[Remote] Director Design, New Products

March 6, 2026

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Note: The job is a remote job and is open to candidates in USA. Calendly is a company that helps individuals and businesses orchestrate work more effectively, and they are seeking a Design Director to co-lead a Product Group and the broader Design Team. This leadership role will focus on shaping strategy, vision, and execution while ensuring high-quality design outcomes that create value for customers.

Responsibilities

Co-lead a Product Group in partnership with Product and Engineering Directors, defining and executing on vision, strategy, and roadmap, based on customer needs and insights
Own and deliver measurable user outcomes and business results for your product area
Set and drive a clear design vision that ensures cohesive, high-quality, end-to-end user experiences across the Product Group
Provide clear, actionable feedback and coaching to designers that improves usability, quality, and design decision-making
Ensure teams conduct meaningful research and use customer insights and data to inform product strategy and decisions, driving toward measurable outcomes
Co-lead the Design Team by hiring, coaching, and developing a diverse, high-performing group of designers, actively supporting career growth and engagement
Drive adoption and improvement of the design process and R&D operating model to increase quality, usability, cohesion, and customer impact
Use compelling design storytelling to influence stakeholders, align leaders, and advocate for customers at the team, product group, and company levels

Skills

12+ years of experience designing and delivering high-quality design work and impactful product experiences, including meaningful time in leadership roles
3+ years of people management and design leadership experience, including hiring, supporting, and growing empowered creative teams
Experience co-owning and scaling a product area with measurable customer and business impact alongside Product and Engineering partners
Proven ability to set product and user experience vision based on customer needs and translate strategy into execution
Strong executive communication skills and experience influencing senior stakeholders
Experience in product-led B2B or B2C environments; SaaS experience preferred
Experience working in complex systems and multi-product environments
Authorized to work lawfully in the United States of America, as Calendly does not engage in immigration sponsorship at this time
Experience designing AI-driven product experiences and using AI effectively in the design process is a plus, but not required

Benefits

Top Performer Bonus program
Equity awards
Competitive benefits

Company Overview

Calendly is a modern scheduling platform that helps individuals, teams, and organizations automate meeting by removing the back and forth. It was founded in 2013, and is headquartered in Atlanta, Georgia, USA, with a workforce of 501-1000 employees. Its website is https://calendly.com.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

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With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

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6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

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The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

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