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Lessen

Property services marketplace and SaaS platform

Video & Motion Designer

Full-Time
$85k - $105k/yr
Mid
Chicago, IL, USA
Hybrid
Art, Graphics & AnimationMotion Graphics

About the job

Requirements
  • At least 4 years of professional experience in video editing, motion design, video production, multimedia design, or a related creative discipline.
  • A strong portfolio or reel demonstrating sophisticated motion graphics, editing, visual storytelling, and digital video work.
  • Required experience in business-to-business technology, software as a service, or enterprise technology.
  • Strong motion-design capabilities and a solid understanding of animation principles, pacing, transitions, typography, hierarchy, and composition.
  • Advanced proficiency in Adobe After Effects and Adobe Premiere Pro.
  • Strong working knowledge of Photoshop and Illustrator.
  • Proficiency with Figma, including independently navigating product design files, pulling assets, modifying user-interface elements, preparing screens for animation, and recreating or adapting interface elements when needed.
  • Demonstrated experience creating software or product animations, product demos, or user-interface-driven videos.
  • Required hands-on experience using generative artificial intelligence for video production, including prompting, iterating, troubleshooting outputs, and incorporating artificial-intelligence-generated assets into professional creative work.
  • Experience with current generative video and creative artificial-intelligence platforms such as Runway, Kling, Veo, Sora, Adobe Firefly, Midjourney, or comparable tools.
  • Strong visual storytelling instincts and the ability to determine what should be shown, animated, simplified, or removed to make a story effective.
  • Ability to work from a loose brief and develop a creative approach rather than simply executing a predetermined edit.
  • Strong script, storyboard, and concept-development skills.
  • Ability to understand complex technology and translate it into accessible, modern, and human content.
  • Excellent attention to detail, particularly regarding user-interface accuracy, timing, typography, brand consistency, and production quality.
  • Strong project-management and communication skills, with the ability to work independently in a fast-moving marketing organization.
  • Ability to receive feedback, iterate quickly, and collaborate with creative and non-creative stakeholders.
Responsibilities
  • Concept, design, edit, and produce video content across the Lessen brand, including brand and corporate storytelling, integrated marketing campaigns, product launches and promotional videos, product demos and feature walkthroughs, social and paid media content, customer testimonials and case studies, event and sales content, commercial and digital advertising, and internal and executive communications.
  • Create sophisticated motion graphics, kinetic typography, animated data visualizations, transitions, and branded visual systems that make complex ideas simple and engaging.
  • Turn product experiences into compelling video by working directly with Figma files and product user interfaces, adapting screens and assets for storytelling rather than relying solely on screen recordings.
  • Animate product interfaces, workflows, dashboards, mobile experiences, and feature interactions so they are polished, intentional, and easy to understand.
  • Partner with Brand, Product Marketing, Demand Generation, Social, Product Design, and other teams to translate business goals into strong creative concepts.
  • Help develop scripts, storyboards, treatments, visual concepts, and narrative structures rather than operating solely as an execution resource.
  • Translate complex software-as-a-service, artificial-intelligence, and property-operations concepts into concise, visually compelling stories for audiences who may not be deeply technical.
  • Use generative artificial-intelligence video tools in the production workflow, including creating and refining prompts, generating scenes and visual assets, iterating toward usable outputs, and combining artificial-intelligence-generated content with traditional editing and motion design.
  • Determine when artificial-intelligence-generated footage, stock footage, live action, product user interfaces, animation, or a hybrid approach will produce the strongest result.
  • Edit interviews, customer stories, event footage, and other live-action content into polished narratives.
  • Create multiple cuts and adaptations of content for LinkedIn, paid social, websites, sales presentations, events, and other channels.
  • Source and work with music, stock footage, photography, voiceover, sound effects, and other production assets as needed.
  • Maintain strong visual and motion consistency with Lessen’s evolving brand system.
  • Develop reusable motion templates, animation systems, transitions, and production workflows that enable the marketing team to create video more efficiently and consistently.
  • Manage multiple projects simultaneously and communicate clearly about timelines, priorities, dependencies, and production needs.
  • Stay current on emerging video, motion, artificial-intelligence, design, and business-to-business technology trends and proactively bring new creative approaches to the team.
Desired Qualifications
  • Experience filming and directing interviews, testimonials, events, or lightweight live-action productions.
  • Experience with cameras, lighting, audio, and basic on-location production.
  • Experience working with product marketing teams on software launches and feature storytelling.
  • Familiarity with 3D, compositing, or tools such as Cinema 4D or Blender.
  • Experience creating reusable motion-design systems or branded video toolkits.
  • Familiarity with property technology, field service management, facilities management, real estate technology, or related industries.

About the company

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

  • May 2026 HappyCo integration shortens maintenance handoffs and increases stickiness with multifamily operators.
  • August 2026 Paul Davis partnership expands rapid-response coverage across residential and commercial portfolios.
  • Lessen processed over four million work orders annually, proving meaningful operating scale.

What critics are saying

  • Headcount fell to 964 in March 2026, signaling contraction after 2023's 1,262 peak.
  • Subleasing 203 North LaSalle space in May 2026 signals expensive office overcapacity.
  • National proptech incumbents like Yardi can squeeze Lessen into lower-margin execution layers.

What makes Lessen unique

  • Lessen spans software, marketplace, and labor execution across 30,000-plus vetted vendors.
  • Yardi Voyager and HappyCo integrations embed Lessen directly inside property managers' workflows.
  • Paul Davis partnership adds 360-plus restoration locations for emergency response 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%
Yahoo Finance
Oct 14th, 2026
Lessen launches Lessen Pro, an AI-powered field service platform backed by 30,000 trade professionals

Lessen, a property services platform based in Scottsdale, Arizona, has launched Lessen Pro, a field execution platform for field service companies. It is available nationwide on desktop and mobile. The platform combines job scheduling and dispatch, work order management, payment collection and team and customer communication. It uses AI automation and connects to QuickBooks for invoicing. Unlike lead-generation platforms, Lessen Pro gives vendors direct access to Lessen's network of more than 30,000 vetted trade professionals across over 100 metropolitan markets. Lessen says the network handles more than three million work orders a year. The tool draws on data from more than 40 million completed jobs. It serves trades including HVAC, plumbing, electrical, cleaning, and landscaping.

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.”