Business Operations & Contractor Manager

City Wide Chicago Shores is searching for a driven, hands-on  Business Operations & Contractor Manager  to be the connective tissue within our team. In this pivotal role, you’ll own both day-to-day business operations and the pipeline of independent contractors (ICs) who deliver outstanding service for our clients.

This isn’t an “oversee from a distance” manager gig. We need an energetic, collaborative, respected team member who thrives on daily  action :   researching, calling, qualifying, interviewing, recruiting, onboarding, and supporting independent contractors every single day; while also keeping office functions and business processes running smoothly, with organization and integrity.

If you pride yourself on “getting things done,” building strong professional relationships, and want to help shape our culture while growing your career, we want to meet you.

What you will do...

• Independent Contractors Recruitment & Onboarding :

Research, source, reach out, call, screen, interview, and onboard a steady pipeline and bench of highly qualified independent contractors (ICs); keep active records and continuously build relationships to ensure we always have coverage.

Set expectations, collect compliance / insurance documents, track ongoing requirements, and ensure all ICs meet City Wide’s operational and quality standards.

Oversee office administration, help maintain CRM data, manage supplies, and keep reporting, proposals, contracts, and compliance documents up-to-date and audit-ready.

Maintain meticulous dashboards and records to ensure leadership always has visibility into operational and contractor status; proactively communicate risks and needs.

Collaborate with Sales, Operations, and Leadership; support team engagement, recognition, and training events for contractors and staff alike.

Represent our brand professionally and confidently in all interactions with contractors, clients, and partners - building mutual respect and loyalty by leading through action.

Support President / Owner and other teams as business needs evolve.

Requirements

Success Measurement

You Will Thrive Here If You :

What This Role Can Become :

If you perform and deliver, this role can evolve into far more. As we grow our client base and team, your influence will grow with it.

We give you ownership of outcomes with proven tools for success. You'll have direct access to decision-making and the support system of an entire network.

The hard work of figuring out "what works" has been done. Your job is taking what works and making it work exceptionally well for our territory. With the right person supporting our President, and executing proven systems, this territory will become one of the top performers in the City Wide network.

Benefits

City Wide Chicago Shores , we believe in flexible and personalized healthcare benefits. That’s why we offer tax-free reimbursements for your medical premiums and expenses, plus access to dental and vision plans from top carriers. You choose what works best for you and your family.

WHY THIS ROLE IS RECESSION-RESILIENT & FUTURE-PROOF

This role is recession-resilient because it supports the essential services that businesses rely on to stay clean, safe, and operational; regardless of economic conditions. It's future-proof because you'll be mastering systems, tools, and leadership skills tied directly to growth, scale, and long-term operational excellence. You’ll enjoy reliable earning potential, continuous professional growth, and the chance to become a leader within a supportive, high-performance team.

VALUES & CULTURE

Bring value, know your customer, own it, celebrate your teammates, and always be professional. Join a team committed to helping you become the best version of yourself, where loyalty, learning, and results are recognized and rewarded.

More on City Wide...

City Wide Facility Solutions is a fast-growing company with over 100+ extremely selective franchise locations across the United States and Canada. Founded in 1961, City Wide Facility Solutions is the largest management company in the building maintenance industry. We have over 60 years in the business and continue to experience high growth and profitability across our franchise businesses. Our culture supports the company’s Mission to create a Ripple Effect by positively impacting the people and communities they serve. Read more about City Wide at www.gocitywide.com

City Wide is an Equal Opportunity Employer.