Personal Assistant

Pepper's Personal Assistants • Bellevue, WA

10d • Hybrid

About The Position

Pepper's Personal Assistants is seeking a highly organized, tech-savvy Personal Assistant to support a client with complex, evolving needs, based primarily in Massachusetts with strong ties to the Bellevue/Seattle area. This is a predominantly remote role with in-person availability required in the greater Bellevue area. We are looking for someone who is highly self-directed with strong time management skills and a track record of following through. This is not a passive support role — we're looking for someone who thinks ahead, moves fast, and can manage complex, multi-layered logistics with grace and discretion.

Requirements

• Exceptional organizational skills and attention to detail
• Strong tech proficiency — you're comfortable with calendaring tools, travel platforms, project management apps, and whatever else gets the job done
• Experience with international travel planning and/or relocation logistics
• Ability to work independently, anticipate needs, and stay ten steps ahead
• Discreet, professional, and calm under pressure
• Local to the Seattle/Bellevue area
• Ability to lift up to 35 pounds.
• Valid driver’s license and reliable transportation.
• Experienced in household management with a passion for service.
• Proactive mindset - noticing and handling household needs without being asked
• Trustworthy, punctual, and dependable
• Someone looking for a long-term role
• Independent, with a knack for taking initiative.
• Excellent communicator, both verbally and in writing.
• Trustworthy and respectful of privacy.

Nice To Haves

• Italian language skills are a plus — one family member is a primary Italian speaker

Responsibilities

• Manage complex, fast-moving calendars and coordinate across time zones
• Plan and book domestic and international travel, including accommodations, transportation, and itineraries
• Coordinate a major international relocation to Italy, target departure: August 2026, PA will continue to support this client while abroad.
• US storage logistics
• Setup and coordination of new residence in Italy
• International pet transport for cats
• Handle personal errands and in-person tasks in the Seattle/Bellevue area as needed
• Anticipate the client's needs and proactively manage day-to-day coordination
• Liaise with family members and other contacts on the client's behalf

Benefits

• 401(k) plan with employer match
• tech stipend
• paid time off
• company-paid holidays
• paid sick leave

What This Job Offers

• Job Type: Part-time
• Career Level: Mid Level
• Education Level: No Education Listed