April 16, 2026

Media Advisor / Advertising Strategist

Milwaukee Media Group Milwaukee, Wisconsin

About the Job

This is a performance-driven, consultive sales role for someone who understands that advertising is no longer about selling ads, it's about driving measurable results. If you are looking for a transactional sales role, this is not it.

If you believe that strategy is more important than products, that advertising only works if it drives action and people and that revenue isn't the only scoreboard, then this might be for you.

What the Role Actually Is

You will work directly with local business owners to build integrated advertising campaigns/solutions that include:

Revenue & Pipeline:

• Search marketing

• Targeted display

• Paid social

• Audio (radio & streaming)

• Digital video

• Website strategy

• Audience targeting & retargeting

But tools are not the point. Your responsibility is to connect those tools to outcomes.

What You’ll Own

Revenue & Pipeline

Build and manage an active prospect pipelineProspect consistently and open new businessSet and hit weekly revenue goalsForecast accurately and manage deal flowGrow both new and existing accountsClient Strategy

Conduct deep discovery conversationsIdentify competitive gaps and growth opportunitiesBuild integrated, performance-focused proposalsTie every recommendation to measurable outcomesPresent with confidence and close decisivelyExecution & Growth

Collaborate with digital and creative teams to launch campaigns correctlyMonitor performance and communicate results clearlyIdentify optimization and upsell opportunitiesMarket Presence

Become a known marketing resource in the communityBuild strong relationships with business ownersRepresent the company professionally in public settingsStay informed on industry trends and consumer behaviorWhat You’re Not Doing

You are not selling inventoryYou are not pushing productsYou are not relying on inbound leads aloneYou are designing growth.

What Success Looks Like

More qualified inbound callsMore booked appointmentsMore website engagement from high-intent usersMore branded searchesMore revenue for your clientsBecause clicks don’t mean business. People do.

The Type of Professional Who Wins Here

Proven track record in sales performanceComfortable prospecting and asking for businessCompetitive, disciplined, and growth-mindedStrong pipeline management habitsConfident presenting to decision-makersCoachable and open to continuous improvementYou will succeed here if you believe:

Strategy matters more than tacticsActivity must lead to outcomesOutcomes must lead to revenueRevenue is the only scoreboard that counts.

Why This Role Is Different

You are not selling radio, and you are not selling digital impressions.

You are guiding the consumer journey:

From someone who doesn’t know a business exists…

To someone who searches for them… To someone who chooses them.That transformation is what you sell.

Compensation & Benefits

This is a performance-based role with significant upsides.

First-year earnings: $70K–$120K+ (base + commission)Top performers build long-term six-figure incomesBenefits include:

Medical insuranceDental insurancePaid vacationOngoing trainingCareer growth opportunities401(k)

If you’re looking for a job, this probably isn’t it.

If you want to build relationships, drive measurable growth for local businesses, and get paid based on performance, we should talk.

Send Cover Letter and Resume to: [email protected]

Requirements: a valid driver's license and work in an onsite setting

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