Logo
Oppizi

City Manager - Chicago, IL

Oppizi, Chicago

Save Job

City Manager Wanted - with a Sales Edge!
We're currently on the hunt for an energized, smart, well-organized, and motivated operations professional to join our Ops Team as a City Manager (on-site position). This role plays a key part in managing our flyer and door hanger distribution operations in residential areas of Chicago , but we're not just looking for someone to manage logistics. We want someone who can drive results .
If you're ambitious, passionate about field marketing, and ready to bring a strategic sales mindset to operations, this is your moment.
Location: On-site in Chicago,IL
Full-time: 40 hours per week
Expected start: First or second week of September
Contract Type: Fixed 6-week contract with potential for renewal or full-time hire
Salary: $1,000 USD weekly + performance commissions up to $250/week (paid weekly)
What You'll Be Doing
As a City Manager, you'll be the link between our brand , the field team , and results. You'll manage operations and help train Brand Ambassadors to think like sellers - ensuring that flyers and door hangers aren't just distributed, but converted into customers.
Onsite Management (75-80% of your time)
  • Lead, support, and motivate a team of Brand Ambassadors in the field
  • Monitor performance and coach the team with a sales-driven approach
  • Provide live, real-time support and take on-the-spot decisions to ensure operational excellence
  • Strategically canvas residential neighborhoods to ensure maximum reach
Flyer-to-Customer Conversion Strategy
  • Use data and field insights to maximize flyer conversion rates
  • Identify and test optimal residential areas for distribution
  • Align operations with customer acquisition goals
Training & Sales Enablement
  • Train and inspire Brand Ambassadors to think like salespeople, not just distributors
  • Deliver quick, high-impact coaching sessions on engagement strategies
  • Reinforce key messaging and behaviors to boost conversions
Planning & Analytics
  • Draft weekly rosters for Brand Ambassadors based on performance and local insights
  • Analyze flyer distribution data using Google Sheets
  • Map and evaluate residential zones for reach and impact
Operations Excellence
  • Manage flyer inventory, uniforms, and tools via the Oppizi platform
  • Work across locations - from our local storage to residential neighborhoods - with some remote planning and reporting
Why Join Us?
At Oppizi, we're redefining what offline marketing can do. In a world glued to screens, we help brands like UberEats cut through the noise by turning simple flyer drops into high-converting campaigns . It's not just distribution - it's performance-driven street marketing .
We're not looking for someone to just manage a field team - we're looking for someone to lead it toward measurable success. If you're a strategic thinker with hustle and heart, let's talk.
To Apply:
Send your CV to
Only shortlisted candidates will be contacted.
Application Questions:
  • Do you have a laptop and smartphone with strong battery life and mobile data?
  • Are you fully available full-time for a 6-week contract starting early September?
  • Do you have a personal vehicle for field assignments?
  • Have you lived in Chicago for the past 2+ years?
Requirements
Must-Have Requirements
  • Sales-oriented mindset with experience coaching or influencing teams toward results
  • 2+ years in an operations, marketing, or on-site field role
  • Strong skills in Excel or Google Sheets (charts, pivot tables, formulas)
  • Excellent communication and leadership abilities
  • Local knowledge: 2+ years living in Chicago
  • Valid driver's license and access to a personal vehicle
  • Laptop for planning and reporting; smartphone with strong battery for field use
  • Adaptability and resilience in a fast-paced field environment
Benefits
Location: On-site in Chicago,IL
Full-time: 40 hours per week
Expected start: First or second week of September
Contract Type: Fixed 6-week contract with potential for renewal or full-time hire
Salary: $1,000 USD weekly + performance commissions up to $250/week (paid weekly) #J-18808-Ljbffr