Chicago Southsider is growing.
As we expand our impact and community reach, we are building partnerships that support local journalism and connect trusted businesses with engaged South Side residents.
We are seeking an Advertising Partnerships Manager to help build relationships and secure sponsorship partnerships that strengthen our community.
If you are passionate about relationship-building, community impact, and revenue growth, we invite you to apply.
About Chicago Southsider
Chicago Southsider is a trusted hyperlocal media platform serving thousands of residents across Chicago’s South Side. Our newsletter connects readers with local news, community resources, and businesses that strengthen the community.
We partner with organizations seeking meaningful visibility and trusted access to engaged local audiences.
You can explore recent editions of our newsletter at:
https://chicagosouthsider.substack.com
About the Role
We are seeking an Advertising Partnerships Manager to secure sponsorship partnerships for our fast-growing newsletter.
This role focuses on building relationships and closing advertising partnerships with local businesses, healthcare providers, financial institutions, real estate professionals, and community organizations.
Revenue Goal
This role supports a weekly sponsorship target of approximately $10,000 in advertising revenue through new partnerships and renewals.
What You’ll Sell
Newsletter sponsorship placements provide trusted visibility to thousands of engaged South Side readers.
Partnership opportunities include:
• Premium sponsor placements
• Featured sponsor placements
• Multi-issue sponsorship packages
• Long-term partnership opportunities
Newsletter Schedule
Chicago Southsider publishes twice weekly:
Thursday Edition – planning, resources, and opportunities
Weekend Edition – events, culture, and community highlights
This cadence provides recurring visibility for partners and frequent opportunities to secure placements.
Responsibilities
✔ Identify and contact potential advertising partners
✔ Build relationships with local businesses and organizations
✔ Pitch sponsorship opportunities and close partnerships
✔ Follow up consistently to maintain momentum
✔ Maintain a simple pipeline of prospects and clients
✔ Coordinate placement details after closing
Ideal Candidates
✔ Strong relationship-building skills
✔ Experience in sales, media, marketing, or business development
✔ Chicago business connections preferred
✔ Self-starter comfortable working independently
✔ Passion for supporting local communities
Sales experience is helpful but not required for motivated candidates.
Compensation
Commission Structure
✅ 20% commission on new partnership revenue
✅ 10% commission on renewals
✅ Performance bonuses available
Example Earnings
• $10,000 sold → $2,000 earned
• $25,000 sold → $5,000 earned
• $50,000 sold → $10,000 earned
Unlimited earning potential.
Why This Role Matters
✔ Support trusted community journalism
✔ Help local businesses reach engaged audiences
✔ Create meaningful impact across Chicago communities
✔ Flexible schedule & high earning potential
How to Apply
Send a brief introduction to:
Subject line:
Advertising Partnerships Manager Application — Your Name
Please include:
• why you’re interested
• relevant experience
• local business relationships (if applicable)
• LinkedIn profile or resume
Help Grow Community Journalism on Chicago’s South Side
If you believe in the power of trusted local news and meaningful partnerships, we would love to hear from you.
