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Lessen's Overview

Total employees1096
HeadquartersScottsdale
Founded

Lessen is revolutionizing the real estate and property services industry by offering a technology-first platform that connects property owners, investors, and managers with a vast network of vetted service professionals. Their comprehensive solution streamlines the entire lifecycle of property services, from routine maintenance and repairs to complex renovations and turns. By leveraging data, automation, and a marketplace model, Lessen aims to provide transparency, efficiency, and cost-effectiveness, making property management and services more accessible and manageable. The company serves various sectors including single-family rentals (SFR), multi-family, and commercial properties, significantly improving the experience for both service providers and clients. Following its acquisition of SMS Assist, Lessen has expanded its capabilities to become a market leader in providing solutions for the institutional owner and property manager.

Where is Lessen's Headquarters?

Lessen officeLessen officeLessen officeLessen office
*Images sourced via web search. Rights belong to original owners

HQ Function

Serves as the central hub for Lessen's executive leadership, core operations, product development, engineering, sales, and marketing teams, driving the company's strategic direction and technological innovation in the proptech space.

Notable Features:

Modern office facilities designed for a technology company, emphasizing collaborative workspaces and equipped with current technology. Specific architectural details are not publicly highlighted.

Work Culture:

A dynamic, fast-paced, and innovative work culture focused on leveraging technology to solve challenges in the property services sector. Emphasis on collaboration, customer outcomes, and continuous improvement in a growth-oriented environment.

HQ Significance:

Strategically located in Scottsdale, a growing tech and business hub, allowing access to talent. The HQ is central to Lessen's expansion and its mission to modernize property services across North America.

Values Reflected in HQ: The HQ environment likely reflects Lessen's core values of innovation, efficiency, customer focus, and collaboration, through its design and operational setup.

Location:

Lessen is primarily focused on the North American market, with extensive operations across the United States and Canada. Their technology platform enables the management and coordination of services for properties nationwide, supported by a distributed workforce and a large network of service providers. While direct international office presence beyond North America is not currently highlighted, their solutions cater to a broad geographic footprint within their operational countries.

Street Address:

15210 N Scottsdale Rd, Suite 200

City:

Scottsdale

State/Province:

AZ

Country:

USA

Lessen's Global Presence

Chicago, IL/USA

Address: 180 N Stetson Ave, Suite 2400, Chicago, IL 60601 (formerly SMS Assist HQ)

Supports Midwestern operations and national client accounts, contributing significantly to Lessen's service delivery capabilities, technology platform development, and overall market presence.

Seattle, WA/USA

Address: Specific address not publicly listed.

Supports West Coast presence and innovation initiatives, possibly serving as a hub for specific development teams or remote executive functions.

Buying Intent Signals for Lessen

Highperformr Signals uncover buying intent and give you clear insights to target the right accounts at the right time — helping your sales, marketing, and GTM teams close more deals, faster.

Notable news
Hiring actively
Corporate Finance
Corporate Finance
Corporate Finance
Corporate Finance
Corporate Finance
*Example signal, not calculated in real time

Executive Team of Lessen

As of April 2025, Lessen' leadership includes:

Jay McKee - Founder & CEO
Chris Bee - Chief Financial Officer
Justin Iannacone - Chief Technology Officer
Caleb Avery - Chief Operating Officer
Marc A. H. Puntereri - Chief Strategy Officer
Jessica Pfeifer - Chief Customer Officer

Investors of Lessen

Lessen has been backed by several prominent investors over the years, including:

Monroe Capital
Fifth Wall
Khosla Ventures
General Catalyst
Navitas Capital
Moderne Ventures
Legacy Knight
Liberty Mutual Strategic Ventures

Executive New Hires/Exits in the Last 12 Months

Hire1
Exits0

Lessen has focused on integrating leadership following its acquisition of SMS Assist and strengthening its executive team for continued growth. A key appointment in the past year includes a new Chief Financial Officer. No major high-level executive departures have been publicly announced recently.

New Appointments:

Chris Bee, Chris Bee was appointed as Chief Financial Officer to lead Lessen's financial strategy and operations, bringing extensive experience from high-growth technology companies.

Technology (Tech Stack) used by Lessen

Discover the tools Lessen uses. Highperformr reveals the technologies powering your target accounts — helping your sales, marketing, and GTM teams prioritize smarter and close faster.

Lessen Email Formats and Examples

Lessen primarily utilizes the first.last@lessen.com email format for its employees. This is the most common structure, though other formats may exist in isolated cases.

first.last@lessen.com

Format

jane.doe@lessen.com

Example

85%

Success rate

News and media

PR NewswireFebruary 14, 2024

Lessen and Obligo Partner to Streamline Security Deposit Management and Move-Outs for Rental Properties

Lessen announced a partnership with Obligo, a financial technology company, to integrate Obligo's deposit-free leasing solution into Lessen's platform. This collaboration aims to simplify the rental process for property managers and residents by offering an alternative to traditional security deposits and streamlining move-out procedures....more

Business WireMay 9, 2023

Lessen Names Chris Bee Chief Financial Officer

Lessen appointed Chris Bee as its new Chief Financial Officer. Bee brings extensive experience in finance and operations for high-growth technology companies and will oversee Lessen's financial strategy, planning, and execution as the company continues to scale its operations post-acquisition of SMS Assist....more

PR NewswireFebruary 21, 2023

Lessen Completes Acquisition of SMS Assist, Creating a Market Leader in Property Services

Lessen announced the completion of its acquisition of SMS Assist, significantly expanding its capabilities and market reach. The merger combines Lessen's strengths in project-based work with SMS Assist's expertise in managing services for a large portfolio of commercial and residential properties, creating a comprehensive solution for the entire property service lifecycle....more

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