Design Lead

Late Checkout is the leading community-based product design and innovation agency.

We partner with some of the world's biggest brands and most impactful startups to help them design and build products their communities will love.

We've always been boutique, and we pride ourselves on world-class hospitality and a complete 5-star experience, just like a luxury hotel on a faraway island.

As our team has grown, we've recognized a clear need for an experienced, community-oriented design leader to inspire and elevate our product designers. They already have unparalleled attention to detail, taste, and passion for the craft. They need you to take them to the next level.

This is a unique experience for someone seeking to deepen their design leadership experience and really shape a talented team. We're looking for someone who thinks it's just as important to perfect the pixels as it is to support the people pushing the pixels.

Let's grow


  • Leading a team of 8+ product designer

  • Establishing community-based product design processes

  • 8+ years of product design

  • 3+ years of experience managing other product designers

  • Eastern (EST), Central (CST), or Pacific (PST) time zones.






The job

  • Leading a team of 8+ product designers with varying levels of experience

  • Establishing and maintaining community-based product design processes and standards of quality across diverse project types

  • Fostering a sense of community amongst the design team and ensuring the designers are learning and growing together

  • Evaluating candidates and making final hiring decisions about new design team members

  • Collaborating with other cross-functional domain leaders to contribute to strategic initiatives at the company level

  • Executing an exemplar quality design on client projects alongside other designers


  • 8+ years of product design or talent and expertise that matches this level of experience

  • 3+ years of experience managing other product designers

  • Should be located in the Eastern (EST), Central (CST), or Pacific (PST) time zones.

  • Agency experience a plus

  • Excellent at helping reports understand how they're doing in relation to high standards of quality and their own career goals, and able to take this one step further and assist reports in improving or achieving their goals.

  • A people leader at heart that resonates with the values of transparency, trust, investment, curiosity, and integrity when it comes to people management

  • Able to operate at a high strategic level or a detailed ground level, depending on the task at hand

  • Proficiency in Figma, Adobe Creative Suite, Blender, and other design and prototyping tools a bonus.

  • Curious, humble, and ambitious - you learn from both your successes and failures

  • Wired to give and receive constructive feedback

  • Excellent product intuition and vision

  • Empathy for communities, community members, clients and your fellow team members

  • Excellent communication, presentation and interpersonal skills

  • Strong understanding of design principles - great at UX design

  • Experience conducting user research and usability testing a bonus

  • Passionate about new design, culture, and technology trends - great at UI design

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