Full-Time

Account Director

Lessen

Lessen

1,001-5,000 employees

Property services marketplace and SaaS platform

No salary listed

Arizona, USA + 1 more

More locations: Illinois, USA

Remote

Remote role; travel up to 25%.

Bachelor's

Category
Business & Strategy (1)
Required Skills
Financial analysis
Data Analysis

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Requirements
  • A minimum of 3-5 years in roles related to account management, sales, or customer success.
  • Additional considerations made for experience focusing on property management.
  • Strong business acumen with an in-depth understanding of customer needs and pain points related to maintenance operations and project execution.
  • Exceptional communication, negotiation, and presentation skills, vital for client interactions and stakeholder management that lead to deep relationships.
  • Proficiency in using CRM software and business tools such as data analytics software, spreadsheets for financial tracking, project management platforms, and communication software, crucial for efficient account management.
  • Financial analysis capabilities to make informed decisions based on financial data and profit margins.
  • Conflict resolution expertise to address and resolve potential disputes effectively.
  • Time management skills ensuring efficient handling of multiple accounts and projects.
  • Stakeholder management skills to liaise effectively with a variety of customer functional departments.
  • A proactive mindset to identify challenges and capitalize on opportunities, being self-motivated and driven to achieve business goals.
  • Demonstrated capacity to work autonomously, effectively prioritize tasks, and drive revenue growth through robust account management and sales strategies.
  • Capable of swift problem-solving, escalating issues when necessary, and ensuring client satisfaction is always at the forefront.
  • Engage cohesively with diverse teams to guarantee streamlined project execution.
Responsibilities
  • Collaborate with internal teams spanning Sales, Field Operations, Centralized Services, Product Management, and Implementation to ensure that projects align with client needs and expectations.
  • Gain a deep understanding of client portfolios, partnering with clients to tailor growth strategies.
  • Serve as the go-to contact for client communications, fostering robust relationships and exploring collaboration avenues.
  • Monitor market developments, client feedback, and industry shifts to frame growth strategies that resonate with client and organizational goals.
  • Lead client retention efforts by ensuring service excellence, anticipating client requirements, and delivering timely solutions.
  • Document client interactions, sales endeavors, and growth metrics to inform strategic direction.
  • Achieve or exceed targets related to account growth and upsell according to plan.
  • Work collaboratively with clients to ensure projects stay within allocated budgets, making necessary adjustments for unforeseen costs.
  • Actively solicit feedback from clients on satisfaction, areas of improvement, and any other service needs.
  • Proactively monitor and report client KPI and success metrics

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

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Simplify Jobs

Simplify's Take

What believers are saying

  • Lessen launched Aiden on May 20, 2026, strengthening AI automation for maintenance operations.
  • Fast Company named Lessen among 2026's Most Innovative Companies, aiding enterprise sales credibility.
  • Chris Lyman's 2026 appointment targets commercial expansion, while benchmark data deepens operator retention.

What critics are saying

  • Lessen listed Chicago subleases in May 2026, signaling cost pressure after expansion.
  • Heavy dependence on HappyCo and Yardi lets incumbents disintermediate Lessen's workflow layer by 2027.
  • SMS Assist integration debt and financing from the $950 million deal leave execution vulnerable.

What makes Lessen unique

  • Lessen's Aiden platform unifies intake, triage, verification, and invoicing across maintenance workflows.
  • HappyCo and Yardi integrations embed Lessen inside operators' existing systems, reducing switching friction.
  • Lessen's network spans 30,000 providers and 3 million annual work orders, creating scale.

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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%
Business Wire
May 20th, 2026
Lessen integrates with HappyCo to streamline multifamily property maintenance and service execution

Lessen, a property services platform, has integrated with HappyCo's maintenance operations platform to streamline multifamily property operations. The partnership connects HappyCo's inspections workflows with Lessen's network of over 30,000 service providers, enabling property teams to initiate and track maintenance work within a single system. The integration allows property teams using HappyCo to trigger service requests through Lessen immediately when issues are identified, reducing manual handoffs and accelerating response times. Real-time data from Lessen's platform syncs back into HappyCo, providing end-to-end visibility from issue identification to work completion. Lessen completes over three million work orders annually, whilst HappyCo's platform manages nearly six million units across North America. The integration is now available through the HappyCo Plugin Marketplace.

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.