Estate Sale Associate - Part-Time (Hybrid Online & In-Person)

Company: Caring Transitions
Location: Chesapeake
Posted on: February 17, 2026

Job Description:

Job Description Job Description Estate Sale Associate (Hybrid: Online & In-Person Sales) Location: Chesapeake / Virginia Beach / Hampton Roads Company: Caring Transitions of Chesapeake & Virginia Beach West Job Type: Part-Time (with opportunity for more hours) About Us 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 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 Assist with 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) Assist customers during sale hours Answer basic questions and help locate items Handle transactions using point-of-sale systems Assist with 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 While hours may vary slightly based on the size and scope of each estate, a typical work week generally looks like this: 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 this position is a great fit. Powered by JazzHR dRF9gTBwcA

Keywords: Caring Transitions, Chesapeake , Estate Sale Associate - Part-Time (Hybrid Online & In-Person), Seasonal Jobs , Chesapeake, Virginia