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Job Description
Independent Sales Contractor - Local Advertising Representative The Cleveland Leader Cleveland, OH Job Details Contract 1 hour ago Benefits Work from home Flexible schedule Qualifications Territory sales Lead generation Business development B2B sales Prospecting Full Job Description Independent Sales Contractor - Local Advertising Representative The Cleveland Leader (cleleader.com) Cleveland, OH Contract • Independent Contractor • 100% CommissionJob Summary The Cleveland Leader is seeking motivated, self-driven Independent Contractors to sell premium annual advertising and event-promotion packages to local bars, restaurants, breweries, and entertainment venues in the Greater Cleveland area. This is a pure commission opportunity with strong earning potential for results-oriented salespeople who enjoy relationship-based selling.
Key Responsibilities Prospect and pitch targeted advertising opportunities to hospitality and event venues. Present the value of our digital platforms, event calendar, social media promotions, and video content. Close new advertising partnerships and/or generate qualified leads. Manage your own sales pipeline and follow-ups using provided materials and support. Work independently in assigned territories (DoorDash-style regions across Cleveland). Compensation 30% commission on every direct sale you close. 15% commission on qualified leads you generate that result in a closed sale. Average deal size delivers $75-$105 per closed package to the representative. Uncapped earning potential — active reps regularly earn $1,000-$4,000+ per month once established, with opportunity for recurring revenue on renewals. Commissions paid promptly after client payment is received. True 1099 Independent Contractor position. You are responsible for your own taxes and expenses. This job is exempt from local laws that require pay ranges. Other pay information is included above.
What We Offer Completely flexible schedule — work when and where you want. Established local media brand with strong community reach. Professional sales collateral, territory guidance, and ongoing team support. Opportunity to build a book of business with repeat clients. Ideal Candidate Experience in outside sales, advertising sales, or B2B relationship selling is preferred but not required. Comfortable approaching and negotiating with business owners and managers. Reliable transportation and good knowledge of the Cleveland area. Professional, organized, and highly self-motivated. Strong communication and closing skills. How to Apply Please reply with a brief introduction that includes: Your relevant sales or business development experience (if any) Why you believe you would succeed in this role Your availability to start Qualified candidates will receive full program details, sales materials, territory map, and next steps.
We are looking for a small team of high-energy contractors who want to earn solid commissions while helping elevate Cleveland's local venues and events scene.
The Cleveland Leader is an equal opportunity platform.