About the role
City Wide Facility Solutions – Chicago Shores (Frankfort, IL)
Territory: Chicago Southland & Northwest Indiana
The Opportunity
This is not a typical sales role.
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, but are not limited to:
- Daily activity discipline
- Territory ownership
- Process-driven execution
- Relentless follow-up
Requirements
What You’ll Be Doing
You will 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
Daily Execution Includes:
- 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 → close
Sales is a high-activity, high-accountability base role, therefore you will be measured on execution, not just outcomes
Who This Role Is For
- 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
You take ownership of:
- Your numbers in the CRM
- Your activities in the CRM
- Your growth within the team and the company
Who This Role Is NOT For
- Individuals who need constant direction
- Those who avoid outbound activity
- Candidates looking for inbound-only or relationship-only sales
Anyone unwilling to be measured on daily execution
Territory & Work Style
- Based in Frankfort, IL
- Territory: Chicago Southland + NW Indiana
- Field-driven role (this is NOT remote sales)
Hybrid flexibility is earned through:
- Consistency
- Trust
- Execution
Support & Resources
You will not be left alone to figure it out.
We provide:
- Sales coaching and mentorship
- Structured playbooks and systems
- CRM tools and data resources
- A robust LMS with 60+ years of knowledge, training, and best practices
👉 You bring the effort. We provide the framework
Benefits
What's In It For You?
- $55,000 to $75,000 base salary + unlimited commission and desired performance-based incentives (primary earnings driver). 👉 High performers will significantly outperform base salary, with OTE above $100,000+
- Merit-based Growth and leadership Opportunities in a target rich environment
- 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, and customizable QSEHRA health reimbursement.
- Company assigned iPhone & other devices
Why City Wide
- 100+ locations across the U.S. and Canada
- Largest management company in the building maintenance industry
- Proven, scalable sales model
- Clear path for growth and advancement
We reward:
- Discipline
- Execution
Important – Read Carefully
- To confirm you’ve read and understand the expectations of this role:
- 👉 Include the phrase:
“I control the controllables” at the top of your application or cover message. - Applications without this will not be considered.
Next Step
If you’re ready to:
- Own a territory
- Execute daily
- Build something meaningful