Director, Brand and Digital Experience

Lessen•Scottsdale, AZ

About The Position

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. Lessenâs technology platform provides data-driven insights that unlock key growth opportunities for the entire real estate ecosystemâincluding 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. Summary The Director of Brand and Digital Experience is responsible for defining, building and scaling Lessenâs brand and digital presence across every touchpoint. This role will own the Companyâs brand strategy, visual identity, and the website content and operations to enhance brand presence, drive brand loyalty and revenue growth. The Director of Brand and Digital Experience will report to the SVP, Marketing.

Requirements

Strategic thinker with hands-on execution capability
Systems-oriented and operationally disciplined
High creative standards
Clear communicator and cross-functional collaborator
Comfortable operating in high-growth, transformation environments
Data-aware and conversion-focused
Advanced proficiency in all people management processes, including recruitment, performance management and reward
Advanced proficiency in building, growing and developing a team; including department structure design and resourcing
Advanced proficiency in coaching and developing individual team members to reach their potential
Proficient in engaging multiple teams through communication, processes, personal impact and influence
Bachelorâs degree in Marketing, business or related field
8â12+ years in brand, digital, or creative leadership roles
Proven experience leading a website redesign as a strategic growth initiative
Experience in B2B, SaaS, platform, or technology-enabled services companies
Strong understanding of UX/UI and digital conversion strategy
Experience building scalable brand systems
Ability to translate complex product differentiation into compelling storytelling
Experience collaborating with executive leadership

Nice To Haves

Experience with AI-driven products or marketplaces
Experience leading brand transformation or repositioning initiatives
Video production and multimedia storytelling leadership

Responsibilities

Define and evolve Lessenâs brand architecture across Residential, Commercial, Marketplace, Lessen360, Lessen Pro, Direct, and emerging services
Develop and maintain brand guidelines (visual system, tone, messaging alignment)
Ensure brand consistency across sales enablement, campaigns, product launches, executive communications, and events
Elevate Lessen from âproperty services providerâ to our new positioning
Partner with Product Marketing to translate vertical and persona-based messaging into compelling visual narratives Should specify the responsibilities, duties, tasks and requirements of the job
Owns Lessen.com as a strategic business platform. Responsibilities include: o Leading full website redesign and ongoing optimization o Defining UX, UI, information architecture, and conversion strategy o Ensuring clear and differentiated AI storytelling (including Aiden) o Structuring content around personas, verticals, and ICPs o Partnering with Demand Gen on SEO, CRO, analytics, and performance optimization o Managing developers, agencies, and external partners o Maintaining release cadence aligned with product innovation cycles
The website must function as: o A demand generation engine o A sales enablement tool o A proof platform (case studies, ROI stories, vertical narratives) o A brand signal of innovation and operational excellence
Translate technical differentiation into intuitive visual narratives
Ensure consistent representation of AI capabilities and platform innovation
Develop comparison visuals and proof frameworks
Create compelling metrics storytelling (ROI, efficiency, automation impact)
Support competitive differentiation through digital storytelling
Lead internal designers and creative contractors
Scale team capabilities as company grows
Collaborate closely with: o Product o Product Marketing o Demand Generation o Sales Leadership o Executive Team
Establish creative systems that support rapid product release cycles
Perform ad-hoc projects and other duties as assigned
Lead, mentor, and develop a high-performing creative team aligned to Lessenâs objectives and values. Foster a culture of accountability, collaboration, innovation, and customer-centric thinking)
Ensure confidentiality of internal and external data
Limited travel is expected, primarily to support marketing events, and to participate in team meetings at our Chicago or Scottsdale AZ offices.