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The Upside Travel Company Llc

Head of Design and Research

The Upside Travel Company Llc, Washington, District of Columbia, us, 20022


Meet Upside:

We created Upside to transform brick-and-mortar commerce. Our 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 cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives.

The Impact You'll Make:

Collaborate with engineering and product to enable key strategic initiatives

Manage a diverse team in establishing and maintaining Upside's Design Principles and Vision

Work with Research and Development leadership to improve and build the future of Upside

Incorporate systems thinking into Upside's Design System so that they are both modular and stand-alone full-featured product experiences that are both powerful and easy to use

Create a culture of craft, quality, and execution by inspiring, motivating, and leading product designers across experience levels

Work closely with our Product Management, Engineering, Marketing, and executive leadership to deliver best-in-class, innovative work

Own emergent, highly complex, and ambiguous opportunities from inception to a landed proposal. Frame opportunities, potential experience solutions, and drive initiative direction in partnership with research, prototyping, and product peers

Hone Upside's research practice and deepen its integrations into our decision making mechanisms

What You Should Have:

You have 10+ years of professional design experience and 5+ years managing and leading design and research teams

You have brought a customer focus to high-impact, high-visibility projects.

You excel at written and verbal communication and use these skills to persuade and influence stakeholders toward building innovative products that uniquely resonate with customers

You work collaboratively with Engineering, Product, and Marketing team members to drive strategy and design execution

You have led, recruited, and scaled design teams at both startups and established companies

You have experience systematically growing product designer and researcher skills

Experience using UX to influence strategic decision making, communicate strategic concepts, and facilitate understanding

Experience translating ambiguous asks and directions into clear user centric approaches

Experience fostering divergent design thinking and shepherding radical ideas that can truly evolve products

Experience with organizational transformation and design education to foster team growth

Provide consultation of key team-level research, insights, and product strategy to drive quality and cohesion.

Set the standard and foster a culture for UX design practice not only as a means to delivering solutions, but as a way of deepening understanding and driving strategic conversations in a complex problem space

Location:

This hybrid role is required to work at our NYC or DC office for 2 days/week.

Compensation:

The US base salary range for this full-time position is $216,000-$270,000 + potential bonus + equity + benefits. The final starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. Your recruiter can share more about the specific salary range during the hiring process.

Benefits:

Medical, dental, and vision coverage starting on Day 1

Equity (ISOs)

401(k) program

Family planning programs + generous paid parental leave

Physical fitness and wellness memberships

Emotional and mental health support programs

Unlimited PTO + 10 federal holidays + our annual, week-long Winter Break

Flexible work environment + support for your home office setup

Lunch and parking reimbursement for in-office employees

Employee Resource Groups

Learning and Development opportunities

Transparent culture

Amazing mission!

Why Join Upside?

Our mission, values, and dedication to inclusivity guide our team of more than 300 people worldwide, and the quality of our culture is reflected in the impact we've had on the people and businesses we work with. But don't just take our word for it! In 2023, Upside was included as a Top Workplace in the USA, received six Best Places to Work awards from Built In, was named a Top Workplace for Perks & Culture by The Muse, and was listed second year in a row on the Deloitte Fast 500.

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

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