Brand Activation Manager - Chicago, IL

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Hiring Remotely in Chicago, IL, USA
In-Office or Remote
AdTech • Marketing Tech • Software
The Role
Description
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:

  1. Do you have a laptop and smartphone with strong battery life and mobile data?
  2. Are you fully available full-time for a 6-week contract starting early September?
  3. Do you have a personal vehicle for field assignments?
  4. 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)

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The Company
HQ: New York, New York
254 Employees
Year Founded: 2014

What We Do

Oppizi is the leading platform that enables data-driven offline marketing campaigns. On top of the logistics and distribution services, Oppizi has developed a technology that tracks, scales and optimizes highly targeted flyer campaigns and provides full transparency across all types of offline marketing such as Street Flyering, Brand Activations or Direct Mailing. Currently operating in the US, in Australia, in New Zealand, in the United Kingdom, in Belgium and in France. Trusted by Uber, DoorDash, DiDi, The Iconic, Airtasker, Marley Spoon, MealPal, HelloFresh and many others...

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