B2B Sales Executive

City Wide Facility Solutions•Frankfort, IL

About The Position

City Wide Facility Solutions Chicago Shores is seeking a disciplined, prospecting-focused B2B Sales Executive to generate new commercial clients by selling recurring janitorial and facility-maintenance services across South Chicagoland and Northwest Indiana. This field-oriented role owns the full new-business sales cycle, from prospecting and decision-maker outreach through facility discovery, building surveys, proposals, negotiation, and closing. The successful candidate will understand prospective clients’ operations and facility needs, communicate business value, and create opportunities for services that can be delivered profitably. Services include recurring janitorial services; day porter and recurring support services; floor care and specialty cleaning; window cleaning, pressure washing, and related recurring services; and other recurring facility-maintenance solutions as assigned. Prospects include manufacturing and light industrial businesses, distribution and logistics facilities, medical and professional offices, schools and day care facilities, property-managed commercial buildings, and other qualified commercial facilities. The role calls for professional B2B sales experience, strong prospecting and closing capability, sound business judgment, curiosity, discipline, integrity, and willingness to learn and grow within a high-performance sales organization. The position requires territory travel and coordination with operations, account management, pricing, and leadership. Compensation is listed as $75,000+ USD per year, based on experience and the applicable sales compensation structure.

Requirements

Bachelor’s degree required.
Four or more years of professional B2B sales experience preferred; recent, demonstrable success prospecting and closing new business is strongly preferred.
Demonstrated ability to prospect through 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.
Proficiency with Microsoft Office or Microsoft 365, CRM systems, email, spreadsheets, presentations, and modern sales and research tools.
Valid driver’s license, reliable transportation, and willingness to prospect throughout the assigned territory.
Eligible to work in the United States.

Nice To Haves

Experience selling janitorial services, facility services, building maintenance, outsourced commercial services, route-based services, business services, or another closely related B2B service to facility, operations, or property decision-makers.
Recent, demonstrable success prospecting and closing new business.

Responsibilities

Prospect for new commercial clients using phone, email, field visits, referrals, networking, research, and other outbound channels.
Develop and maintain a territory plan and target-account list based on facility fit, client needs, access to decision-makers, timing, and buying triggers.
Identify and qualify opportunities by understanding facilities, existing service models, pain points, decision processes, timing, budget paths, and competition.
Schedule and conduct building surveys, discovery meetings, presentations, money calls, proposal reviews, and closing conversations.
Advance sales opportunities with clear, dated next steps and consistent follow-through until they are won, lost, or intentionally nurtured.
Present City Wide’s value proposition credibly, diagnose needs before recommending solutions, and sell business outcomes.
Maintain accurate CRM records, including notes, contacts, opportunity stages, close dates, next actions, and forecast information.
Coordinate with operations, account management, pricing, and leadership to support profitable and effective service delivery.
Improve sales skills and market knowledge through coaching, role play, self-study, market intelligence, and approved sales and research tools.
Prospect throughout the assigned Chicago Southland and Northwest Indiana territory.