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Homes.com Regional Director, Field Sales Accounts - Chicago, IL

CoStar Group · Chicago, IL · $110,000–$125,000 a year · Full time

Posted Oct 2, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about the best sales team you have built. What made it work?

What they are checking: Whether they can build culture, skill and results, not just manage numbers.

How do you spend your time in the field with your reps?

What they are checking: Whether they coach through ride-alongs and real meetings rather than managing from a desk.

How do you keep reps from burning out in a high-activity, high-target role?

What they are checking: Whether they manage pace and morale so good people stay and keep performing.

Tell me about a time you had to let a salesperson go. How did you handle it?

What they are checking: Whether they make hard people decisions fairly, with documentation and respect.

How do you bring feedback from agents back to the product team?

What they are checking: Whether they help the company improve by sharing what customers really say.

What would you do

How would you lead field sales reps selling Homes.com memberships to residential agents and brokerages?

What they are checking: Whether they have a clear plan for coaching and growing a field team in a fast-growing product.

A popular local agent says they already get enough leads from other portals. How should your rep respond?

What they are checking: Whether they understand Homes.com's value story and can teach reps to sell against established competitors.

How do you handle a rep who works hard but is not closing?

What they are checking: Whether they find the specific skill gap and coach it rather than just pushing for more effort.

Homes.com wants to be number one. What would you focus on in the Chicago market to get there?

What they are checking: Whether they think strategically about market share, key brokerages and local competition.

About the work

What activity metrics matter most for a field sales team selling to real estate agents?

What they are checking: Whether they know which daily actions lead to closed deals in this kind of sale.

Practice this interview out loud.

Offer builds a real interview for this exact role at CoStar Group from your resume and this job description, asks the questions one at a time, and tells you what landed. The first one is free.

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The full job description

As published by CoStar Group.

Homes.com Regional Director, Field Sales Accounts - Chicago, IL <br> Job Description <br> Company Overview CoStar Group is a leading global provider of commercial and residential real estate information, analytics, and online marketplaces.  Included in the S&P 500 Index, CoStar Group is on a mission to digitize the world’s real estate, empowering all people to discover properties, insights and connections that improve their businesses and lives. We have been living and breathing the world of real estate information and online marketplaces for over 35 years, giving us the perspective to create truly unique and valuable offerings to our customers.  We’ve continually refined, transformed and perfected our approach to our business, creating a language that has become standard in our industry, for our customers, and even our competitors.  We continue that effort today and are always working to improve and drive innovation.  This is how we deliver for our customers, our employees, and investors.  By equipping the brightest minds with the best resources available, we provide an invaluable edge in real estate. Homes.com Overview Homes.com is the fastest-growing real estate portal in the industry, and we are driven to be #1. CoStar Group has 20+ years' experience in leading and growing digital marketplaces, and we pride ourselves on continually improving, innovating, and setting the standard for property search and marketing experiences. Just ask Brad Bellflower, Chief Change Officer at Apartments.com. After its acquisition in 2014, Apartments.com quickly turned into the most popular place to find a place. We have achieved success at the highest level – and we’re doing it again with the new Homes.com. With Homes.com we’re building a brand on the cusp of defining the industry. We’re looking for big thinkers, high achievers, and creative professionals ready to influence a new age of homebuying within a tried-and-true, award-winning company. Learn more about Homes.com . Position Overview As the Homes.com Regional Director for the Field Sales Account Executives, you will be responsible for ensuring the development and successful growth objectives for the Homes.com product for their region/team. The RD is responsible for growing and developing the region’s brand presence by educating and demonstrating the Homes.com products to new customers and ensuring high levels of customer service to ensure sales deal success. The Regional Director will manage the daily activities of the Field Sales Account Executives, which include attending brokerage sales meetings, local Board of Realtors events, and calling on potential clients to close sales deals. All new Regional Directors receive extensive classroom and field training, ensuring they are equipped with the product and industry knowledge needed to build market credibility, proudly represent our brand, and achieve career success! Responsibilities • Attract, hire, motivate, and develop high impact Field Sales Account Executives capable of meeting/exceeding defined monthly sales revenue targets • Spend 3-4 days per week in the field with their representatives and provide coaching and training as necessary to enhance their presentation, communication skills, and closing skills • Monitor team performance and hold representatives accountable to the required level of sales activities and KPIs to ensure the achievement of business performance targets and standards • Establish individual and team performance targets that align with overall business goals. Monitor performance and take action, as necessary, to ensure timely resolution of performance issues and personnel changes required to ensure sales targets are achieved • Develop and mentor all team members to high level of success hitting monthly KPI/sales targets • Ensure CoStar Group culture and values are adopted by team members • Required weekend participation in open houses within your assigned territory to build relationships and engage with agents and members • Travel 50-75% Basic Qualifications • Bachelor's degree required from an accredited, not-for-profit, in-person college/university • 3+ years of experience directly managing a team of 5 or more employees, including the ability to attract, hire, train and develop a high performing sales team. • Experience managing sales efforts in a highly transactional, consultative sales oriented, fast-paced organization with a short cycle-time sales model. • A track record of commitment to prior employers. • Availability to work weekends and participate in open house events within the designated market area • Candidates must possess a current and valid driver’s license. • Satisfactory completion of a Driving Record/Driving Abstract check prior to start. Driving history must reflect responsible driving behavior and compliance with traffic laws. Preferred Qualifications • Strong and proven track record of successfully mentoring and coaching sales teams to achieve their greatest potential. • Knowledge of the real estate industry • Experiencing leading a sales team with a high focus on customer service. • Demonstrated ability to build long-term and sustainable relationships and business partnerships with clients at all levels • Effective internal and external relationship building skills • Demonstrated ability to retain proven team members and remove low performers • Ability to be flexible and adapt to changing situations at a high growth company What’s in it for you? When you join CoStar Group, you’ll experience a collaborative and innovative culture working alongside the best and brightest to empower our people and customers to succeed. We offer you generous compensation and performance-based incentives. CoStar Group also invests in your professional and academic growth with internal training and tuition reimbursement. Our benefits package includes (but is not limited to): • Comprehensive healthcare coverage: Medical / Vision / Dental / Prescription Drug • Life, legal, and supplementary insurance • Virtual and in person mental health counseling services for individuals and family • Commuter and parking benefits • 401(K) retirement plan with matching contributions • Employee stock purchase plan • Paid time off • Tuition reimbursement • On-site fitness center and/or reimbursed fitness center membership costs (location dependent), with yoga studio, Pelotons, personal training, group exercise classes • Access to CoStar Group’s Employee Resource Groups • Complimentary gourmet coffee, tea, hot chocolate, fresh fruit, and other healthy snacks We welcome all qualified candidates who are currently eligible to work full-time in the United States to apply. However, please note that CoStar Group is not able to provide visa sponsorship for this position. The final salary or hourly rate offered for this role will fall within the range set forth below based on a variety of factors, including but not limited to, geographic location, skills, and competencies. Base Compensation: $110,000 - $125,000 Annually #Homes.com <br> CoStar Group is an Equal Employment Opportunity Employer; we maintain a drug-free workplace and perform pre-employment substance abuse testing

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