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

caringtransitionscareers · Chesapeake, VA

External listingfull-timeRecently

About The Role

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.

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