Sales Executive (Commercial Facilities)
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 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. The role involves owning 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. Daily execution includes 40+ outbound calls, consistent email and LinkedIn outreach, 10-15+ in-field prospect visits per week, building and managing pipelines in CRM (Microsoft Dynamics), setting and running qualified appointments, and managing the full sales cycle from prospecting to close. Sales is a high-activity, high-accountability base role, therefore you will be measured on execution, not just outcomes.
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 numbers in the CRM
- Take ownership of activities in the CRM
- Take ownership of 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
- 40+ outbound calls per day
- Consistent email and LinkedIn outreach
- 10-15+ in-field prospect visits per week
- Building and managing your pipeline in CRM (Microsoft Dynamics)
- Setting and running qualified appointments
- Managing 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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What This Job Offers
Job Type
Full-time
Career Level
Entry Level
Education Level
No Education Listed
