Business Operations & Contractor Manager

1 day ago Be among the first 25 applicants

This range is provided by City Wide Facility Solutions. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

$55,000.00/yr - $75,000.00/yr

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
• Contractor Management:
  Set expectations, collect compliance/insurance documents, track ongoing requirements, and ensure all ICs meet City Wide's operational and quality standards
• Office & Business Operations:
  Oversee office administration, help maintain CRM data, manage supplies, and keep reporting, proposals, contracts, and compliance documents up-to-date and audit-ready
• Performance Tracking & Reporting:
  Maintain meticulous dashboards and records to ensure leadership always has visibility into operational and contractor status; proactively communicate risks and needs
• Team Communication & Culture:
  Collaborate with Sales, Operations, and Leadership; support team engagement, recognition, and training events for contractors and staff alike
• Be the Face of City Wide:
  Represent our brand professionally and confidently in all interactions with contractors, clients, and partners - building mutual respect and loyalty by leading through action
• Other Duties as Needed:
  Support President/Owner and other teams as business needs evolve

• Ability to recruit, qualify, and onboard a high volume of independent contractors of varied specialties
• Proven "lead by example" approach: you excel on the phone, in interviews, and in the details; no task too small if it helps the team win

• Bilingual English/Spanish a plus

• Relationship builder - able to command respect while staying approachable and solution-oriented

• Reliable transportation and willingness to be on-site daily
• Highly organized, detail-oriented, and structured in approach
• Strong moral compass, community-minded, and a collaborative team player
• Competitive leadership background (i.e. participation in team sports, team captain, or similar roles)
• Full ownership mentality of business operations "it won't fail because of me" mentality

• Independent Contractor (IC) Talent Available & Pipeline Health:
  Maintain a continuously growing and high-quality pipeline of ICs across core service categories. Develop and maintain an efficient, repeatable recruiting process that aligns with our cost structure and service standards
• SOPs, Scorecards & Performance Dashboards:
  Build and maintain up-to-date operating documents and tracking tools that support decision-making and accountability
• Internal Culture & Communications Effectiveness:
  Strengthen team alignment, communication, and culture of performance
• Owner & Partner Enablement:
  Act as a true force-multiplier for the owner/operator and a reliable hub for internal and external stakeholders

• Want to grow fast; you'll gain real visibility, responsibility, and influence early
• Know how to get things done; not by starting from zero, but by using what's already working
• Are…