Sales Associate - Hybrid
Base Pay Range
$75,000.00/yr - $200,000.00/yr
Position Overview
City Wide Facility Solutions - Chicago Southland & Northwest Indiana is hiring a Sales Associate or Junior Sales Executive who loves hunting, talking to people on the phone, and building pipeline. This is a structured, high-activity role for someone who wants a clear, paid path into a six-figure Sales Executive position.
Responsibilities
Make 50+ outbound calls per day and 25+ follow-ups per day to targeted commercial accounts.
Run multi-touch cadences (phone, email, LinkedIn) and work defined prospect lists.
Identify decision-makers, uncover real facility and janitorial needs, and book high-value, sales-ready appointments.
Partner closely with a senior Sales Executive, who will run discovery, proposals, and closing from the meetings you create.
How You'll Be Paid / Compensation & OTE
Base salary: $40,000. Designed to attract sharp early-career talent while keeping the real upside in performance.
Weekly Activity Bonus: $/week, paid only when you hit all of the following:
250+ outbound dials per week
250+ follow-up touches per week
Clean, accurate CRM entries (no fake activity)
Proper cadence use and progress through target lists
Qualified Appointment Bonus: $ per meeting, paid only for high-quality, sales-ready appointments that meet these criteria:
Confirmed decision-maker attends
Clear need or interest identified
Expected contract value >$/month
Senior Sales Executive accepts it as "sales-ready"
Closed-Won Commission: 1.5%-3% of Annualized Contract Value, paid when we sign the client and collect the first month's payment on accounts that started from your appointments.
Bigger, longer-term contracts = bigger commission checks.
Promotion Path: At month 13, you're reviewed for promotion based on:
6 consecutive months of hitting activity and appointment quotas
Average 3+ closed-won accounts per month sourced from your meetings
Strong qualified-meeting ratio and reliable show rates
Hit the standards and you graduate to Sales Executive with $100K+ OTE, a larger base, and full-cycle responsibility.
How You'll Work
Hybrid schedule: 3 days a week in our Frankfort, IL office; 2 days remote.
In-office: power hours of outbound calls, coaching, and collaboration with senior Sales Executives.
Remote: focused prospecting blocks, multi-touch follow-up sequences (aiming for 8+ touches per prospect), and pipeline organization in CRM.
What You Bring
Recent grad or early-career B2B rep / call-center / collections pro comfortable living on the phone and in email.
Competitive, resilient, coachable, organized in CRM.
Enjoys a high-activity, low-drama environment where the job is simple: talk to business people, set great meetings, and get paid when those meetings turn into contracts.
Minimum 2 years of B2B sales or SDR/BDR experience with a track record of hitting or beating activity and pipeline goals.
Comfortable making 50+ new outbound calls per day, handling rejection, and staying disciplined.
Strong phone and email communication skills, CRM discipline, and a competitive, coachable mindset.
Tech-savvy and organized with experience using MS Dynamics 365 or other CRM and digital sales tools.
Energetic, coach-ready, driven to build a six-figure career through honesty, consistency, and execution.
Benefits
$40,000 base salary plus unlimited commission and desired performance bonuses.
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.
Company-assigned iPhone & other devices.
Seniority Level
Associate
Employment Type
Full-time
Job Function / Industries
Facilities Services
Location
Frankfort, IL
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