Sr Executive Assistant, Enterprise Leadership

Join to apply for the Sr Executive Assistant, Enterprise Leadership role at Wayfair

This position is a hybrid in-office role that works out of our Boston HQ. Monday-Thursday will be working in office and Friday is WFH. This is not a virtual / remote position. Wayfair, one of the largest and most innovative destinations for home furnishings and décor, is seeking an Executive Assistant to support the senior leaders of our Legal and Finance teams.

This is an exciting opportunity to play a key role at one of Boston’s fastest-growing companies - partnering directly with dynamic leaders who are shaping the future of how people shop for their homes.

At Wayfair, our Executive Assistant team is the driving force behind our executives’ success. We are strategic partners who manage complex global calendars, coordinate seamless travel, and take ownership of cross-functional projects that move the business forward. We bridge teams, build strong relationships, and bring clarity and momentum to fast-moving initiatives. Above all, we are dedicated to empowering our executives and contributing to the overall growth and success of the company.

The ideal candidate thrives in a fast-paced environment, brings exceptional organization, planning, and problem‑solving skills, and approaches every challenge with curiosity, composure, and a sense of humor. This is a unique opportunity for an experienced Executive Assistant ready to elevate their career and make a lasting impact at a company that’s redefining the home experience.

• Serve as a strategic partner to 3-5 senior leaders across the Enterprise organization, driving focus, efficiency, and impact through proactive support.
• Manage complex global calendars, balancing multiple time zones and priorities while anticipating needs and resolving conflicts before they arise.
• Plan and execute detailed domestic and international travel, adapting swiftly to evolving schedules and ensuring seamless logistics.
• Prepare and process monthly business expenses accurately and on time.
• Partner with teams to plan and deliver impactful meetings, offsites, and events that foster alignment and connection.
• Build strong relationships, bridge teams, and drive clarity across global initiatives.
• Maintain a customer‑centric approach, ask pertinent questions in meetings, and readily adapt to new challenges.
• Contribute to a collaborative EA community – sharing best practices and maintaining a proactive, solutions‑driven attitude. Provide coverage for fellow EAs as needed, ensuring seamless continuity across leadership support.
• Excel in a dynamic, global workplace by managing multiple priorities with professionalism and composure.

• 3+ years of administrative experience, including 1+ years supporting Director‑level leaders in a fast‑paced, global environment.
• Advanced proficiency in Google Enterprise Suite tools (Calendar, Mail, Drive, Docs, Sheets, Slides, and Meet).
• Ability to anticipate needs, think several steps ahead, and pivot seamlessly as priorities shift.
• Strong interpersonal skills with the ability to influence, give constructive pushback, and build trusted partnerships.
• Meticulous organization, planning, and follow‑through to ensure flawless execution.
• Comfort with ambiguity, adaptability to change, and a steady, positive presence under pressure.
• A proactive mindset that anticipates what will drive success – for your executives and the broader team.

Wayfair is fully committed to providing equal opportunities for all individuals, including individuals with disabilities. As part of this commitment, Wayfair will make reasonable accommodations to the known physical or mental limitations of qualified individuals with disabilities, unless doing so would impose an undue hardship on business operations. If you require a reasonable accommodation to participate in the job application or interview process, please let us know by completing our Accommodations for Applicants form.

For more information about applying for a career at Wayfair, visit our FAQ page here.

Wayfair is one of the world’s largest…