Digital Media Strategist

Senior Digital Media Strategist Company: Wheelhouse 20/20

Location: Fully Remote – U.S.

Employment Type: Part-Time Contractor Initially, With Opportunity to Transition to Full-Time

Level: Senior Individual Contributor

About Wheelhouse 20/20 Wheelhouse 20/20 is a full-service marketing agency based in Beaverton, Oregon. We partner with national and regional brands to develop strategic, creative, and performance-driven marketing programs that deliver measurable business results.

Our team brings together strategy, creative, digital media, marketing technology, and account leadership to help clients grow their businesses.

Job Overview Wheelhouse 20/20 is seeking a highly experienced Digital Media Strategist who can think strategically, execute independently, and drive measurable performance across multiple client accounts.

This is a senior-level, hands-on position for someone who understands both the big picture and the daily details of digital advertising. The ideal candidate can develop sophisticated media strategies, manage substantial advertising budgets, identify growth opportunities, and personally execute and optimize campaigns, and troubleshoot when necessary.

We need someone who is as comfortable presenting recommendations to senior client stakeholders as they are working directly in Google Ads, Meta, LinkedIn, Programmatic and other advertising platforms.

The position will begin as a part-time contractor, with the opportunity to transition into a full-time position as business needs and mutual fit align. There are no direct reports.

Key Responsibilities Digital Media Strategy & Client Performance

Develop and execute comprehensive digital advertising strategies aligned with client business objectives, revenue goals, and performance KPIs.Serve as a senior strategic resource for assigned client accounts, providing recommendations on channel mix, audience targeting, investment allocation, and campaign optimization.Translate business challenges into actionable digital media plans that generate leads, increase conversions, and improve marketing efficiency.Identify performance trends, competitive opportunities, and areas for growth across multiple client accounts.Present strategic recommendations and performance insights to internal leadership and client stakeholders.Hands-On Campaign Management & Optimization

Personally manage and optimize campaigns across Google Ads, Meta, LinkedIn, YouTube, and other relevant digital advertising platforms.Work directly in advertising accounts daily to evaluate performance, adjust targeting, refine bidding strategies, test creative, and improve results.Develop and manage campaign structures, audience segmentation, remarketing strategies, and conversion-focused advertising programs.Monitor campaign pacing, spend allocation, cost per lead, conversion rates, and return on advertising investment.Identify underperforming campaigns and implement corrective actions without waiting for direction.Collaborate with creative, web, and marketing technology teams to improve landing pages, conversion paths, tracking, and overall campaign performance.Media Planning & Budget Management

Develop media plans and recommend investment allocations across channels, audiences, and campaign objectives.Manage advertising budgets to maximize performance while maintaining accurate pacing and spend controls.Evaluate the effectiveness of different channels and recommend budget shifts based on results.Develop testing strategies for new platforms, audience segments, campaign structures, and creative approaches.Ensure advertising recommendations balance immediate lead generation needs with long-term business growth.Strategic Analysis & Communication

Analyze campaign performance beyond surface-level metrics to identify what is driving results and where improvements can be made.Provide proactive performance updates, including highlights, challenges, opportunities, and recommended next steps.Work with account leadership to connect digital performance to client business outcomes.Identify trends across client accounts and apply successful strategies where relevant.Contribute to reporting narratives and strategic presentations that clearly communicate the value of digital advertising investments.Maintain organized documentation of campaign strategies, optimizations, testing, and results.Digital Innovation & Agency Collaboration

Stay current on digital advertising algorithms, AI-driven campaign capabilities, attribution changes, and emerging ad