Digital Media Account Executive & Community Lead

Location: Appleton, Fond du Lac, Oshkosh, or Sheboygan, WI (Local Hybrid / In-Market Field Sales)

Position Type: Full-Time

Compensation: $65,000 base salary + uncapped tiered commission + $12,000 year-one guarantee

Target On-Target Earnings (OTE): $85,000 – $115,000+ (Year
1)

At Village Media, we build digital town squares that combine trusted local journalism with vibrant community platforms. Following the launch of , we are expanding across East-Central Wisconsin to bring dedicated local coverage and business growth tools to Appleton, Fond du Lac, Oshkosh, and Sheboygan.

We are seeking a high-energy, consultative Digital Media Account Executive & Community Lead for each market. In this role, you will serve as both our primary commercial driver—connecting local businesses with high-impact digital advertising solutions—and the local face of our brand in the community.

We offer a strong financial foundation combined with uncapped earning potential:

• $65,000 per year.

• $1,000 per month ($12,000 annual guaranteed draw), ensuring a minimum year-one compensation floor of $77,000.

• Uncapped Tiered Commission Structure:

  • 6% on gross advertising sales up to $250,000

  • 10% accelerator on sales between $250,000 and $400,000

  • 12% top-tier accelerator on all annual sales above $400,000

• Comprehensive Benefits:
  Health, dental, vision, paid time off, and continuous professional development.

As our in-market Account Executive & Community Lead, you will spend roughly 70% of your time driving outbound sales and 30% representing Village Media in the local community. Technical ad setup, design, and routine campaign fulfillment are supported by our centralized ad operations team, allowing you to focus on building relationships and closing revenue.

• Prospect, cold-call, and consult with local small-to-medium businesses, corporate leaders, and non-profits across the territory.
• Present tailored digital advertising, newsletter sponsor ships, content marketing, and directory listing packages.
• Build and maintain a robust sales pipeline to achieve and exceed quarterly revenue quotas.

• Serve as the local face of Village Media at chamber of commerce meetings, business mixers, and community gatherings.
• Coordinate civic programs such as "Community Builder Awards" and "Random Acts of Kindness" to support local residents.
• Cultivate long-term client relationships to drive account renewals and regional partnership opportunities.

• Local Field Sales Structure:
  Flexible hybrid setup requiring daily in-territory travel for client visits and local networking events.
• Residency Requirement:
  Candidates must currently reside in (or be willing to relocate to) the target market territory (Appleton, Fond du Lac, Oshkosh, or Sheboygan).
• Logistics:
  Valid driver’s license and reliable personal vehicle required.

• Experience:
  
  2+ years of successful outbound B2B sales experience (digital advertising, media sales, print/radio sales, or SaaS preferred).
• Sales Capabilities:
  Proven track record of prospecting, cold calling, conducting needs analyses, and closing new business.
• Communication:
  Exceptional verbal, written, and presentation skills.
• Community Connection:
  Familiarity with the business ecosystem and civic culture of Northeastern/East-Central Wisconsin.

Village Media is beyond a traditional media company. We're a community impact organization. Our purpose is to help communities become stronger by keeping people informed, connected, and engaged.

That means we look for people who genuinely…