Downsizing, Online Auction & Estate Sale Team Member

Looking for meaningful, flexible part-time work?

Caring Transitions of North Madison & Sun Prairie helps seniors and families with downsizing, relocation, estate sales, online auctions, and home clean-outs. We are looking for dependable, compassionate, and detail-oriented team members who enjoy organizing, researching, and helping others.

This is an active, hands-on position inside clients’ homes throughout North Madison, Sun Prairie, and surrounding areas. Local travel is required, and weekly hours may vary based on scheduled projects.

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  Sort and organize belongings for sale, donation, relocation, recycling, or disposal

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  Assist seniors and families with downsizing and home organization

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  Prepare furniture, collectibles, and household items for CTBids online auctions

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  Research items and write clear, accurate auction descriptions

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  Measure and photograph items using a smartphone

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  Upload photos and item details into auction and inventory apps

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  Set up merchandise, tables, displays, and signage for estate sales

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  Assist customers and help process purchases during sales

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  Organize sold items for customer pickup

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  Pack belongings and assist with light clean-out tasks

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  Handle clients’ homes and belongings with care, compassion, and respect

• Dependable, punctual, and able to work well with a team

• Compassionate and nonjudgmental when working with seniors and families

• Organized with strong attention to detail

• Comfortable working in cluttered, dusty, or changing environments

• Able to stand, bend, reach, walk, and remain active during projects

• Comfortable using smartphones, apps, and digital tools

Experience with senior transitions, estate sales, antiques, collectibles, online auctions, organizing, moving, or resale is a plus—but not required. We are happy to train the right people who are dependable, eager to learn, and enjoy helping others.