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Principal Product Designer

As a Principal Product Designer at 15Five, you will be accountable for a demonstrable impact on our customers and our business through the design of our platform as both a hands-on maker and strategic leader.


OUTCOMES
  • Design high-quality, end-to-end experiences that create measurable impact for our customers, in partnership with product management, engineering, and others
  • Co-create the near-term and long-term future of 15Five’s platform
  • Facilitate concept explorations to drive bold and innovative thinking across 15Five
  • Use AI to create new experiences for 15Five’s customers and improve existing experiences
  • Prototype and test quickly, applying your learnings to your designs on a daily basis
  • Make data-informed design decisions based on your own research, as well as customer and market insights


SIGNS YOU'RE RIGHT FOR THIS ROLE
  • You have designed complex platforms that serve multiple personas and workflows.
  • You naturally think visually—when someone shares an idea, you instinctively start sketching and asking questions.
  • You can rapidly explore multiple ideas and iterate with speed and precision.
  • You are obsessed with the people you design for, immersing yourself in their world through research, podcasts, books, and direct conversations.
  • You embrace rigorous design critique because you care about shipping the best possible product.
  • You thrive in a high-velocity startup environment where speed, iteration, and ownership are key.


DESIRED EXPERIENCE
  • 12+ years of product design experience in fast-paced environments
  • A hands-on, extreme ownership mentality for making customers successful through design
  • Significant experience in a fast-moving startup or scaleup environment focused on velocity and customer impact
  • A portfolio demonstrating impactful product design work, as well as vision and concept cars, from a variety of projects
  • Experience with AI-driven UX and machine learning-powered design systems
  • Willingness to pitch in to help your teammates and other stakeholders
  • Visual thinker who loves to show their work and receive feedback
  • Able to see the big picture but know that design is the details



ABOUT 15FIVE


15Five is the holistic performance management company. 15Five equips HR teams with a complete platform solution to improve manager effectiveness, drive high performance and engagement, and increase retention. 15Five’s easy-to-use software, coaching, manager training, and community enables HR leaders to continuously measure engagement and performance, and empower managers to drive change.


At 15Five, we focus on building a diverse team that prioritizes inclusivity and celebrates everyone’s unique identity. We are proud of our thriving hybrid culture that supports a remote-first workplace balanced with distributed office hubs, and annual opportunities for all employees to connect in person. We also offer:


- Full Medical, Dental, and Vision Insurance

- Flexible Time Off (minimum 3 weeks off every year)

- Employer paid Short-Term, Long-Term Disability, and Term Life

- 401K with 4% match at 6 months of employment

- Inclusive Benefits Stipend (to help cover some of the gap on medical needs not covered by traditional benefits)

- Up to 16 weeks Paid Parental Leave for birth and non-birth parents

- 16 paid holidays in 2025

- TalkSpace (mental health therapy)

- Wellness Coach App (offers meditation and movement classes, courses, workshops, and panels in a live and interactive setting)

- Thrive Time (2 hours of time on Friday dedicated to your personal self-care/self-growth/recharge activities)

- Monthly reimbursement for internet

- Sabbatical Program accessed at 7 Years

- We also provide extensive training and development such as strengths discovery and alignment and Manager specific development opportunities


For more information see:

Our Mission, Vision, & Values - https://www.15five.com/about

Our People and Culture - https://www.15five.com/about/careers

Diversity, Equity, Inclusion, & Belonging - https://www.15five.com/deib

Our Personal & Professional Development Resources - https://www.15five.com/resources/content-library


Reading over the role description and feeling like you don’t check every box? That’s okay; if you think you have what it takes but don’t necessarily meet all the criteria, please apply—you could be exactly who we are looking for!


15Five follows equitable hiring practices. Our compensation programs are designed to attract, motivate, and retain talented employees who are highly engaged, high performing, and have an exceptional impact on the business and our customers.


The base salary range displayed on each job posting reflects the minimum and maximum target for new hire salaries for the role across all US locations. We benchmark all roles for compensation in ranges relative to the top half of the market of similar tech companies using up-to-date market data. Within the range, individual pay is determined by budget allocated for the role and additional factors, including job-related competencies and skills, experience, and relevant education or training. Please note that the compensation details listed in US job postings reflect the base salary only, and do not include bonus, equity, or benefits. The US new hire base salary range for this full-time role is base salary $220,000 - $240,000 + equity + bonus + benefits.


Note that base salary ranges are reviewed each year based on up-to-date market data, and team members who are performing are eligible for a merit increase, budget permitting. 


In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification document form upon hire.


#LI-REMOTE

#LI-JL1

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What You Should Know About Principal Product Designer, 15Five

At 15Five, we are on the lookout for a dynamic and experienced Principal Product Designer to join our innovative team. In this engaging role, you will have the unique opportunity to shape the design of our platform in a way that significantly impacts our customers and boosts our business. You will collaborate closely with product management and engineering to create high-quality, end-to-end experiences that resonate with multiple user personas. As a hands-on maker and strategic leader, your role will involve rapid prototyping, concept exploration, and employing AI to design meaningful experiences. You’ll be the visual thinker who sketches and iterates ideas at lightning speed, ensuring that every detail matters in the bigger picture of our design vision. With over 12 years of product design experience in fast-paced environments, you will bring a wealth of knowledge and creativity to our team. At 15Five, we prize diversity and inclusivity, and we celebrate everyone's unique identity, all while maintaining a remote-first culture balanced with opportunities for face-to-face connections. Here, flexibility is key—we offer generous leave policies, comprehensive health coverage, and a supportive environment for continuous personal and professional growth. If you are passionate about using design to drive customer success and thrive in a startup atmosphere, we would love to meet you and see how you could make your mark as our Principal Product Designer.

Frequently Asked Questions (FAQs) for Principal Product Designer Role at 15Five
What responsibilities does a Principal Product Designer have at 15Five?

A Principal Product Designer at 15Five is responsible for creating high-quality, impactful design experiences that cater to a diverse user base. This includes collaborating with product management and engineering, as well as leading concept explorations and utilizing AI to enhance user experiences. The designer will quickly prototype ideas, apply insights from research, and iterate designs based on feedback to meet organizational goals.

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What qualifications are required for a Principal Product Designer at 15Five?

To be considered for the Principal Product Designer position at 15Five, candidates should possess over 12 years of product design experience in high-velocity environments. Significant experience in complex platform design and AI-driven UX, along with a strong portfolio showcasing impactful work, are essential. Additionally, a hands-on mentality and a commitment to customer success through design are crucial for this role.

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How does 15Five's Principal Product Designer role incorporate AI?

In the Principal Product Designer role at 15Five, AI plays a pivotal role in both creating new customer experiences and enhancing existing ones. Designers will leverage AI technologies to inform their design decisions, allowing them to craft innovative solutions that respond to user needs and preferences, thereby driving engagement and satisfaction.

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What is the company culture like for a Principal Product Designer at 15Five?

The company culture at 15Five is centered on diversity, inclusivity, and a hybrid work environment. As a Principal Product Designer, you will be part of a team that values ownership, speed, and iterative design processes. 15Five emphasizes the importance of work-life balance and personal growth, offering flexible policies and extensive support for employee well-being and professional development.

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What type of design thinking is expected from 15Five's Principal Product Designer?

15Five expects its Principal Product Designer to embrace a visual and customer-centric design thinking approach. This includes immersing oneself in the user experience through research and actively seeking feedback while conducting rigorous design critiques. Designers should be open to exploring multiple ideas rapidly and exhibiting a strong commitment to developing detailed, high-quality designs.

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Common Interview Questions for Principal Product Designer
Can you describe a project where you successfully designed for multiple user personas?

When answering this question, provide a specific example where your design addressed the needs of various user personas. Discuss your research methods, how you identified user expectations, and how those insights influenced your design decisions. Highlight collaboration with stakeholders and the measurable impact your design had on user satisfaction.

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How do you incorporate feedback into your design process?

Share your systematic approach to gathering and incorporating feedback. Describe how you conduct design critiques, engage with users for their input, and iterate on designs based on this feedback. Emphasize the importance of collaboration and communication in producing the best product outcomes.

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What experience do you have with AI-driven design?

Discuss any projects where you utilized AI technologies in design. Explain how you approached integrating AI into user experiences, what challenges you faced, and how you learned from the outcomes. Showcasing your understanding of AI's role in enhancing UX will exhibit your forward-thinking capabilities.

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How do you define and measure success in your design projects?

It’s essential to articulate your metrics of success—whether they are user engagement rates, feedback scores, or product performance metrics. Share specific examples of how you’ve tracked success in past projects, including the tools and methodologies you used for measurement.

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Can you provide an example of how you handled a design critique?

Use an instance where you received constructive criticism on your design. Explain how you welcomed the feedback, adjusted your design as a result, and communicated effectively with your team. Show that you view critiques as opportunities for growth rather than setbacks.

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What steps do you take when starting a new design project?

Detail your initial approach to design projects, from user research and defining project goals to sketching concepts. Explain how you ensure alignment with stakeholders and prioritize features based on user needs and business objectives.

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What tools do you use for prototyping and why?

Discuss your preferred design and prototyping tools. Explain how these tools help streamline your design process, facilitate collaboration, and produce high-fidelity prototypes that support user testing and feedback collection.

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How do you remain updated on design trends and technologies?

Illustrate your commitment to continuous learning by discussing how you follow industry publications, attend workshops, or engage with communities. Mention specific trends that influence your design philosophy and how they integrate into your projects.

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What motivates you as a designer?

Convey your passion for design and how it drives your work. Discuss enjoying solving problems, creating impactful user experiences, or having a profound interest in understanding user behavior, demonstrating how these motivations shape your design approach and career goals.

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What is your approach to ensuring inclusivity in your designs?

Discuss your commitment to inclusive design practices, including researching diverse user groups and ensuring accessibility in your designs. Illustrate your understanding of how inclusivity enhances user satisfaction and brand reputation, echoing 15Five's values.

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DATE POSTED
March 29, 2025

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