Nexstar Media Group, Inc. Logo

Nexstar Media Group, Inc.

VP, Digital Sales and Strategy

Sorry, this job was removed at 08:21 p.m. (CST) on Friday, Oct 03, 2025
Be an Early Applicant
In-Office
Chicago, IL, USA
250K-335K Annually
In-Office
Chicago, IL, USA
250K-335K Annually

Similar Jobs

36 Minutes Ago
Easy Apply
Remote or Hybrid
United States
Easy Apply
110K-160K Annually
Senior level
110K-160K Annually
Senior level
Legal Tech • Software • Generative AI
Manage deal workflows for new business, renewals, and expansions; review pricing, discounts, contracts, and billing for policy and revenue-recognition alignment; run approval workflows and escalate complex deals; partner with Sales, CS, Finance, Legal, and RevOps; optimize quote-to-cash processes, track deal metrics, and implement AI-powered automation to improve efficiency and scalability.
Top Skills: Ai-Powered ToolsBi/Reporting ToolsCpq ToolsCrm PlatformsDealhubExcelGoogle SheetsHubspotSalesforce
36 Minutes Ago
Easy Apply
Remote or Hybrid
United States
Easy Apply
250K-300K Annually
Senior level
250K-300K Annually
Senior level
Legal Tech • Software • Generative AI
Build and own Eve's marketing site and GTM engineering stack: integrate and optimize external tools, design AI agents for sales and marketing, implement webhooks and middleware to sync product/CRM data, and create programmatic campaigns and internal tools in partnership with Marketing, Sales, RevOps, and Product to drive growth and automation.
Top Skills: Ai AgentsCRMCSSHTMLJavaScriptLlmsMarketing AutomationMiddlewarePythonSQLWebhooks
37 Minutes Ago
Hybrid
15-20 Hourly
Junior
15-20 Hourly
Junior
eCommerce • Fashion • Retail • Sales • Wearables • Design
Provide friendly, efficient customer service at cash wrap and on the sales floor; operate POS; receive and process shipments; maintain stockroom and visual merchandising; support sales activities, loss prevention, and store housekeeping.
Top Skills: Cash Register SystemsInternetIpadLaptopMobile PosPosWalkie Talkie

Nexstar Media Group is seeking a VP of Digital Sales and Strategy responsible for aligning and executing the company’s digital go-to-market strategy across 116 local business units. This role drives the adoption of digital products, partners with Revenue Operations to improve sales processes and execution, drives ad tech advancements and leads large-scale enterprise sales efforts. This executive serves as the connective tissue between local sales teams, operations, and product —ensuring field readiness, improving seller enablement, and accelerating digital revenue growth.

Key Responsibilities

Align digital GTM strategy across local and national sales teams across Nexstar portfolio, ensuring consistency and scalability.

  • Partner closely with Revenue Operations to coordinate performance tracking, pipeline acceleration, and process improvement initiatives.
  • Champion product adoption across digital channels including CTV, OLV, Display, and programmatic.
  • Design and deploy sales enablement programs that improve digital fluency, campaign execution, and customer value delivery.
  • Develop custom go-to-market strategies, set sales performance metrics aligned with company revenue goals.
  • Lead and participate in executive-level enterprise pitches and strategic multi-market deal development.
  • Identify and implement improvements to digital sales workflow, tools, and cross-functional processes.
  • Collaborate with the SVP, Digital Sales on product development, ad tech/mar tech advancements and data tools to identify growth opportunities  
  • Serve as an executive sponsor for top-tier client relationships and drive outcome-based selling strategies

Key Performance Indicators (KPIs):

  • Digital Revenue Growth (YOY and pacing to budget)
  • Digital product adoption rate across enterprise
  • Pipeline velocity and sales cycle reduction
  • Number and revenue value of enterprise/multi-market digital wins
  • Vertical/Category revenue growth (YOY and pacing to budget)

Qualifications:

            •          10+ years in digital media sales strategy, GTM leadership, or enterprise sales enablement

            •          Proven success in leading cross-functional initiatives across large, matrixed organizations

            •          Expertise in digital ad products (CTV, OLV, Display, Programmatic) and performance-based sales models

            •          Deep understanding of sales workflow systems (CRM, OMS, DSPs, Ad Servers like GAM/Freewheel)

            •          Strong executive presence with experience in enterprise-level client engagement and deal strategy

  • Ability to travel up to 75%

Preferred Experience:

            •          Background in local broadcast/digital media sales

            •          Familiarity with Salesforce, Matrix, Freewheel, GAM, and The Trade Desk or Beeswax

            •          Experience rolling out large-scale change initiatives or digital transformation programs

Job Location: Position can be located in any Nexstar market.

Salary Range: $250,000 - $335,000

What you need to know about the Chicago Tech Scene

With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.

Key Facts About Chicago Tech

  • Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
  • Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
  • Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
  • Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account