Personal Assistant

Personal Assistant – Bellevue/Seattle Area (Remote-Primary) Part-Time | 15 Hours/Week

Company Overview:

Pepper's Personal Assistants is a fast-growing executive services organization that launched in 2012. Executives, business owners, and busy professionals contact us to handle their household tasks, chores, and projects. We make our clients' life easier, allowing them to focus on their families, careers, and other activities they love.

About the Role

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.

Hours: 15 hours per week, Monday–Friday between 9am–5pm. Flexible and negotiable 

Compensation: $28 - $31 per hour, based on experience.

Location: This is an on-site position, and candidates must live in the greater Seattle area.

Start Date: ASAP. 

What You'll Do

• 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

What We're Looking For

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

Physical Requirements:

• Ability to lift up to 35 pounds.
• Valid driver’s license and reliable transportation.

Who You Are:

• Experienced in household management with a passion for service.
• Strong organizational skills and attention to detail
• 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.

Why Pepper’s?

• Competitive Compensation and Benefits: All employees, including part-time team members, earn a competitive hourly wage and enjoy benefits including a 401(k) plan with employer match, tech stipend, paid time off, company-paid holidays, and paid sick leave.
• Direct Employment and Team Support: Pepper’s is the direct employer for all Personal Assistants (PAs). This is not a placement agency role, and all PAs are hired as W-2 employees of Pepper’s. Experience a positive team culture with ongoing support from management and opportunities for professional development.
• Culture of Growth: Stay prepared for quick placement with our dedicated client-matching process.
• Flexible Scheduling: Achieve a work-life balance with flexible hours tailored to client needs.

Pepper's PA Core Values

Our core values shape our culture with purpose, guiding us in hiring, evaluating, and celebrating our team members. These values aren't just words; they're our way of life. Here at Pepper’s Personal Assistants, we have four core values: One For All and All For One, FITFO (Figure It The F**k Out), Growth Mindset, and Provide Ease.

One For All and All For One At Pepper’s Personal Assistants, we live by the principle of collective trust and respect. Employees trust their leadership team, leadership trusts their team, and clients trust us all. We are always assuming the best intentions from our team members. We treat everyone with kindness and respect, ensuring a positive and supportive workplace. We encourage everyone to contribute creative ideas, making our team shine brighter together. We are committed to maintaining and enhancing Pepper’s good name. We do everything for the Greater Good of Pepper's.

FITFO (Figure It The F**k Out) In our fast-paced environment, we value a proactive and solution-oriented mindset. That means diving in and solving problems independently with a can-do attitude. We are always proactive, staying one step ahead and anticipating needs. We get things done quickly, accurately, and efficiently. This value is about owning your work and its outcomes, while always following through on what you say you’ll do.

Growth Mindset We believe in continuous improvement and learning. We love feedback and use it to grow. We are confident yet always open to learning and improving. We keep a positive and constructive outlook, creating a drama-Free workplace where professionalism prevails and unnecessary conflict is avoided. We embrace change and adapt in our dynamic environment.

Provide Ease Making things easier for everyone is at the heart of what we do. Strong 

communication is our secret to success, ensuring clear and concise communication. We stay organized and anticipate needs. We pay attention to the little things that make a big difference. This value means being the dependable person everyone can count on. Lastly, we adapt and do whatever it takes to make things easy for everyone.

Pepper’s Personal Assistants is committed to equality and diversity in the workplace. We encourage applicants of all backgrounds to apply.