Estate Sale Associate – Part-Time (Hybrid Online & In-Person)
About the role
Caring Transitions of Chesapeake & Virginia Beach West specializes in estate sales, online auctions, relocations, and clear-outs. We use a hybrid estate sale model, combining online auctions through CTBids with traditional in-person estate sales, allowing us to maximize value for our clients and create a better buying experience.
We’re looking for reliable, detail-oriented team members who enjoy hands-on work, variety in their day, and being part of a supportive, fast-paced team.
Position Overview
As an Estate Sale Associate, you’ll assist with both online auction preparation and on-site estate sales. This role is ideal for someone who enjoys organizing, working with unique items, helping customers, and being on their feet.
No two days are the same — one day you may be photographing collectibles for online bidding, and another day you’ll be assisting customers at an in-person estate sale.
Key Responsibilities
Online Estate Sale (CTBids) Support
- Sort, stage, and organize estate items for online auctions
- Photograph items accurately and consistently
- Aid in creating basic item descriptions and inventory tracking
- Help prepare items for customer pickup or shipping
- Maintain clean, organized workspaces during prep days
In-Person Estate Sale Support
- Set up estate sale spaces (tables, displays, signage)
- Aid customers during sale hours
- Answer basic questions and help locate items
- Handle transactions using point-of-sale systems
- Aid in pricing adjustments and end-of-sale breakdown
General Duties
- Maintain professionalism and compassion when working in client homes
- Follow company procedures for handling estate property
- Work as part of a team to meet deadlines and sale schedules
- Light lifting and moving of household items as needed
Qualifications
Reliable transportation and punctuality are required
Comfortable working in private homes
Able to lift up to 40 lbs with assistance
Strong attention to detail and organization
Friendly, professional demeanor with customers and clients
Comfortable using a smartphone (photos, basic apps) with unlimited data
Estate sale, retail, or customer service experience is a plus — but not required
What We Offer
Competitive hourly pay: Employees typically start between $14–$17 per hour, depending on experience, with opportunities to earn up to $20 per hour based on performance and skill development.
Additional compensation: Team members are eligible for performance-based team bonuses when estate sales meet or exceed established targets.
Flexible scheduling (weekday prep + weekends)
Variety — no repetitive shifts or environments
Opportunity to learn estate sales, online auctions, and resale markets
Supportive team and clear expectations
Schedule Expectations
Sunday and Monday: Off
Tuesday & Wednesday: Core hours 9:00 AM – 3:00 PM (Occasionally may extend to 4:00 or 5:00 PM depending on workload)
Thursday: Half day or off, if prep work is complete
Friday: 7:00 AM – 2:00 PM (In-person estate sale day)
Saturday: 7:00 AM – 2:00 PM (In-person estate sale day/Online Pickup Day)
Why This Role Works
If you enjoy:
Hands-on work
Organizing and staging
Unique items and collectibles
A mix of independent and team-based tasks