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Regional Account Executive - Chicago

DWS Professional Search Group
  • Chicago, Illinois
    29 days ago

    Job Description

    Regional Account Executive. 

    Chicago,  Illinois (Remote/Field Based | $100k - $120k+ Base + Uncapped Commission | Territory Sales | Commercial Growth | Relationship-Driven.
     

    Quick Role Snapshot. 

    • What you'll do: Drive new business growth and develop strategic relationships across a commercial property portfolio market. 
    • Industry: Commercial property services, facilities, and recurring maintenance solutions. 
    • Territory: Chicago, Illinois
    • Compensation: $100k - 120k 1st Year OTE (Base + Uncapped Commission) 
    • Experience Level: 3+ Years of sales or client-facing experience. 
    • Travel: Regular Territory travel throughout the Boston market and the surrounding region. 

    Why this Role Exists (Why Now)

    Business Development & Pipeline growth. 

    • Proactively identify, pursue, and develop new commercial business opportunities through prospecting, networking, referrals, industry events, and outbound outreach. 
    • Build and maintain a robust pipeline of commercial prospects and active opportunities throughout the territory. 
    • Target the market segments, including multi-family residential communities, senior living facilities, managed property portfolios, and related commercial properties. 
    • Develop referral relationships with contractors, service providers, and industry partners that can generate new business opportunities. 
    • represent the organization at industry events, associate meetings, and networking functions to increase market visibility and expand referral channels. 

    Client Engagement & Relationship Building. 

    • Conduct site visits and assessments to understand client needs and identify service opportunities. 
    • Develop customized proposals and solution recommendations tailored to individual property requirements. 
    • Deliver presentations and recommendations to property managers, facilities leaders, and other decision-makers. 
    • Negotiate agreements and secure long-term recurring service contracts. 
    • Consistently generate new revenue through effective prospecting, relationship building, and account development. 

    Consultative Sales. 

    • Serve as a trusted advisor and primary point of contact for commercial clients. 
    • Build long-term customer relationships that support retention, renewals and account growth. 
    • Identify opportunities to expand services within existing client portfolios. 
    • Collaborate with operations and customer-facing teams to ensure successful onboarding and service delivery. 

    Territory & Market Management. 

    • Maintain accurate pipeline activity, customer interactions, proposals, and sales metrics within crms systems. 
    • Track performance against individual sales goals and territory objectives. 
    • Provide regular forecasting, pipeline updates, and business development reporting. 
    • Monitor market activity, competitive trends, and opportunities for growth within the region. 

    What We're Looking For. 

    Required

    • 3+ years of B2B sales experience with a demonstrated ability to prospect, present, negotiate, and close business. 
    • Experienve building and managing a territory with minimal supervision. 
    • Strong prospecting, networking, and relationship-building skills
    • Excellent verbal and written communication abilities. 
    • Comfortable meeting with property managers, facilities leaders, operations teams, and senior decision-makers. 
    • Experience using CRM platforms to manage sales activities and pipeline development
    • Valid driver's licence and ability to travel throughout the assigned territory. 
    Helpful but not required. 
    • Experience selling into multi-family housing, property management groups, senior living communities, facilities management, or related commercial markets. 
    • Background in recurring service contracts, facilities services, maintenance solutions, or similar industries
    • Existing relationships within local property management and real estate networks. 
    • Experience participating in industry associations and networking organizations. 
    • Bachelor's degree or equivalent professional experience. 

    Ideal Candidate Profile. 

    • True hunter mentality with a passion for developing new opportunities. 
    • Highly motivated, independent, and field-oriented. 
    • Strong business development mindset with a consultative sales approach. 
    • Skilled at building trust and credibility with clients over long sales cycles. 
    • Driven by performance, growth, and uncapped earning potential.

    Compensation & Benefits. 

    • Base Salary: $70 000 - $80 000
    • Ramp -up Bonus: Up to $15 000 during the first six months based on activity and performance milestones. 
    • Commission: Uncapped earning potential on closed revenue
    • First-Year On target Earnings: $100 000 - $120 000+
    • Medical, Dental & Vision Insurance. 
    • 401(k) with Company Match
    • Paid time off.

    Why This Role is Worth Your Time. 

    • Join a stable, growth-oriented organization with strong market positioning. 
    • High-autonomy territory ownership with significant earning potential. 
    • Opportunity to build long-term client partnerships and recurring revenue streams. 
    • Strong support structure from operations and leadership teams. 
    • Uncapped commission plan with clear performance expectations. 
    • Direct impact on regional growth and market expansion. 
     

    Numbers & Facts

    LocationChicago, Illinois

    Skills

    • Alliance/Partner Managementunmatched
    • Business Developmentunmatched
    • Business Growthunmatched
    • Business-to-Business (B2B)unmatched
    • Commercial Real Estateunmatched
    • Communication Skillsunmatched
    • Consultative Salesunmatched
    • Contract Negotiationunmatched
    • Customer Relationsunmatched
    • Customer Relationship Management (CRM)unmatched
    • Customer Relationship Management (CRM) Systemsunmatched
    • Customer Retention/Renewalunmatched
    • Customer/Client Researchunmatched
    • Dental Insuranceunmatched
    • Driver's Licenseunmatched
    • Facilities Managementunmatched
    • Facilities and Maintenanceunmatched
    • Forecastingunmatched
    • Leadershipunmatched
    • Maintenance Servicesunmatched
    • Market Segmentationunmatched
    • Metricsunmatched
    • Needs Assessmentunmatched
    • Negotiation Skillsunmatched
    • Onboardingunmatched
    • Operational Supportunmatched
    • Performance Analysisunmatched
    • Presentation/Verbal Skillsunmatched
    • Problem Solving Skillsunmatched
    • Property Managementunmatched
    • Proposal Developmentunmatched
    • Proposal Writingunmatched
    • Real Estateunmatched
    • Regional Salesunmatched
    • Reporting Skillsunmatched
    • Revenue Growthunmatched
    • Salesunmatched
    • Sales Cycleunmatched
    • Sales Managementunmatched
    • Sales Pipelineunmatched
    • Sales Proposalsunmatched
    • Sales Prospectingunmatched
    • Service Deliveryunmatched
    • Site Evaluationunmatched
    • Strategic Planningunmatched
    • Target Marketingunmatched
    • Territory Managementunmatched
    • Vision Planunmatched
    • Willing to Travelunmatched
    • Writing Skillsunmatched

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