General Manager of Estate Sale Division

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.

Lead, Organize, and Maximize Estate Sales Success

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 a highly organized, sales-driven, and leadership-oriented individual to join our team as our General Manager of the Estate Sale Division in the Chicagoland area.

This part-time role is ideal for someone with estate sale, retail, event coordination, or auction experience who thrives in a fast-paced, people-focused environment. If you are looking to lead a team, maximize sales success, and ensure seamless estate sale events, this opportunity is 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 our General Manager of Estate Sales, you will oversee estate sale operations, team coordination, and customer experience, ensuring smooth execution and maximum revenue generation for our clients.

Leadership & Team Management

• Oversee a team of Estate Sale Specialists to ensure efficient and organized sales execution.
• Train, mentor, and delegate responsibilities to ensure smooth workflow and adherence to best practices.
• Ensure team members are punctual, professional, and customer-focused during sales events.
• Act as the point of contact for clients, buyers, and team members on-site.

Estate Sale Event Execution

• Plan, stage, and execute estate sales, ensuring a visually appealing and well-organized setup.
• Price and categorize items appropriately to maximize sale potential.
• Ensure secure handling of cash and card transactions, managing point-of-sale (POS) systems effectively.
• Monitor buyer activity, prevent theft, and maintain a safe and organized shopping environment.
• Provide exceptional customer service, answering questions about pricing, item history, and sale logistics.

Sales Optimization & Commission Potential

• Strategically adjust pricing and promotions throughout the sale to drive revenue.
• Encourage bulk purchases and upselling opportunities to enhance customer experience and sales volume.
• Potential for commission-based earnings tied to estate sale success in addition to hourly pay.

Post-Sale & Home Transition Coordination

• Oversee the breakdown of sales and ensure proper documentation of unsold inventory.
• Arrange for donations, cleanouts, and final client reviews to complete the transition process.
• Ensure the home is left broom-clean and ready for the next phase (resale, move-in, etc.).

Weekend Availability & Flexibility

• Estate sales primarily take place on weekends, requiring flexibility for Friday-Sunday shifts as needed.
• Availability for pre-sale staging, sale days, and post-sale cleanups is essential.

What We’re Looking For

We need a proactive, detail-oriented leader with sales expertise and a passion for customer experience.

Core Skills & Qualifications

✅ Estate Sale or Resale Experience – 5+ years of estate sales and resale experience.

✅ Leadership & Team Oversight – 2+ years of experience managing teams and delegating tasks effectively.

✅ Strong Organizational & Pricing Skills – Ability to assess, categorize, and stage items for maximum sale potential.

✅ Cash & Card Handling – Comfortable using POS systems, mobile payment apps, and processing transactions securely.

✅ Problem-Solving & Adaptability – Ability to adjust pricing, resolve customer inquiries, and keep sales running smoothly.

✅ Reliable & Professional – Always punctual, well-presented, and able to manage sales independently.

✅ Physical Stamina – Capable of standing, bending, lifting (up to 25 lbs), and working long shifts.

Additional Requirements

• Weekend availability required (Estate sales typically run Friday-Sunday).
• Valid driver’s license and reliable transportation (required).
• Smartphone proficiency (for scheduling, communication, and transaction processing).
• Background check required prior to hiring.

Why Join Top Tier Transitions?

🏆 Leadership Role – Oversee estate sales and team operations while making an impact.
💲 Commission Potential – Win/win incentive of 5% commission on sales greater than $10,000.
📆 Flexible Scheduling – Ideal for entrepreneurs, retail managers, and estate sale professionals.
🤝 Team-Oriented Culture – Work with motivated professionals in a fast-paced environment.
🚀 Opportunities for Growth – Expand into higher-level sales and operational leadership roles.

Join Our Mission

If you’re a natural leader, sales-savvy, and ready to run high-energy estate sales, we would love to hear from you!

📍 Location: Chicagoland area
📩 Apply today and help us create successful, well-managed estate sales that make a difference for families in transition!