Part-Time | Flexible Schedule | Chicagoland Area
At Top Tier Transitions, we specialize in senior relocation, downsizing, and estate management services. From sorting cherished belongings to creating a comfortable new home, our team delivers thoughtful, trustworthy, and high-value solutions with care and discretion.
Whether managing an estate sale, decluttering a lifetime of possessions, or preparing a home for sale, we handle every detail with respect—because transitions aren’t just about moving. They’re about honoring memories, preserving dignity, and supporting families during meaningful life changes.
At Top Tier Transitions, we believe life experience is an asset.
We are seeking compassionate, dependable individuals to join our team as Senior Relocation & Downsizing Specialists . This role is ideal for professionals who bring patience, emotional intelligence, and strong organizational skills—and who find purpose in helping others during important life transitions.
Many of our most successful team members come from backgrounds in education, healthcare, caregiving, administration, customer service, or have developed strong organizational skills through managing households and families. If you are calm under pressure, detail-oriented, and naturally supportive, you will thrive in this role.
This is meaningful, flexible part-time work for individuals who value people, professionalism, and purposeful service.
As a Senior Relocation & Downsizing Specialist, you will provide hands-on support to seniors and their families during relocation, downsizing, estate sales, and home preparation projects.
No two days are the same, but your responsibilities will include:
Deliver compassionate, high-touch service to clients navigating emotional transitions
Assist with downsizing, decluttering, and organizing belongings with care and sensitivity
Pack and unpack household items to create functional, comfortable new living spaces
Thoughtfully sort and stage belongings into Keep, Resale, Donation, or Disposal categories
Support estate sale preparation and item organization
Help prepare select items for approved resale channels when appropriate
Coordinate donations to meaningful local organizations so items are respectfully rehomed and continue serving others within the community
Lift and move items (up to 25 lbs; larger items handled by professional movers)
Clean and prepare homes for sale or new occupants
Travel locally to client homes throughout the Chicagoland area
We value empathy, integrity, and efficiency. The ideal candidate demonstrates:
✅ Compassion & Patience – You treat every client with dignity and understanding
✅ Strong Organizational Skills – You thrive in fast-paced, ever-changing environments
✅ Professional Communication – You interact confidently with clients, families, and team members
✅ Attention to Detail – You handle personal belongings with care and accuracy
✅ Physical Stamina – You can stand for extended periods, navigate stairs, and lift up to 25 lbs
Reliable transportation and willingness to travel within the Chicagoland area
Smartphone proficiency (scheduling, time tracking, documentation)
Background check required prior to hiring
🌿 Act with Empathy – Every client’s story is unique. We listen deeply and tailor our approach with sensitivity and respect.
🔒 Live with Integrity – Clients entrust us with their most personal spaces and possessions. We operate with discretion, reliability, and transparency.
🤝 Simplify the Process – We manage every element of the transition so families can focus on what matters most.
💎 Rehome with Pride – We thoughtfully rehome, resell, or donate belongings with care—ensuring each item is treated respectfully and, when possible, continues to bring value within the community.
🌟 Strive for Excellence – Our white-glove standard means going above and beyond—offering refined, reliable, and responsive support from start to finish.
🌟 Make a Real Impact – Support seniors and families during some of life’s biggest transitions
📆 Flexible Scheduling – Ideal for parents, retirees, students, or those seeking supplemental income
🤝 Collaborative Culture – Work with a caring, supportive, and professional team
💲 Competitive Pay – $18–$20 per hour, based on experience
🚀 Growth Opportunities – Join a growing company with potential for advancement
If you’re ready to bring compassion, organization, and excellence to a role that truly matters, we would love to hear from you.
📍 Chicagoland Area
📩 Apply today and help us continue delivering seamless, dignified transitions for seniors and their families.
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