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

FOX Carolina News; Oregon; Hybrid; USD 80,000 - 100,000; Full time

Job summary

Gray Media is hiring a seasoned Senior Digital Sales Executive for a remote role with quarterly travel to in-market or home market leadership meetings. You will own the full sales cycle from prospecting through negotiations, targeting a $2.5M annual quota and delivering measurable ROI for clients.

Ideal candidates reside in or near listed markets and bring proven success selling digital advertising solutions with a strong emphasis on outcomes and multi-product proposals.

Qualifications

• 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.

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.
• Develop multi-product proposals tied to business outcomes (leads, sales, ROAS, CAC/LTV, foot traffic, brand lift).
• Partner with internal teams 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.

Skills

Digital advertising

Outbound sales

CRM mastery

Negotiation

Tools

CRM

Job description

About Gray Media

Today, we are a growing multimedia company headquartered in Atlanta, Georgia. We are the nation's largest owner of top-rated local television stations and digital assets, serving 117 full-power television markets that collectively reach about 37% of U.S. television households. The portfolio includes 80 markets with the top-rated television station and 100 markets with the first- and/or second-highest-rated television station in average all-day ratings across 116 of such markets that were measured by Nielsen in 2025. We also own the largest Telemundo Affiliate group with 46 markets and Gray Digital Media, a full-service digital agency offering national and local clients digital marketing strategies with the most advanced digital products and services. Our additional media properties include video production companies Raycom Sports, Tupelo Media Group, and PowerNation Studios, and studio production facilities Assembly Atlanta and Third Rail Studios.

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

Compensation

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

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

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

Additional Info

Gray Media provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, or genetics. In addition to federal law requirements, Gray Media complies with applicable state and local laws governing nondiscrimination in employment in every location in which the company has facilities. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.

Gray Media expressly prohibits any form of workplace harassment based on race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, genetic information, disability, or veteran status. Improper interference with the ability of Gray’s employees to perform their job duties may result in discipline up to and including discharge.

Gray Media is a drug-free company