Virtual Executive Assistant Part-time in a Montessori Preschool and Personal Assistant

Position Overview:
The Virtual Administrative Assistant will play a vital role in ensuring smooth daily operations by managing administrative tasks, supporting enrollment processes, and assisting with various organizational needs — all from a remote setting. The ideal candidate is proactive, tech-savvy, and aligned with Montessori values of respect, patience, and clear communication.

This individual will also serve as the Director's Personal Assistant in managing extremely complex scheduling needs for four homeschooled children and Joy's other needs.

Ideal candidates will enjoy a fast paced environment and have past experience as Executive Assistants to c-level executives managing complex scheduling, delegation, problem solving and proactively creating systems for efficiency both in a professional and home environment.

About Us:
Montesshare is a small, nurturing Montessori preschool dedicated to fostering independence, creativity, and a lifelong love of learning in young children. Our passionate educators and close-knit community support each child’s individual growth and development following the Montessori philosophy.

We are currently seeking a highly organized, detail-oriented Virtual Administrative Assistant to provide remote support to our school’s administrative operations.

Hours and Compensation:
• Approx. 1 - 10 hours per week (flexible schedule; occasional set hours for key tasks)
• Remote position with occasional virtual meetings
• Compensation: between $15 - $25 per hour

QUALIFICATIONS:
• Excellent written and verbal communication skills.
• Highly organized with strong attention to detail.
• Proficient in Google Workspace (Docs, Sheets, Calendar, Gmail), Microsoft Office, and comfortable learning new digital tools.
• Familiarity with Montessori philosophy is highly desirable.
• Ability to work independently and manage time effectively in a remote environment.
• Warm, friendly, and professional demeanor when communicating with families and staff.
• Language: fluent in spoken and written English (required)
• Possess current U.S. work authorization

RESPONSIBILITIES:
• Manage incoming emails and phone calls; respond to parent inquiries or direct them appropriately.
• Maintain and update student records and enrollment documentation.
• Assist with scheduling.
• Coordinate billing and tuition payment processing with our billing system.
• Support marketing efforts including social media posts and website updates.
• Prepare and distribute school announcements, calendars, and event reminders.
• Other miscellaneous projects.
• Maintain confidentiality of all sensitive information.

To Apply:Please submit your resume and a brief cover letter answering the following questions to :
• What has been your most valuable experience working administratively so far? Why?
• Why do you think you would be a good fit for our unique environment?

‘About the Founder – Joy Wilder:

Joy Wilder is the founder and owner of Montesshare. She is also the co-founder/co-owner of

, an authentic Montessori preschool for 1–6 year olds in D.C., which has won Best of D.C. Preschools for the last five years. She is a homeschool Mom to her four beautiful children, former Location Pastor and founder of . She is well versed in creating a beautiful Montessori, educational space and equipping parents to parent joyfully.

We look forward to hearing from qualified candidates!

The Benefits and Behind the Scenes of Working at Montesshare:(These are benefits for our full-time teachers and give an overview of the organization for which you’d be working.)
• 401k with $1:$1 matching for the first 3% and then $.50:$1 matching up to 6% (employee puts in 6% and Montesshare matches 4.5%) (norm is 3% matching)
• 4 weeks paid vacation (1 Fall Break, 2 Winter Break, 1 Spring Break)
• 10 Federal Holidays paid
• 3 days PTO
• 6 weeks unpaid summer vacation
• Weekly Staff Team Meeting for 30 minutes and then Director and Lead meet 1:1 30 minutes
• Monthly Director and Assistant 1:1 Meeting, 30-60 minutes
• Montessori network dinners 2-3 times/year
• Montesshare Teachers Plus One Dinner 1 time/year
• Willing to pay for Assistant Training and/or full blown training - there would be a commitment involved for payback if leave early.
• Small organization with a responsive boss and extremely healthy, joyful work environment.
• Opportunity to learn and develop personal skills and self-development skills.
• We attract wonderful families.

Job Type: Part-time

Pay: $16.00 - $21.00 per hour

Expected hours: 1 – 10 per week

Application Question(s):
• Do you have at least one year administrative experience working in a Montessori preschool?
• Do you have experience with bookkeeping, accounting and/or invoicing?
• Do you have experience with social media marketing?

Experience:
• Administrative: 1 year (Required)

Work Location: Remote

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