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Territory Account Executive​/Outside Sales Representative Real Estate Services

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Choice Home Warranty
Full Time position
Listed on 2026-06-14
Job specializations:
  • Sales
    Outside Sales, Sales Representative, Business Development, B2B Sales
Salary/Wage Range or Industry Benchmark: 60000 - 80000 USD Yearly USD 60000.00 80000.00 YEAR
Job Description & How to Apply Below

Territory Account Executive/Outside Sales Representative

Real Estate Services

Base Salary + Uncapped Commission + Company Credit Card

Are you a relationship-driven sales professional with experience in the real estate, mortgage, title, or home warranty industry? Do you thrive on building partnerships, networking, and growing a territory? If so, we’d love to hear from you.

We are a leading home services company seeking a motivated Outside Sales Representative to expand and support our Real Estate Services Group throughout the Southern Chicagoland area
.

What We Offer
  • Uncapped Commission Structure
  • Base Salary
  • Company Credit Card Provided
  • 401(k)
  • Health, Dental, and Vision Insurance
  • Paid Time Off
  • Career Growth Opportunities
Position Overview

In this business-to-business sales role, you will develop relationships with real estate professionals, brokerages, and independent agents throughout your assigned territory. You’ll be responsible for prospecting, conducting presentations, training agents, supporting existing accounts, and driving new business growth.

This position requires daily travel throughout the Southern Chicagoland area.

Key Responsibilities
  • Build and maintain relationships with real estate offices and agents
  • Prospect and develop new business opportunities
  • Conduct daily one-on-one sales presentations
  • Schedule and host office presentations and Lunch & Learn events
  • Attend networking events within the real estate community
  • Educate partners on warranty products, programs, and processes
  • Distribute marketing materials and ensure offices remain stocked
  • Manage and update CRM activity daily
  • Generate referrals and expand territory relationships
  • Support onboarding and ongoing account management needs
  • Meet daily, weekly, and monthly sales activity goals
Qualifications Required
  • Existing book of business within Home Warranty, Real Estate, Mortgage, or Title industries
  • 3+ years of successful sales, recruiting, or account management experience
  • 2+ years of proven direct sales success as a top performer
  • Strong networking and relationship-building skills
  • Excellent verbal and written communication abilities
  • Ability to work independently and manage a territory
  • Proficiency with Microsoft Office (Word, Excel, Outlook)
Preferred
  • Previous experience in Home Warranty, Real Estate, Mortgage, or Title industries
Ideal Candidate
  • Self-motivated and goal-oriented
  • Comfortable meeting with clients face-to-face daily
  • Strong follow-through and organizational skills
  • Positive, professional, and relationship-focused
  • Passionate about growing business through networking and referrals

Job Type: Full-time

Work Location: In Person (Southern Chicagoland Territory)

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