Senior Digital Sales Executive (Remote/Usa) - Ksla (Gdm - Gray Media Group)
About The Position
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. 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.
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
Nice To Haves
- 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
Responsibilities
- Build and execute a prospecting plan to generate net-new revenue and pipeline (outbound-first)
- Run high-quality discovery to understand business goals, funnel performance, competitive context, and success metrics
- 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
- Develop multi-product proposals tied to business outcomes (leads, sales, ROAS, CAC/LTV, foot traffic, brand lift, etc.)
- Partner with internal teams (digital strategists, ad ops, creative, analytics) to scope, launch, optimize, and retain accounts
- Maintain accurate CRM hygiene, pipeline coverage, and forecast calls
- Expand existing accounts through performance reviews, upsells, cross-sells, and renewals
Benefits
- Comprehensive Medical(Rx), Dental, and Vision Coverage
- Health Savings Account with Company contributions
- Flexible Spending Account
- Employer-paid life and disability benefits
- Paid parental leave benefits
- Adoption and Surrogacy Benefits
- 401(k) Plan, including matching and profit-sharing contributions
- Employee Assistance Program
- Voluntary benefits, including Hospital Indemnity, Critical Illness, Accident Insurance, and supplemental life insurance coverage
- Paid Time Off, including Relocation PTO
- Focus on Caring
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What This Job Offers
Job Type
Full-time
Career Level
Mid Level
Education Level
No Education Listed
