About Caring Transitions

Estate Sale Lead
Caring Transitions of Milford

Position Overview
The Estate Sale Lead is responsible for leading the setup and execution of estate sale projects while ensuring organization, efficiency, and a positive customer experience. This role requires strong organizational skills, leadership, attention to detail, and the ability to manage staff, timelines, and project execution while maintaining Caring Transitions standards.

Primary Responsibilities:

Estate Sale Setup
• Lead the physical setup of estate sales including organizing, sorting, staging, pricing, and merchandising items
• Remove items from cabinets, closets, shelves, hutches, and storage areas to create appealing displays
• Arrange tables, shelving, and displays to maximize visibility and shopping flow
• Ensure all items are properly tagged and categorized
• Maintain cleanliness and organization throughout setup
• Assist with organizing sale spaces to maximize customer flow and shopping experience

Team Leadership
• Guide and direct setup staff while assigning responsibilities throughout projects
• Ensure team members are working efficiently within allotted project hours to ensure deadlines are met
• Utilize limited Google Lens and research to assist with item identification and pricing when necessary
• Assist with training newer team members on setup standards and processes
• Communicate project progress, concerns, and potential timeline impacts to Leadership

Project Management
• Work within project timelines and assigned labor budgets
• Maintain strict adherence to project hours and staffing plans
• Identify potential issues that may impact project completion timelines
• Assist with project planning and execution to ensure deadlines are met
• Ensure projects remain organized and on track from setup through completion

Marketing and Communication
• Provide all project photos and brief item descriptions to Leadership in a timely manner to ensure marketing deadlines are met
• Support content collection for estate sale marketing across EstateSales.org, EstateSales.net, Facebook, and other marketing channels
• Work with Leadership to craft messaging and content for emails distributed through the Caring Transitions
database

Sale Execution
• Assist with sale day operations including customer interaction, crowd management, and maintaining merchandise displays
• Help restock tables and maintain organization throughout sale days
• Identify items requiring management attention or pricing review
• Place estate sale directional signs throughout approved locations prior to sale opening and remove all signage promptly following the sale
• Interact with customers throughout the sale to build relationships and encourage email list sign ups
• Encourage satisfied customers to provide 5-star reviews based upon their experience during the sale
• Assist with checkout processes and customer questions as needed

Qualifications
• Strong organizational skills with attention to detail
• Ability to lift, move, and carry boxes, furniture, and household items
• Comfortable standing, bending, climbing stairs, and working in residential environments
• Ability to lead small teams and provide direction
• Strong communication and problem-solving skills
• Comfortable using smartphones, apps, and basic technology for project work
• Previous retail, merchandising, moving, estate sale, leadership, or customer service experience preferred but not required

Success in This Role Looks Like
• Projects completed on schedule and within budgeted hours
• Organized, visually appealing estate sale setups
• Strong teamwork and positive customer interactions
• Positive customer reviews and repeat shoppers
• Ability to independently manage portions of projects with minimal supervision

Schedule Requirements
• Hours vary based on project schedules
• Some early mornings may be required
• Schedule flexibility required based upon project needs

Pay: Starts at $23. Bumped up to $25 after 90 Days. 

Reports To
Co-Owners / Leadership Team