Product Designer at Calendly

📍 Job Overview

Job Title: Product Designer

Company: Calendly

Location: Remote - US

Job Type: Full-time

Category: Product Design

Date Posted: 2025-06-12T00:16:00

Experience Level: Mid-Level (3+ years)

Remote Status: Remote

🎨 Role Summary

Design and deliver delightful, intuitive product experiences for Calendly's users, focusing on a new AI-based meeting recording and insight feature.
Deeply understand user needs through discovery work and usability testing to inform key user journeys and design decisions.
Collaborate closely with cross-functional teams, including product managers, engineers, content designers, and researchers, to refine and improve the Calendly product experience.
Contribute to and leverage the design system, suggesting and improving design patterns for consistency and scalability.

📝 Enhancement Note: The role emphasizes a focus on a new AI-based feature, indicating a need for adaptability and potentially experience with nascent technologies in design. The focus on user journeys and collaboration highlights a user-centered and team-oriented design methodology.

🖼️ Primary Responsibilities

Design simple and intuitive user experiences for complex problems within a new product area, specifically the AI-based meeting recap feature.
Conduct and contribute to discovery work and usability testing to gather user insights and validate design solutions.
Partner effectively with product managers, engineers, content designers, and researchers throughout the product development lifecycle.
Collaborate with the design system team to ensure design consistency and contribute to the evolution of shared design patterns.
Advocate for design solutions based on a blend of user needs, business metrics, and design best practices.

📝 Enhancement Note: The responsibilities highlight a hands-on design role with significant involvement in user research and cross-functional teamwork, typical of product design roles in agile technology companies. The emphasis on "0 to 1" work suggests a role focused on building new features from the ground up.

🎓 Skills & Qualifications

Education: While not explicitly stated, a Bachelor's degree in Design, Human-Computer Interaction (HCI), or a related field is typically preferred, or equivalent practical experience demonstrating strong design fundamentals.

Experience: Minimum of 3+ years of experience building and delivering experiences for digital products, preferably in product-led B2B or B2C SaaS companies. A strong portfolio showcasing persona-based design work and demonstrated impact on activation and engagement is required.

Required Skills:

Proficiency in product design principles and methodologies.
Experience with user research techniques, including usability testing and discovery work.
Strong collaboration and communication skills for working with cross-functional teams.
Ability to articulate design decisions and advocate for user needs based on data and insights.
Experience contributing to or utilizing design systems.
Strong design storytelling and presentation skills.

Preferred Skills:

Experience designing for AI-powered features or products.
Experience in the SaaS or productivity software industry.
Mentorship or peer coaching experience within a design team.

📝 Enhancement Note: Based on the experience level and role description, a strong portfolio demonstrating process and impact is a critical qualification. While a degree isn't explicitly mandatory, related fields provide a solid foundation for the required skills. Experience with AI features is a plus, reflecting the specific focus of the team.

🎨 Portfolio & Creative Requirements

Portfolio Essentials:

Include a curated selection of case studies that demonstrate your product design process from problem definition to solution delivery.
Showcase your ability to design persona-based experiences that address specific user needs and pain points.
Highlight projects that demonstrate impact on key metrics, such as user activation and engagement.
Include visual designs that reflect attention to detail and adherence to design system principles (if applicable).

Process Documentation:

Document your research and discovery process, including user interviews, usability testing, and synthesis of findings.
Illustrate your ideation and iteration methods, showing how you explored different design solutions.
Explain your validation and testing approaches, demonstrating how you gathered feedback and refined your designs.

📝 Enhancement Note: A strong portfolio for this role should emphasize the candidate's end-to-end design process, particularly their ability to translate user research into impactful product features within a B2B or B2C context. Demonstrating experience with AI features, even if not required, would be a significant advantage.

💵 Compensation & Benefits

Salary Range: $110,500 - $179,400 USD annually. The specific salary within this range is determined by location (Tier 1, 2, or 3 based on zip code), relevant experience, skill sets, interview performance, and internal pay equity. Tier 1: $132,600 - $179,400 USD; Tier 2: $121,600 - $164,500 USD; Tier 3: $110,500 - $149,500 USD.

Benefits:

Quarterly Corporate Bonus program (or Sales incentive).
Equity awards.
Competitive benefits package (details available on the Calendly careers page).

Working Hours: Full-time (30+ hours/week), with flexibility inherent in a remote work environment to manage design workflows and creative processes effectively.

📝 Enhancement Note: The provided salary range is clearly tiered by location, which is common practice for remote-first companies. The inclusion of a bonus program and equity awards is typical for roles at this level in the tech industry and indicates a focus on performance and long-term growth.

🎯Team & Company Context

🏢 Company & Design Culture

Industry: Software Development, specifically in the scheduling automation and productivity software space. Calendly's platform is used by millions globally to simplify meetings and improve collaboration.

Company Size: 501-1,000 employees. This size suggests a well-established but still growing company, likely with defined processes but opportunities for individual impact.

Founded: Founded date not provided in the input, but the company has a significant user base, indicating a history of product-market fit and growth.

Team Structure:

The Design Team is described as a "tight knit group of creatives."
Designers work closely with product management, content design, research, and engineering.
The role reports into the "0 to 1 Meeting Recap team," suggesting a focus on new product development within a dedicated team structure.

Methodology:

Emphasis on starting with user insights, believing "great design starts with talking with our users."
Strong belief in interdisciplinary collaboration for developing the best solutions.
Likely utilizes agile or lean methodologies given the focus on rapid iteration and cross-functional teams common in software development.

Company Website: http://Calendly.com

📝 Enhancement Note: The company's size and industry context suggest a focus on scalable design solutions and efficient collaboration. The description of the design team as "tight knit" and emphasizing user conversations points towards a strong design culture centered on user-centered practices and teamwork.

📈 Career & Growth Analysis

Design Career Level: Mid-Level Product Designer. This role is for experienced professionals capable of independently leading design efforts on complex features and contributing significantly to product strategy.

Reporting Structure: The role reports to a manager within the "0 to 1 Meeting Recap team," suggesting a direct reporting line within a product-focused vertical.

Design Impact: Designers at Calendly have a significant impact on the product experience, contributing to features used by millions globally. The role on a "0 to 1" team indicates an opportunity to shape the direction of a new product area.

Growth Opportunities:

Opportunity to grow within the product design track, potentially advancing to Senior or Staff Designer roles, with mentorship available from experienced designers.
Development of expertise in AI-powered product design and the meeting productivity space.
Enhancement of collaboration and leadership skills through cross-functional work and peer mentoring.

📝 Enhancement Note: The presence of Senior and Staff Designers and explicit mention of mentorship opportunities indicate a structured path for career growth within the design team. The focus on a new product area ("0 to 1") offers a unique opportunity for significant impact and skill development in a cutting-edge domain.

🌐 Work Environment

Studio Type: Remote-first, with employees working from various locations across the United States.

Office Location(s): Calendly has a headquarters in Atlanta, Georgia, but this specific role is remote within the US.

Design Workspace Context:

Remote work environment requires strong self-management and communication skills.
Collaboration relies on digital tools and virtual communication.
Likely leverages shared online spaces and platforms for design reviews and team interaction.

Work Schedule: Full-time, with the flexibility inherent in a remote role. Effective time management and the ability to collaborate across different time zones (within the US) are important for design workflows and creative processes.

📝 Enhancement Note: The remote nature of the role emphasizes the importance of strong communication, collaboration tools proficiency, and self-discipline for designers. The company's established remote work structure suggests existing processes and support for distributed teams.

📄 Application & Portfolio Review Process

Design Interview Process:

Phone Interview: Initial screening with a recruiter to discuss the role and your background. Prepare to articulate your interest in Calendly and the Product Designer role, highlighting relevant experience from your resume and portfolio.
Hiring Manager Interview: Deeper dive into your experience, design philosophy, and fit with the team. Be ready to discuss your career goals and specific examples of your impact.
Team Interviews & Case Study Presentation: Meet with potential future team members and present a case study demonstrating your design skills and process. Select a case study that highlights relevant experience, such as designing for B2B/B2C digital products, user research integration, and collaboration. Practice presenting your process, rationale, and outcomes clearly and concisely.
References: Calendly will connect with previous colleagues to gather insights into your impact, value, and how best to support your success.

Portfolio Review Tips:

Tailor your portfolio presentation to highlight projects relevant to product design in a SaaS environment, ideally showcasing experience with user activation and engagement.
Structure your case studies to clearly articulate the problem, your role, your process (including research and iteration), your design solutions, and the impact of your work.
Be prepared to discuss the "why" behind your design decisions and how you balanced user needs with business goals.
If you have experience designing for AI features, be sure to highlight this in a relevant case study.

Challenge Preparation:

While a formal design challenge isn't explicitly mentioned, the case study presentation serves a similar purpose. Prepare to walk through a complex project in detail, demonstrating your problem-solving skills and design thinking.
Be ready to answer questions about your process, collaboration style, and how you handle feedback and iteration.
Practice presenting your case study within a time limit and be prepared for follow-up questions from the interview panel.

ATS Keywords: Product Design, UX Design, UI Design, User Experience, User Interface, SaaS, B2B, B2C, Usability Testing, User Research, Design System, Collaboration, Cross-functional Teams, Agile, Lean UX, Figma, Sketch, Adobe XD, Prototyping, Wireframing, Information Architecture, Interaction Design, Visual Design, Design Thinking, Problem Solving, Communication, Design Storytelling, Case Study, Portfolio, Activation, Engagement, AI, Artificial Intelligence, Meeting Productivity, Remote Work, Digital Product, Iteration, Feedback, Mentoring, Leadership, Strategy, Metrics, Data-Driven Design.

📝 Enhancement Note: The interview process emphasizes behavioral fit, team collaboration, and a deep dive into the candidate's design process through a case study presentation. This structure is common for product design roles, requiring candidates to not only showcase their visual design skills but also their strategic thinking and ability to work effectively within a team.

🛠 Tools & Technology Stack

Primary Design Tools: While not explicitly listed, industry-standard tools for product design in a SaaS environment typically include:

Figma: Widely used for UI design, prototyping, and collaboration. Proficiency is likely expected.
Sketch: Another popular tool for UI design, though Figma has gained significant traction.
Adobe Creative Suite (Photoshop, Illustrator): Potentially used for visual assets and iconography.
Prototyping Tools (e.g., InVision, Principle): To create interactive prototypes for testing and presentation.

Collaboration & Handoff:

Collaboration Platforms (e.g., Slack, Microsoft Teams): For team communication and project coordination.
Project Management Tools (e.g., Jira, Asana): To track design tasks and integrate with engineering workflows.
Handoff Tools (e.g., Zeplin, Abstract): To facilitate seamless handoff of designs to engineers.

Research & Testing:

Usability Testing Platforms (e.g., UserTesting.com, Maze): For conducting remote usability tests and gathering feedback.
Survey Tools (e.g., SurveyMonkey, Typeform): For quantitative user feedback.
Analytics Platforms (e.g., Google Analytics, Mixpanel): To track user behavior and measure design impact.

📝 Enhancement Note: Based on the industry and company type, proficiency in modern design and collaboration tools is essential. While specific tools aren't listed, the ability to quickly learn and adapt to new software is important in a fast-paced environment. The focus on user research implies familiarity with relevant testing and data analysis tools.

👥 Team Culture & Values

Design Values:

User-Centeredness: A strong belief that "great design starts with talking with our users" is a core value.
Collaboration: Valuing interdisciplinary collaboration and being an active member of the design team are emphasized.
Impact: Focus on designing experiences that drive adoption and retention, indicating a results-oriented design approach.
Growth & Mentorship: A culture of supporting upcoming designers through mentorship and sharing expertise.

Collaboration Style:

Close partnership with product managers, engineers, content designers, and researchers.
Likely involves regular design critiques and feedback sessions.
Collaboration extends to contributing to and utilizing the design system.

📝 Enhancement Note: The description highlights a collaborative and user-focused design culture. The emphasis on mentorship and peer collaboration suggests a supportive environment for professional growth. Understanding these values is crucial for aligning with the team's dynamic.

⚡ Challenges & Growth Opportunities

Design Challenges:

Designing for a new, "0 to 1" product area (AI-based meeting recap) which involves navigating ambiguity and defining novel user experiences.
Balancing user needs with complex business goals and technical constraints within a rapidly scaling product.
Ensuring design consistency and contributing to the design system while working on innovative features.
Adapting design processes for remote collaboration across different locations within the US.

Learning & Development Opportunities:

Gain expertise in the emerging field of AI-powered product design.
Develop skills in designing for complex workflows within a productivity SaaS context.
Opportunity to be mentored by experienced Senior and Staff Designers.
Enhance cross-functional collaboration and stakeholder management skills.

📝 Enhancement Note: The challenges are directly tied to the role's focus on a new product area and the company's growth stage. These challenges also present significant opportunities for skill development and making a tangible impact on the product.

💡 Interview Preparation

Design Process Questions:

Be prepared to walk through your design process for a significant project, focusing on how you identified user needs, iterated on solutions, and arrived at the final design. Use the STAR method (Situation, Task, Action, Result) to structure your responses and highlight your impact.
Discuss how you collaborate with product managers, engineers, and other stakeholders throughout the design lifecycle. Provide examples of successful cross-functional collaboration.
Explain how you approach problem-solving when faced with ambiguous requirements or technical constraints.

Company Culture Questions:

Research Calendly's values and recent product announcements. Be prepared to discuss why you are interested in working for Calendly and how your values align with the company's culture, particularly the emphasis on user-centered design and collaboration.
Ask thoughtful questions about the design team's structure, collaboration practices, and how design impact is measured.
Be ready to discuss your experience working in remote or distributed teams and how you ensure effective communication and collaboration in such environments.

Portfolio Presentation Strategy:

Select 1-2 case studies that best showcase your skills and experience relevant to this role (product design, B2B/B2C, user research, impact).
Structure your presentation logically, clearly outlining the problem, your process, and the outcome. Focus on storytelling and explaining the "why" behind your design decisions.
Highlight your contribution to the project and the impact of your work on users and business metrics.
Be prepared for questions about your design choices, challenges you faced, and how you incorporated feedback.

📝 Enhancement Note: The interview preparation advice is tailored to the specific requirements and culture described in the job posting. Focusing on process, collaboration, and cultural fit, in addition to showcasing strong design skills through the portfolio, will be key to success in the interview process.

📌 Application Steps

To apply for this design position:

Submit your application through this link
Carefully review the job description and tailor your resume and cover letter to highlight relevant experience, skills, and interest in product design at Calendly, especially your experience with B2B/B2C products and user-centered design.
Curate your online portfolio to showcase your best product design case studies, focusing on your process, problem-solving skills, and the impact of your work. Ensure your portfolio is easily accessible and clearly navigable.
Prepare for the interview process by practicing articulating your design process and case studies, researching Calendly's products and culture, and preparing thoughtful questions for the interviewers.
If you require a reasonable accommodation during the application or recruiting process due to a disability, contact [email protected].

⚠️ Important Notice: This enhanced job description includes AI-generated insights and design industry-standard assumptions. All details should be verified directly with the hiring organization before making application decisions.

Product Designer