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Senior UX Writer (Contractor)

KAYAK
Full-time
On-site
Cambridge, Ontario, Canada
✍️ Copywriting & Content Writing

πŸ“Œ Core Information

πŸ”Ή Job Title: Senior UX Writer (Contractor)

πŸ”Ή Company: KAYAK

πŸ”Ή Location: Remote (United States)

πŸ”Ή Job Type: Contractor

πŸ”Ή Category: Technology, Information and Internet

πŸ”Ή Date Posted: July 10, 2025

πŸ”Ή Experience Level: 5-10 years

πŸ”Ή Remote Status: Remote Solely

πŸš€ Job Overview

Key aspects of this role include:

  • Crafting clear, consistent, and useful copy that puts the traveler first
  • Collaborating with Product Marketing, UX, Design, and Localization teams
  • Optimizing product copy across web, app, and email
  • Supporting onboarding and education flows
  • Experimentation and testing to improve messaging

ASSUMPTION: This role requires strong communication skills, attention to detail, and the ability to work independently and collaboratively in a remote setting.

πŸ“‹ Key Responsibilities

βœ… Craft and optimize product copy for features like Trips, Explore, Flex Dates, and Price Alerts

βœ… Write thoughtful, traveler-first messaging that is clear, consistent, and useful

βœ… Support onboarding and education flows with tooltips, modals, and walkthrough copy

βœ… Experiment and test new ways of saying things and measure what works best

βœ… Collaborate with various teams to ensure messaging travels well across platforms and aligns with brand tone

ASSUMPTION: This role may require occasional overtime or flexibility in working hours to meet project deadlines.

🎯 Required Qualifications

Education: Bachelor's degree in English, Journalism, Communications, or a related field (or equivalent experience)

Experience: 5+ years of proven experience in UX writing or product content design

Required Skills:

  • Native-level fluency in English
  • Ability to adhere and align writing with an established brand tone of voice
  • Portfolio showcasing smart, user-centered copy across digital platforms
  • Experience in travel, e-commerce, or data-rich products (a plus)
  • Strong systems thinking and documentation skills
  • Comfortable working with data, A/B tests, and UX research insights
  • Clear communication and collaboration skills
  • Self-directed and remote-ready with good async workflow management

Preferred Skills:

  • Experience with Figma, Jira, Slack, CMS, or localization tools
  • Available for 10-20 hours per week with the ability to increase

ASSUMPTION: Candidates with experience in travel, e-commerce, or data-rich products may have an advantage in this role.

πŸ’° Compensation & Benefits

Salary Range: $60,000 - $90,000 USD per year (full-time equivalent, based on industry standards for a Senior UX Writer role)

Benefits:

  • Flexible work arrangement (remote, part-time)
  • Opportunity to work with a global team and impact a wide audience

Working Hours: 10-20 hours per week, with the ability to increase

ASSUMPTION: The salary range provided is an estimate based on industry standards for a Senior UX Writer role. The actual salary may vary depending on factors such as experience, skills, and market conditions.

πŸ“Œ Applicant Insights

πŸ” Company Context

Industry: Technology, Information and Internet

Company Size: 1,001-5,000 employees

Founded: 2004

Company Description:

  • KAYAK is the world’s leading travel search engine
  • Offers metasearch brands including SWOODOO, checkfelix, momondo, Cheapflights, Mundi, and HotelsCombined
  • Part of Booking Holdings (NASDAQ: BKNG)

Company Specialties:

  • Travel Tools

Company Website: http://www.kayak.com

ASSUMPTION: KAYAK's large user base and global presence provide ample opportunities for impact and growth in this role.

πŸ“Š Role Analysis

Career Level: Senior

Reporting Structure: This role will work mainly with Product Marketing and UX teams

Work Arrangement: Remote, part-time (10-20 hours per week, with the ability to increase)

Growth Opportunities:

  • Potential to increase hours and take on more responsibilities
  • Opportunity to work on various features and projects
  • Exposure to a global team and diverse user base

ASSUMPTION: This role offers growth opportunities through increased hours, expanded responsibilities, and exposure to diverse projects and users.

🌍 Location & Work Environment

Office Type: Remote (no physical office required)

Office Location(s): N/A (remote work)

Geographic Context:

  • KAYAK has offices in multiple countries, including the United States
  • Remote work allows for flexibility and work-life balance
  • Opportunity to work with a global team and user base

Work Schedule: Flexible, with the ability to increase hours as needed

ASSUMPTION: The remote work arrangement provides flexibility and the opportunity to work with a diverse, global team.

πŸ’Ό Interview & Application Insights

Typical Process:

  • Online application submission
  • Phone or video screen with the hiring manager
  • Portfolio review and writing test
  • Final interview with the team

Key Assessment Areas:

  • Writing samples and portfolio
  • Communication and collaboration skills
  • Understanding of UX writing principles
  • Alignment with KAYAK's brand tone of voice

Application Tips:

  • Tailor your resume and portfolio to highlight relevant experience and skills
  • Prepare examples of your work that demonstrate your ability to craft clear, user-centered copy
  • Be ready to discuss your approach to UX writing and how you incorporate user research and data into your process

ATS Keywords: UX Writing, Product Content Design, Copywriting, User-Centered Design, Collaboration, Data Analysis, A/B Testing, UX Research, Brand Tone, Documentation, Figma, Jira, Slack, CMS, Localization Tools

ASSUMPTION: The application process may vary depending on the specific needs of the hiring team and the volume of applicants.

πŸ› οΈ Tools & Technologies

  • Figma
  • Jira
  • Slack
  • CMS
  • Localization tools

ASSUMPTION: Familiarity with these tools is not required but may be beneficial for this role.

πŸ‘” Cultural Fit Considerations

Company Values:

  • Customer-centric
  • Innovative
  • Collaborative
  • Data-driven

Work Style:

  • Remote-friendly and flexible
  • Results-oriented and autonomous
  • Collaborative and team-focused

Self-Assessment Questions:

  • Do you have strong communication skills and the ability to work independently and collaboratively in a remote setting?
  • Are you comfortable working with data, A/B tests, and UX research insights to inform your writing?
  • Do you have experience crafting clear, user-centered copy for digital platforms?

ASSUMPTION: Candidates who align with KAYAK's values and work style will be a good fit for this role.

⚠️ Potential Challenges

  • Managing multiple projects and deadlines in a remote work environment
  • Adapting to a new brand tone of voice and writing style
  • Working with a diverse, global team and user base
  • Keeping up with industry trends and best practices in UX writing

ASSUMPTION: These challenges can be overcome with strong communication, organization, and a willingness to learn and adapt.

πŸ“ˆ Similar Roles Comparison

  • This role is similar to other Senior UX Writer positions but may offer more flexibility and remote work opportunities
  • KAYAK's global presence and user base provide unique challenges and opportunities compared to smaller organizations
  • This role may offer more growth opportunities than entry-level or junior UX writing positions

ASSUMPTION: Candidates should research similar roles and consider their preferences for company size, work arrangement, and growth opportunities when applying.

πŸ“ Sample Projects

  • Onboarding messages for the KAYAK Trips feature (calendar sync, notifications, etc.)
  • Rewriting the Explore or Flex Dates copy to better highlight the value and adhere to KAYAK style
  • Helping evaluate user benefits for products in a qualitative measure and structuring benefit priorities
  • Helping build a scalable messaging library to keep our copy consistent and efficient

ASSUMPTION: These projects are examples of the types of tasks a Senior UX Writer might work on at KAYAK. The specific projects and features may vary depending on the team's priorities and needs.

❓ Key Questions to Ask During Interview

  • Can you describe the team structure and how this role fits into the organization?
  • How does KAYAK approach UX writing and user research, and how will this role contribute to that process?
  • What are the most important qualities and skills for success in this role?
  • How does KAYAK support the professional development and growth of its UX writers?
  • What are the biggest challenges facing the UX writing team currently, and how can this role help address them?

ASSUMPTION: These questions are designed to help candidates better understand the role, the team, and the company, and to demonstrate their interest and engagement in the position.

πŸ“Œ Next Steps for Applicants

To apply for this position:

  • Submit your application through this link
  • Tailor your resume and portfolio to highlight your relevant experience and skills
  • Prepare examples of your work that demonstrate your ability to craft clear, user-centered copy
  • Be ready to discuss your approach to UX writing and how you incorporate user research and data into your process
  • Follow up with the hiring team one week after your application to express your continued interest in the position

⚠️ This job description contains AI-assisted information. Details should be verified directly with the employer before making decisions.