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