Digital Media Account Executive & Community Lead

Village Media Inc.

• $65K — $115K *
Media
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 2+ years of successful outbound B2B sales experience, preferably in digital advertising or media sales.
  • Proven track record in prospecting, cold calling, and closing new business.
  • Exceptional verbal, written, and presentation skills.
  • Familiarity with the business ecosystem and civic culture of Northeastern/East-Central Wisconsin.

Responsibilities

  • Prospect and consult with local small-to-medium businesses and non-profits.
  • Present tailored digital advertising and content marketing packages.
  • Build and maintain a robust sales pipeline to exceed quarterly revenue quotas.
  • Represent Village Media at community events and business mixers.
  • Coordinate civic programs to support local residents.
  • Cultivate long-term client relationships for account renewals.

Benefits

  • Flexible hybrid work arrangement with local field sales structure.
  • Support from a centralized ad operations team for technical tasks.
  • Opportunity to engage with the community and build local partnerships.
Full Job Description
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)

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.

Position Summary & Key Responsibilities

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.

Outbound B2B Media Sales (70%)
  • Prospect, cold-call, and consult with local small-to-medium businesses, corporate leaders, and non-profits across the territory.
  • Present tailored digital advertising, newsletter sponsorships, content marketing, and directory listing packages.
  • Build and maintain a robust sales pipeline to achieve and exceed quarterly revenue quotas.

Community Ambassadorship & Engagement (30%)
  • 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.

Work Arrangement & Territory Requirements
  • 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.

Qualifications
  • 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.

How to Apply

We value real human connections over automated filters. We promise that no automated keyword-matching software or AI screening tools are used in evaluating your profile.

  1. Step 1: Submit your resume for a fast-track 15-minute introductory call with our talent acquisition team.
  2. Step 2: Following the intro call, shortlisted candidates will be invited to share a brief personal note on why they care about local business and community growth in Wisconsin.

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