Assistant Sales Manager

Behind every great company is a culture created by the professionals who work there. It’s what has earned Baird & Warner a Top Workplace designation from the Chicago Tribune ten times. Throughout our rich history, we’ve stayed true to the belief that when you give people the support they need, amazing things happen. That’s why we empower you to be independent, grow in your career, do the right thing by your colleagues and your community, and have a true work/life balance. We truly care about making our team feel part of something bigger by sharing a single purpose — making it easier for homebuyers and sellers to realize their real estate dreams.

The Assistant Sales Manager supports the office in driving agent success, retention, and growth. This role combines hands-on daily agent support with coaching, training, recruiting, and special projects at both the office and company level. The ideal candidate is a proactive relationship-builder who thrives on helping real estate agents solve problems, grow their skills, and stay engaged with the brokerage.

Agent Coaching, Support & Retention

• Coach experienced agents to help them improve performance and navigate challenges

• Provide transactional and paperwork assistance, general advice, and marketing guidance to agents

• Attend agent broker tours, client events, and personal milestones to strengthen agent relationships and support retention

Training

• Lead small-group training and business planning for new agents
• Develop and deliver soft- and hard-skill training for all level agents, including creating new content (business generation, processes, rule updates, documentation)

Recruiting

• Network with local agents to identify recruiting opportunities
• Assist with new agent interview process

Additional

• Partner with office staff on process improvement initiatives
• Work with managers to enhance the overall agent experience
• Assist in the planning and execution of monthly sales meetings
• Support office parties, large trainings, and Good Will Works community events
• Increasing ONE Company Support (mortgage, title, insurance)

• Strong background in real estate sales, brokerage operations, or agent support
• Excellent coaching, communication, and relationship-building skills
• Comfortable presenting to groups and developing training content
• Highly organized with the ability to manage multiple ongoing priorities (daily, weekly, monthly, and as-needed tasks)
• Experience with real estate platforms a plus
• Collaborative mindset — works closely with managers, staff, and company teams

$50,000-$60,000 plus commission

• Medical
• Dental
• Vision
• PTO
• VTO
• 401K