Outside B2B Sales Executive (Commercial Facilities)

City Wide Facility SolutionsFrankfort, IL
Hybrid

About The Position

This is a disciplined, full-cycle, outside B2B sales position built for individuals who want to control their outcomes through consistent execution. At City Wide, we don’t rely on luck, inbound leads, or personality-driven selling. We win by controlling the controllables - through disciplined, repeatable actions that build momentum, strengthen habits, and directly increase our chances of success. These include daily activity discipline, territory ownership, process-driven execution, and relentless follow-up.

Requirements

  • 3–5 years of B2B sales experience
  • Comfortable with cold outreach and field prospecting
  • Coachable and open to feedback
  • Not stuck in old habits or ego-driven selling
  • Highly disciplined and process-oriented
  • Wants to learn, improve, and apply quickly
  • Take ownership of your numbers in the CRM
  • Take ownership of your activities in the CRM
  • Take ownership of your growth within the team and the company

Responsibilities

  • Own a defined territory across Chicago Southland and NW Indiana, operating under a structured ring-fence strategy: Prospecting primarily within a 1 - 3 mile radius of existing clients.
  • Perform 40+ outbound calls per day.
  • Conduct consistent email and LinkedIn outreach.
  • Complete 10–15+ in-field prospect visits per week.
  • Build and manage your pipeline in CRM (Microsoft Dynamics).
  • Set and run qualified appointments.
  • Manage the full sales cycle from prospecting to close.

Benefits

  • $55,000 to $65,000 base salary + unlimited commission and desired performance-based incentives
  • Merit-based Growth and leadership Opportunities
  • A trusted, supportive environment that values honesty and self‑management.
  • Exceptional training, mentorship, and a defined career path toward leadership or senior sales roles.
  • A balanced hybrid work schedule, structure for year‑round productivity and well‑being.
  • Comprehensive benefits
  • Industry Leading Sales Training and LMS
  • Generous monthly Vehicle Stipend
  • 401(k) match
  • Customizable QSEHRA health reimbursement
  • Company assigned iPhone & other devices
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