Downsizing, Online Auction & Estate Sale Associate

Caring Transitions of Madison North & Sun Prairie
Part-Time | $17–$20 per hour, based on experience

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.

Responsibilities

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

• Assist seniors and families with downsizing and home organization

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

• Research items and write clear, accurate auction descriptions

• Measure and photograph items using a smartphone

• Upload photos and item details into auction and inventory apps

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

• Assist customers and help process purchases during sales

• Organize sold items for customer pickup

• Pack belongings and assist with light clean-out tasks

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

Professional movers handle items requiring specialized or heavy lifting.

Qualifications

• 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

• Reliable transportation and willingness to travel locally

• Flexible weekday and occasional weekend availability

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.

What We Offer

• $17–$20 per hour, based on experience

• Flexible, project-based scheduling

• Paid training

• Supportive team environment

• Varied and meaningful work

• An opportunity to make a positive difference for seniors and families