Senior Transition Specialist - Part Time, Flexible

About Top Tier Transitions

From sorting cherished belongings to creating a comfortable new home, our team is committed to delivering thoughtful, trustworthy, and high-value solutions. Whether managing an estate sale, decluttering, or preparing a home for sale, we handle every detail with care and respect —because we know that transitions aren’t just about moving; they’re about honoring a lifetime of memories .

Make a Difference Every Day

At Top Tier Transitions , we provide expert senior relocation, downsizing, and estate management services to help families navigate life’s transitions with care, dignity, and efficiency . We are seeking compassionate, detail-oriented, and energetic individuals to join our growing team as Transition Specialists in the Chicagoland area .

If you are looking for meaningful part-time, flexible work where you can make a tangible impact on people’s lives while working with a supportive team—this is the role for you!

Our Core Values

1. 🌿 Act with Empathy - Every client’s story is different. We listen deeply and tailor our approach to honor each person’s journey with sensitivity and respect.
2. 🔒 Live with Integrity - Clients entrust us with their most personal spaces and possessions. We act with discretion, reliability, and transparency at every step.
3. 🤝 Simplify the Process - From planning to execution, we manage every element of the transition—so families can focus on what truly matters.
4. 💎 Rehome with Pride - We are passionate about giving new life to cherished items, ensuring that every piece is respectfully rehomed or sold to maximize its worth.
5. 🌟 Strive for Excellence - Our white-glove standard means going above and beyond—offering refined, reliable, and responsive support from start to finish.

Join us in making a meaningful difference in the lives of seniors and their loved ones.

What You’ll Do

As a Transition Specialist , you will provide hands-on assistance to seniors and their families during relocation, downsizing, estate sales, and home clean-outs . No two days are the same, but your core responsibilities will include:

Client Support & Transition Assistance

• Provide compassionate, world-class service to clients navigating significant life changes.
• Assist in downsizing, decluttering, and organizing belongings with care and sensitivity.
• Pack and unpack household items, helping to create a comfortable and functional new living space.
• Stage, sort, and label personal belongings for resale, donation, or disposal .

Estate Sales & Home Liquidation

• Photograph and catalog items for online auctions and estate sales .
• Assist in setting up and running estate sales , including working with buyers and handling transactions.
• Ensure maximum value for items through strategic resale and donation channels.

Logistics & Physical Tasks

• Lift and move items (up to 25 lbs ); larger items are handled by professional movers.
• Clean and prepare homes for sale or new residents.
• Travel locally to various client locations (Chicagoland area).

What We’re Looking For

We value empathy, integrity, and efficiency . The ideal candidate has:

Core Skills & Qualifications

✅ Compassion & Patience – You treat every client with respect, understanding that transitions can be emotional.
✅ Organizational & Time Management Skills – You can prioritize tasks and work in fast-paced, changing environments .
✅ Strong Communication – You engage professionally with clients, team members, and buyers.
✅ Attention to Detail – You handle personal belongings carefully and accurately document items.
✅ Physical Stamina – You can stand for long periods, navigate stairs, and lift items (up to 25 lbs ).

Additional Requirements

• Reliable transportation and willingness to travel within Chicagoland .
• Smartphone proficiency (for scheduling, timekeeping, and item documentation).
• Background check required prior to hiring.

Why Join Top Tier Transitions?

🌟 Make an Impact – Help seniors and families through some of life’s biggest transitions.
📆 Flexible Scheduling – Perfect for parents, retirees, students, or those seeking supplemental income .
🤝 Team-Oriented Culture – Work alongside caring, dedicated professionals .
💲 Competitive Pay – Hourly rate starting at $18-$20 per hour , based on experience.
🚀 Growth Opportunities – Be part of a fast-growing company with room for advancement.

Join Our Mission

If you’re ready to bring compassion, organization, and expertise to a role that makes a real difference, we would love to hear from you!

📍 Location: Chicagoland area
📩 Apply today and help us continue to provide seamless, high-quality transitions for seniors and their families .