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Founding Designer

FleetWorks is a vertical AI agent revolutionizing the outdated freight brokerage industry. To book just a single truckload of Coca-Cola from Atlanta to Chicago, a freight broker might have to send and receive up to 50 phone calls, emails, and text messages — often consuming hours of their day. FleetWorks automates this manual labor with a seamless, omni-channel AI platform.

Our product is trusted by many of the top 100 brokers in the U.S. This role is ideal if you're excited about logistics, passionate about AI-driven products, deeply invested in user-centric design, and ready to influence product decisions.

As an early designer at FleetWorks, you will shape the way users interact with our AI-driven platform, directly influence product strategy, conduct user research, and play a pivotal role in crafting our company culture.


About you:

  • You have 3+ years of experience designing intuitive, user-centric interfaces for complex software products. We also consider exceptional candidates with strong portfolios demonstrating outstanding design thinking, including previous startup founders or individuals with unconventional paths.

  • Based in San Francisco or willing to relocate.

  • You strive for significant impact and excel when collaborating with high-performing teammates.

  • You're passionate and driven. Colleagues describe you as someone who deeply cares about your work, turning tasks into obsessions.

  • You thrive on tough challenges. Our product manages tens of thousands of interactions daily, and your designs will simplify complex AI-driven workflows.

  • You're competitive — you want to build the best possible product and design experiences users love.

About the interview:

If we interview you, you can expect the following process

  • A 30-minute take-home design challenge.

  • 1-hour live portfolio reviews and design exercises.

  • A paid onsite work trial (number of days variable based on your availability).

  • We may speak with 1–2 references that you provide

Average salary estimate

$100000 / YEARLY (est.)
min
max
$80000K
$120000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Founding Designer, FleetWorks

Are you a creative mind ready to shape the future of logistics? FleetWorks, an innovative vertical AI agent transforming the outdated freight brokerage industry, is on the lookout for a Founding Designer to join our San Francisco team. At FleetWorks, we understand the struggle a freight broker faces, juggling countless phone calls and emails just to book a truckload of Coca-Cola from Atlanta to Chicago. That’s where our omni-channel AI platform steps in, automating manual tasks and enhancing efficiency for the top brokers across the U.S. As a Founding Designer, you will play a vital role in defining the user experience of our cutting-edge platform. Your responsibilities will include influencing product strategy, conducting user research, and ensuring our designs resonate with our users. This position is perfect for someone with at least 3 years of experience in designing intuitive interfaces, though we also welcome exceptional talents with strong portfolios from varied backgrounds. If you thrive in collaborative, fast-paced environments and take pride in your attention to detail, this may be the perfect place for you. With challenges that require your design prowess to simplify complex workflows, each day will be an opportunity to make a significant impact. Join us to help create designs that not only meet user needs but also elevate their experiences. We’re excited to see how your passion can influence our culture and product design at FleetWorks!

Frequently Asked Questions (FAQs) for Founding Designer Role at FleetWorks
What responsibilities does the Founding Designer role at FleetWorks entail?

As a Founding Designer at FleetWorks, you will be responsible for shaping user interactions with our AI-driven platform, conducting user research, and directly influencing product strategy. Your work will help streamline complex workflows, contributing to the overall user experience and enhancing the company's product offerings.

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What qualifications are needed for the Founding Designer position at FleetWorks?

FleetWorks seeks candidates with a minimum of 3 years experience in designing user-centric interfaces for complex software applications. Exceptional portfolios demonstrating outstanding design thinking are also welcomed, making this role open to individuals with unique backgrounds, including startup founders.

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What is it like to work at FleetWorks as a Founding Designer?

Working at FleetWorks as a Founding Designer means being part of a dynamic team dedicated to revolutionizing the freight brokerage industry. You'll be surrounded by passionate, driven colleagues who care deeply about their work, and you'll face exciting challenges that encourage creativity and collaboration.

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How will my designs impact the product at FleetWorks?

Your designs will have a direct impact on how users interact with our platform at FleetWorks, simplifying complex AI-driven workflows and enhancing overall user satisfaction. As a foundational member of the design team, your contributions will help shape the product strategy and culture of the company.

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What is the interview process for the Founding Designer role at FleetWorks?

The interview process for the Founding Designer position at FleetWorks includes a 30-minute take-home design challenge, a 1-hour live portfolio review and design exercise, and a paid onsite work trial. Additionally, we may reach out to a couple of references during the evaluation process.

Join Rise to see the full answer
Common Interview Questions for Founding Designer
Can you describe your design process as a Founding Designer?

A strong answer should emphasize your user-centric approach, collaboration with teams, and how you incorporate feedback into your designs. Discussing specific methodologies like user research, prototyping, and iterative testing can also showcase your thought process.

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How do you prioritize tasks when working on multiple design projects?

Explain your method for assessing project urgency and importance, using tools like project management software or design sprints while maintaining flexibility to adapt to feedback and evolving priorities within the team.

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What challenges have you faced in your previous design roles?

Share a specific challenge and how you addressed it, highlighting your problem-solving skills, adaptability, and willingness to collaborate with diverse teams. Use this opportunity to showcase what you learned from the experience.

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How do you stay updated with the latest design trends and technologies?

Discuss your strategies for continuous learning, whether through online courses, attending design conferences, or participating in design communities. Mention specific resources you find particularly valuable.

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Can you share an example of a user-centric design project you are proud of?

Select a project that demonstrates your design thinking ability and talk about how you identified user needs, developed solutions, and received feedback that ultimately improved the user experience.

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How do you handle feedback on your designs?

Emphasize your openness to constructive criticism by providing an example of how you’ve successfully incorporated feedback to improve a project. Show your understanding that feedback is crucial for growth and collaboration.

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What tools do you prefer for design and prototyping?

Mention your proficiency with industry-standard design tools such as Figma, Sketch, or Adobe Creative Suite, and explain how you choose the appropriate tools based on specific project requirements and team dynamics.

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How do you ensure your designs meet business goals?

Describe your approach to aligning design objectives with business outcomes. Highlight how you incorporate stakeholder feedback into your design process and how you measure the success of your designs.

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What role does user research play in your design process?

Discuss the importance of user research in informing your design decisions. Share specific techniques you employ, such as surveys, user interviews, or usability testing, to ensure that your designs truly serve user needs.

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Why do you want to work as a Founding Designer at FleetWorks?

Express your passion for the logistics and AI space, as well as your excitement about the opportunity to shape a new company's culture and product. Highlight how your values align with FleetWorks' mission and vision.

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Full-time, on-site
DATE POSTED
April 10, 2025

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