Sales Associate - Hybrid

Sales Associate – Hybrid

+$85K OTE, Base $40,000 + Uncapped Commission + Bonuses  |  Rapid Career Growth |  High‑Trust Culture

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.

Requirements

The Opportunity

First 12 to 18 Months:

• Make 50+ outbound calls/day and 25+ follow‑ups/day to targeted commercial accounts.
• Run multi‑touch cadences (phone, email, LinkedIn) and work defined prospect lists - not random dialing.
• 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.

Hybrid schedule: 3 days/week in our Frankfort, IL office, 2 days/week from home for focused calling and follow‑up.

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/week
• 250+ follow‑up touches/week
• Clean, accurate CRM entries (no fake activity)
• Proper cadence use and progress through target lists
• If the activity isn’t real, there’s no weekly bonus.
• Earnings are directly linked to impactful new revenue, not just activity.

• 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:

• 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.
• Competitive “athletic” mindset - self‑motivated team players who hate losing more than they love winning.
• Tech‑savvy and organized with experience using MS Dynamics 365, or other CRM and digital sales tools.
• Energetic, coach‑ready, and driven to build a six‑figure career through honesty, consistency, and execution.

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, and organized in CRM.
• Enjoys a high‑activity, low‑drama environment where the job is simple: talk to business men and women, set great meetings, and get paid when those meetings turn into contracts.

If you want a straightforward, numbers‑driven way to prove yourself and grow into a high‑earning B2B sales career, this Junior Sale