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Head of Design

Meet Upside:

We created Upside to help communities thrive! Our retail technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick and mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cash back than any other product, and tens of thousands of brick and mortar businesses earn measurable profit. Billions of dollars in commerce runs through the Upside platform every year, and that value goes directly back to our local retailers, the consumers they serve, and towards important sustainability initiatives. Our mission, values, and commitment to inclusivity guide our team of more than 200 people worldwide, and the quality of our culture is reflected in the impact we’ve had on communities nationwide.

Meet the Design team:

The Design team at Upside works to craft simple and impactful experiences supporting both our consumer and merchant audiences. We strive to understand our users’ needs and their behaviors to drive user-centric decision-making and strategy across the business.

About the job:

Upside has over 45,000 merchants on the platform and millions of users interacting with our consumer experience. As the Head of Design, you will craft strategy and deliver experiences across both audiences through their entire journey. You'll work together with your partners in product, marketing, engineering, brand, research to define the strategy that guides the team to build great experiences addressing real user needs. You will build and grow the Design team and the design practice at Upside.

What you'll do:

  • Drive collaboration and vision across the company to build alignment on product and marketing priorities – in concert with partners across Sales, Product, Brand, Marketing, Research, and Engineering.

  • Improve Upside’s experiences for consumers and merchants by ensuring high-quality design and execution at scale.

  • Enable success by setting clear and measurable goals. Define comprehensive metrics across consumer and merchant journeys, products, and teams. Convey insights to partners across the organization.

  • Grow and manage a team of designers that help us scale the practice while elevating design thinking throughout the organization.

  • Build and lead a dedicated and diverse group of leaders and designers who are well-balanced across a range of design skill sets and consistently deliver.

  • Optimally scale design resources across your org. Hire, mentor, align, and amplify the team from strategy through delivery.

  • Build a thriving culture where designers grow in their careers and feel a strong sense of inclusion and belonging.

  • Spread design by creating a common language and set of practices across the organization.

What you need:

  • Experience growing a strategic design practice that produces industry-leading work.

  • Proven success guiding and delivering high quality experiences within two-sided marketplaces that balance the needs of both audiences.

  • 10+ years of experience in positions of design leadership with a consistent record that includes hiring and developing directors and senior managers.

  • You have a people-focused design mentality and want to design and build experiences that truly have a meaningful impact.

The fine print:

  • Notice to recruiters and placement agencies: This is an in-house search with a dedicated resource. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.

At Upside, we believe that diversity drives innovation. Our differences are what makes us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives and do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here. Come join us!


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