Job Description

We are seeking a reliable, stable, and detail-oriented Jr Executive Assistant to support a serial entrepreneur overseeing multiple businesses under one roof, including a rental company with approximately 10 long-term rental properties.

This role is ideal for a highly organized self-starter who can bring focus, structure, and clear priorities to a wide range of projects and daily operations. The Executive Assistant will act as a first point of contact, helping filter requests to management, solve problems independently, and ensure tasks are completed efficiently; whether by doing the work directly, preparing what’s needed, or delegating appropriately.

Strong communication skills, sound judgment, and the ability to “jump in” where needed are essential. Tech-savviness, adaptability, and professionalism are key to success in this role.

Key Responsibilities

• Serve as the first line of contact for management, handling phone, email, and in-person inquiries

• Support senior staff with bookkeeping, property management, and administrative tasks

• Communicate directly with tenants and guests, including scheduling, issue resolution, and follow-ups

• Update and manage contracts, records, and documentation

• Show rental properties and meet with tenants or guests as needed

• Update websites and online listings

• Assist with resolving discrepancies and operational issues

• Post items for sale and manage related communications

• Assist with setting up for events (including weddings) on occasion

• Perform or assist with cleaning rentals or guest rooms when required

Work may take place indoors or outdoors, depending on daily needs.

Required Skills & Qualifications

• Excellent written and verbal communication skills

• Strong organizational skills and attention to detail

• Professional, calm, and solution-oriented demeanor

• Ability to prioritize and manage multiple tasks independently

• Strong problem-solving and negotiation skills

• Tech-savvy and comfortable learning new systems

Practical skills include (but are not limited to):

• Google Docs and Google Sheets

• Excel spreadsheets

• Strong command of written and spoken English

Compensation

• $18/hour starting wage for the first 100 hours of training

• $21/hour after 150 hours, pending performance review

• Performance reviews and pay adjustments based on performance, aptitude, pace, efficiency, and leadership

Hours & Schedule

• Full-time: 20–40 hours per week

• Scheduled work hours fall between 8:00 AM and 7:00 PM

• Flexible schedule required

• Ability to work some weekend shifts is required

How to Apply

Interested applicants should email the following to [email protected]
(No phone calls, please.)

Please include:

• The position you are applying for

• Your resume (including salary history)

• Two character references

• Contact seller
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