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SENIOR DIGITAL SALES EXECUTIVE (REMOTE/USA) - KSLA (GDM - GRAY MEDIA GROUP)

Salary/Wage: $80,000 - $100,000/yr. (Base Salary + Commission + Bonus) (Estimated earnings of $350,000 at budget) Shift and Schedule: TBD Job Type: Full-Time Job Summary/Description: We're hiring a seasoned, consultative Senior Digital Sales Executive who thrives in a primarily outbound environment and can consistently deliver against a $2.5M annual quota. This role is remote, with quarterly travel to your in-market or home market for leadership meetings and planning. You will own the full sales cycle: prospecting, discovery, solution design with internal specialists, proposal, negotiation, collections, and long-term account growth. Ideal candidates will reside in/near one of the following locations: Little Rock, AR; Colorado Springs or Denver, CO; Orlando, FL; Minneapolis, MN; Austin, Dallas, or Houston, TX. Duties/Responsibilities include, but are not limited to: Unlike commoditized digital ad networks, Gray Digital Media offers sophisticated, high-value solutions that command premium pricing. This means higher commissions, larger deal sizes, and the satisfaction of selling truly differentiated products that deliver measurable ROI to clients. GDM has many resources to help support and grow your campaigns. What You'll Do: 1. Build and execute a prospecting plan to generate net-new revenue and pipeline (outbound-first) 2. Run high-quality discovery to understand business goals, funnel performance, competitive context, and success metrics 3. Sell integrated digital advertising solutions (as appropriate): - Paid search / SEM, paid social, programmatic/OTT/CTV, display/video, YouTube, retargeting - SEO/local search, website/landing page strategy, analytics/measurement, conversion optimization - Audience strategy, creative approach, and performance reporting 4. Develop multi-product proposals tied to business outcomes (leads, sales, ROAS, CAC/LTV, foot traffic, brand lift, etc.) 5. Partner with internal teams (digital strategists, ad ops, creative, analytics) to scope, launch, optimize, and retain accounts 6. Maintain accurate CRM hygiene, pipeline coverage, and forecast calls 7. Expand existing accounts through performance reviews, upsells, cross-sells, and renewals What Success Looks Like: In the first 30-60 days: - Master Gray Digital Media's offerings, pricing/packaging, and process - Establish weekly outbound habits and a target account list - Build a qualified pipeline plan aligned to quota pacing In 90 days: - Consistent meeting creation from outbound + referrals - Active opportunities with clear next steps, stakeholders, and timelines - Strong internal collaboration and clean CRM execution In 6-12 months: - Sustained performance against a $2.5M annual quota - High client retention and measurable campaign outcomes - Predictable pipeline generation and forecast accuracy Qualifications/Requirements: - Proven success selling digital advertising solutions with meaningful quota responsibility - Demonstrated ability to generate net-new business (outbound prospecting and account targeting) - Experience running discovery and selling to outcomes (not just impressions/clicks) - Comfortable selling across stakeholders (Owner/GM, Marketing Director, CFO/Finance, Operations, etc.) - Strong presentation, proposal, and negotiation skills - High comfort with CRM rigor, pipeline management, and forecasting - Willingness to travel quarterly for in-market/home-market leadership visits Preferred Qualifications: - Experience with multi-channel performance programs (SEM + paid social + programmatic/CTV + measurement) - Track record selling to mid-market and enterprise accounts - Familiarity with modern measurement approaches (conversion APIs, offline conversions, attribution basics) - Strong understanding of creative performance drivers and testing If you feel you're qualified and want to work with a great group of people, go to you may type in the job title, station call letters, or click on "apply now", upload your resume, cover letter, and references (Current employees who are interested in this position can apply through the Gray-TV UltiPro self-service portal) KSLA-TV/Gray Media is a drug-free company

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