# B2B SALES EXECUTIVE > City Wide Facility Solutions · Frankfort, United States · Full-time · Posted 2026-10-17 **Salary:** From USD 75,000 **Workplace:** on_site **Department:** Chicago Shores ## Description **We are looking for a proven hunter , discipline prospector and closer - not an order taker.** You should enjoy prospecting, building relationships, learning a client’s operation, uncovering real facility needs, and confidently moving opportunities from first contact through building survey, proposal, negotiation, and Closed Won. You will own the full new-business sales cycle across South Chicagoland and Northwest Indiana **THE OPPORTUNITY** City Wide Facility Solutions Chicago Shores is scaling. We need a smart, disciplined B2B Sales Executive who can create net-new logos by selling recurring janitorial and facility-maintenance services to commercial facilities of many types. This is a field-oriented business development role for someone who is comfortable initiating conversations, earning access to decision-makers, understanding operational pain, presenting solutions, and asking for the business. **WHAT YOU WILL SELL** - Recurring janitorial services - Day porter and recurring support services - Floor care and specialty cleaning - Window, pressure washing and related recurring services - Other recurring facility-maintenance solutions as assigned **WHO YOU WILL SELL TO** - Manufacturing and light industrial - Distribution, logistics and warehousing - Medical / clinical and professional offices - Schools, private schools and day care - Property-managed commercial buildings - Other qualified commercial facilities **WHAT YOU WILL OWN** - Prospect aggressively and intelligently for new commercial clients through phone, email, field visits, referrals, networking, research, and other outbound channels. - Build and maintain a high-quality territory plan and target-account list based on facility fit, pain, decision-maker access, timing, and buying triggers. - Identify and qualify real opportunities - not just names - by understanding the facility, current service model, pain points, decision process, timing, budget path, and competitive situation. - Schedule and conduct building surveys, discovery meetings, presentations, money calls, proposal reviews, and closing conversations. - Advance opportunities with clear, dated next steps and disciplined follow-through until they are won, lost, or intentionally nurtured. - Communicate City Wide’s value proposition with confidence and credibility; diagnose before recommending and sell business outcomes, not just cleaning tasks. - Use CRM rigorously and accurately. Maintain current notes, contacts, opportunity stages, close dates, next actions, and forecast information. - Coordinate effectively with operations, account management, pricing, and leadership so what is sold can be delivered well and profitably. - Continuously improve through coaching, role play, self-study, market intelligence, and thoughtful use of Microsoft Dynamics 365 Cloud CRM, ZoomInfo, Apollo, LinkedIn, Copilot, ChatGPT, and other approved resources. **WHO WE ARE LOOKING FOR** This role is best suited to someone who has already learned how to sell in a professional B2B environment and wants to become an exceptional commercial hunter. We value judgment, curiosity, discipline, speed of learning, follow-through, and integrity as much as raw activity. **LEARNS + APPLIES QUICKLY** You have the “aha” moment quickly. You absorb coaching, understand the why, and visibly apply what you learned in the next sales cycle. **THINKS LIKE A BUSINESSPERSON** You understand a prospect’s operation, identify problems, connect them to business outcomes, and add useful insight to the conversation. **ENJOYS SELLING + CLOSING** You are energized by winning new clients. You handle objections, ask for commitment, create urgency without pressure, and confidently move a buyer toward a decision. **PROSPECTS WITHOUT BEING CHASED** You are willing and able to cold call, email, walk into facilities, network, ask for introductions, and find creative paths to the right decision-maker **COMMUNICATES WITH EXECUTIVE PRESENCE** You write clearly, speak confidently, present well, ask strong questions, listen carefully, and represent CWCS exceptionally with clients and stakeholders. **ORGANIZED + DISCIPLINED** You plan your week, manage priorities, keep CRM accurate, prepare before meetings, honor commitments, and close loops without repeated reminders. **HIGH INTEGRITY + WORK ETHIC** You are dependable, truthful, accountable, loyal to the team, and willing to do the consistent work required to build pipeline and produce results **SCALABLE TALENT** You want to grow with a business, increase responsibility, improve your commercial judgment, and become part of a high-performance sales organization. ## Requirements - **Bachelor’s degree required.** - 4+ years of professional B2B sales experience preferred; recent, demonstrable success prospecting and closing new business is strongly preferred. - Experience selling janitorial, facility services, building maintenance, outsourced commercial services, route-based services, business services, or another closely related B2B service to facility/operations/property decision-makers is highly preferred. - Demonstrated ability to prospect both inside and outside: cold calling, email outreach, field prospecting, networking, and decision-maker access. - Demonstrated ability to manage a full sales cycle from lead generation through qualification, discovery, proposal, negotiation, and close. - Comfort working in a professional office environment and proficiency with Microsoft Office / Microsoft 365, CRM systems, email, spreadsheets, presentations, and modern sales/research tools. - Valid driver’s license, reliable transportation, and willingness to prospect throughout the assigned Chicago Southland / Northwest Indiana territory. - Eligible to work in the United States. **If you are a smart, resilient B2B hunter who enjoys creating opportunities, solving business problems, and winning new clients, we want to meet you.** ## Benefits $75,000 + USD/year, based on experience and the applicable sales compensation structure. Competitive benefits package including QSEHRA medical, dental and vision benefits; 401(k) with match; PTO; paid holidays; and other Company-provided benefits as applicable. ## Apply [Apply at City Wide Facility Solutions](https://apply.workable.com/citywide/j/976430E10D/apply) --- Powered by [Workable](https://www.workable.com)