Sales Executive - Hybrid Field & Office Role

City Wide Facility Solutions
Chicago, IL

Sales Executive – Hybrid Field & Office Role

+$100K OTE Base $75,000 + Uncapped Commission + Bonuses  |  Rapid Career Growth |  High‑Trust Culture

City Wide Facility Solutions is a leader in the building maintenance industry serving more than 100 locations across the US and Canada. Our mission includes a dedication to serving others with excellence in all we do. Here you will find a high-energy work environment that balances high expectations with coaching, group support, and fun.

Ready to launch a lucrative, high‑impact sales career where integrity, autonomy, and sustainable impacts/results define success?

At City Wide Facility Solutions - Chicago Shores , we cultivate top performers who thrive on competition, collaboration, and personal growth. You’ll manage a defined geographic territory, building new B2B partnerships and closing long‑term service contracts that deliver exceptional recurring value.

Requirements

Why This Is a Career‑Changing Opportunity

Intentional Hybrid Schedule:

You will spend about 3 - 4 mornings per week in our Frankfort, IL. office to collaborate with leadership, prospect by phone (approximately 40% of your time) and refine your sales strategies and tactics (as needed, with the sales leadership team)

In the afternoons, and some designated days are devoted to visiting potential clients (35%) and email follow-ups or admin (~ 25% of the time). The flexibility of the role will allow you to focus on the efficient activities that drive habitual, sustainable impact and pipeline momentum.

On your remote workdays, you’ll focus on building and advancing your pipeline - proactively calling and connecting with prospective clients, conducting marketing outreach, sending follow‑up emails, and using strategic communication to qualify decision‑makers within your assigned ZIP codes. You’ll also dedicate time to updating CRM records, preparing proposals, and completing key administrative tasks to keep your pipeline organized and active.

Autonomy with Accountability: You will control your schedule and influence your results - planning and executing smart activities to hit impactful sales targets. Trust is earned through discipline activities, CRM accuracy, and impactful results, not micromanagement.

Transparent Performance Standards: clear daily and weekly goals, and support, set you up to succeed.

Athletic and Tech-Driven Culture: You will fit in if you compete to win, thrive on collaboration, and leverage technology to excel - from CRM discipline, AI enabled and modern sales prospecting tools.

Your Mission

  • Own the full sales cycle: prospecting, qualifying, presenting, negotiating, and closing new commercial facility contracts.
  • Execute strategic territory plans that maximize daily activity and build a long‑term client base.
  • Partner with operations to deliver client success and drive recurring growth.
  • Embrace a performance mindset - act with integrity, document your activity,  own your results and deliver impact.

Who Thrives Here

  • Bachelor’s degree required.
  • 3-5 years of successful B2B outside or hybrid sales experience with full‑cycle responsibility.
  • 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.

Benefits

What's In It For You?

  • $75,000 base salary + unlimited commission and desired performance bonuses (earnings examples shared during interviews).
  • 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

If You’re Ready To Build - Not Just Sell

This is your chance to own your assigned zip codes within the territory, earn uncapped income, and grow within a team that values integrity, loyalty, and performance.

If you are think you this is the team for you, then apply and we will see. Otherwise, thanks for reading and good luck to you!

Posted 2026-01-14

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