months.

What makes Lessen unique

  • Lessen integrates Lessen360 with Yardi Voyager for real-time work order synchronization.
  • Lessen Advantage Marketplace provides vendors 18% savings on products via One Source.
  • Lessen serves over 1 million properties with 30,000 vetted vendors nationwide.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

401(k) Retirement Plan

Paid Vacation

Parental Leave

Career Advancement Opportunities

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
France Media
Mar 5th, 2025
Lessen Opens New 76,932 SF Office in Downtown Chicago

Lessen opens new 76,932 SF office in downtown Chicago.

Business Wire
Jan 6th, 2025
Lessen Announces Integration with Yardi, Offering Seamless Access to On-Demand Services and Maintenance Solutions

Lessen360(TM), a cloud-based platform purpose-built for centralized maintenance operations, is now fully integrated with Yardi Voyager, enabling real-time synchronization of work orders and make-readies between the platforms.

Business Wire
Apr 2nd, 2024
Lessen Launches Innovative Purchasing Marketplace For Vendors

SCOTTSDALE, Ariz.--(BUSINESS WIRE)--Lessen, the premier tech-enabled, end-to-end solution for outsourced real estate property services, today announced the launch of the “Lessen Advantage Marketplace.” This centralized, dynamic hub allows vendors who are part of the Lessen Advantage™ community to enjoy access to a diverse range of products and services geared toward maximizing efficiency and fostering growth. The Marketplace includes access to preferred rates on insurance and bank financing, as well as access to thousands of products and materials through One Source, an integrated e-commerce purchasing hub. On average, users will benefit from savings of over 18% compared to prevailing retail prices. "We want to help our vendor community to save time and money on all of their projects,” said Lessen founder and CEO Jay McKee. "Our marketplace is another step forward in our goal to transform how property services are managed.”

Business Wire
Nov 30th, 2023
Real Estate Marketplace Platform Lessen Closes $170 Million Series B Funding Round

Lessen announces that it has closed a $170 million Series B funding round along with a company valuation of more than $1 billion.

The Business Journals
Sep 27th, 2023
First look: Scottsdale-based proptech firm expands into new amenity-filled headquarters

Scottsdale-based Lessen Inc. will stay within the city but has moved offices from 4021 N. 75th Street into the Portales Corporate Center I at 4800 N. Scottsdale Road.

INACTIVE