Product Design Leader - DeepSky

About the Company

At Flow, we’re reimagining what it means to live, work, and connect. More than just a real estate company, Flow is a brand, a technology platform, and an operations ecosystem spanning condominiums, hotels, multifamily residences, and office spaces. We’re building a new kind of living experience: one that’s flexible, connected, and designed to create genuine community and real value for the people who call Flow home.

Our mission is oneness: prioritizing our residents and their experiences, and fostering connection with ourselves, their neighbors, and the natural world. By putting people at the center of everything we do, we’re creating vibrant, human-centered communities where life, work, creativity, and play all come together in one place.

About the Role

The DeepSky team is Flow’s product innovation hub, pushing the boundaries of how digital platforms, smart home technology, and property management systems connect. We’re looking for a Product Design Leader—someone who thrives on both setting vision and getting hands-on with design. This person will shape the digital foundation of Flow’s property management systems and connected living solutions by leading design strategy while also actively designing and building with the team.

Unlike traditional leadership roles that step away from day-to-day design, this leader will balance management and mentorship with direct contribution. They will mentor a small but growing team of designers, set standards, and ensure alignment across DeepSky initiatives, while also rolling up their sleeves to prototype, refine, and deliver product design work.

This role requires a strong ability to collaborate with engineering, growth, and product partners to deliver seamless, intuitive, and meaningful software experiences that transform how residents, operators, and partners interact with our ecosystem.

A portfolio is required for consideration.

Responsibilities

• Define the long-term design vision for Flow’s property management and smart living platforms—balancing user needs, business outcomes, and technical possibilities
• Actively contribute to product design—creating flows, wireframes, prototypes, and polished UI for web and mobile applications
• Manage, mentor, and grow a small but expanding team of product designers. Provide feedback, career development, and coaching while fostering a culture of creativity, collaboration, and accountability
• Recruit top design talent, ensuring Flow attracts and retains world-class product designers
• Lead the creation and evolution of a scalable design system that spans devices, contexts, and user groups
• Design intuitive experiences that integrate IoT, automation, and connected home technology into everyday living
• Partner with engineering, product management, and data science to bring insights to life and influence company-wide strategy through design thinking
• Turn research, resident feedback, and behavioral insights into actionable improvements and breakthrough opportunities.
• Measurement & Impact: Collaborate with analytics to track engagement, adoption, and satisfaction—using data to refine and elevate design outcomes

Ideal Background

• Bachelor’s degree or equivalent practical experience
• 12+ years of experience in product design, digital product strategy, or related fields
• 5+ years of people management experience, including hiring, mentoring, and performance management
• Proven track record of leading design-driven products at scale, ideally in proptech, SaaS, IoT, or consumer platforms
• Portfolio showcasing end-to-end product design work across mobile and web applications, with measurable impact
• Master’s degree in Design, HCI, Computer Science, or related field preferred
• Experience managing distributed design teams preferred
• Familiarity with smart home technologies, IoT platforms, or connected hardware/software ecosystems preferred

Benefits

• Comprehensive benefits package (Medical / Dental / Vision / Disability / Life)
• Paid time off and 13 paid holidays
• 401(k) retirement plan
• Healthcare and Dependent Care Flexible Spending Accounts (FSAs)
• Access to HSA-compatible plans
• Pre-tax commuter benefits
• Employee Assistance Program (EAP), free therapy through SpringHealth, acupuncture, and other wellness offerings