Executive Assistant - Real Estate

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TYPE OF WORK

Full Time

SALARY

?39,300 - ?48,000 per month

HOURS PER WEEK

60

DATE UPDATED

Jan 6, 2026

JOB OVERVIEW

Executive Assistant — Ponsonby's Real Estate

Location: Remote (Must work US Central Time hours, 8 AM–5 PM CT)

Type: Full-time, Salaried

Compensation: $18,000–$24,000/year depending on experience

About Us
Ponsonby's Real Estate specializes in luxury vacation homes in the Lake Geneva, Wisconsin area. We're a high-volume operation that values precision, clear communication, and getting things done right.

The Role
You'll be the operational hub between ownership and our team of managers/specialists. Your job is to keep projects moving, ensure nothing falls through the cracks, and communicate feedback clearly so deliverables meet our standards.
This role grows with you — start by mastering coordination, and earn decision-making authority as trust builds.

Requirements
Reliable VPN access to ensure secure connections
Must be available by phone throughout the workday — we communicate heavily by phone, not just chat/email
Quiet workspace suitable for frequent calls

Responsibilities
Manage scheduling and calendar coordination
Track projects across multiple workflows and hold tea ---------- mbers accountable to deadlines
Communicate ownership feedback to managers and contractors clearly and professionally
Maintain and update CRM records
Manage email inbox — flagging priorities, drafting responses, organizing communication
Create and maintain project documentation and status updates
Identify bottlenecks and proactively solve or escalate issues

You're a Great Fit If You
Have 2+ years of experience as an EA, project coordinator, or operations role
Are highly organized with sharp written English
Can work independently and don't need hand-holding
Are comfortable holding others accountable without being abrasive
Have experience with CRM systems and project management tools
Thrive in fast-paced environments with multiple priorities

Bonus Points
Real estate industry experience
Familiarity with US real estate marketing workflows

To Apply:

(1) Change the subject line to: "I Want to Work for You [Insert the number of views for videos found at ---------- /ponsonbys-creative-portfolio here]"

(2) What is the name of my third company? (Check out my website)

(3) At the top of your message, write 2-3 sentences on why you want this position and why you're a good fit. Do not write more than that or your application will be deleted.

(4) Describe a time you had to hold someone accountable to a deadline without damaging the relationship. Keep it to 3-4 sentences max.

(5) What project management or CRM tools have you used? List them briefly.

Make sure to follow all the steps above. Send email to ---------- is a great opportunity with room for bonuses and raises, so I will only review applicants who demonstrate they really want the job. If I d ---------- to interview you, there will be a short video call — video will be required.

Thanks,

Chris Ponsonby

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