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 advertising opportunities.
Bring forward new approaches that can improve campaign performance and strengthen the agency's digital offering.
Collaborate as a strategic peer with agency digital leadership on campaign approaches, platform standards, and performance improvements.
Share expertise and best practices with the broader team without formal people-management responsibilities.
Follow established agency workflows, documentation standards, and quality-control processes.

Qualifications

Required Experience

8–10+ years of experience in digital advertising, paid media strategy, or performance marketing.
Significant agency experience managing multiple client accounts simultaneously.
Demonstrated success developing and executing complex, multichannel digital advertising strategies.
Advanced, hands-on experience with Google Ads, Meta Ads Manager, LinkedIn Campaign Manager, and other major advertising platforms.
Experience managing substantial media budgets and making strategic investment decisions based on performance.
Strong understanding of lead generation, conversion optimization, audience targeting, attribution, and digital analytics.
Experience working directly with clients and presenting recommendations to senior marketing and business leaders.
Ability to independently manage both strategic planning and daily campaign execution.

Technical Expertise

Google Ads, including Search, Display, YouTube, Performance Max, and remarketing.
Meta Ads Manager and LinkedIn Campaign Manager.
Google Analytics 4 and Google Tag Manager.
Conversion tracking, UTM structures, attribution, and campaign measurement.
Digital media planning, forecasting, budget pacing, and performance analysis.
Familiarity with Looker Studio, CRM platforms, and marketing automation systems.
Experience using AI and platform automation to improve campaign efficiency and performance.

What We're Looking For

We are looking for someone who:

Thinks like a strategist but executes like a specialist. You can build the plan and personally deliver it.
Takes ownership of results. You proactively identify problems, develop solutions, and make improvements.
Thrives in an agency environment. You can move between clients, industries, budgets, and priorities without losing focus.
Understands business outcomes. You look beyond clicks and impressions to understand leads, revenue, and return on investment.
Brings senior-level judgment. You can confidently challenge assumptions, defend recommendations, and contribute as a peer to agency leadership.
Enjoys being hands-on. You are not looking to delegate campaign execution or transition away from working in advertising platforms.

What Success Looks Like

Assigned client accounts consistently demonstrate strong digital performance against established KPIs.
Campaigns are actively managed, optimized, and improved through ongoing testing and analysis.
Advertising budgets are accurately paced and strategically allocated.
Clients and account teams receive proactive, insightful recommendations rather than reactive performance updates.
New digital opportunities and industry developments are identified and applied to relevant client programs.
Digital strategies are supported by clear documentation, accurate reporting, and measurable business outcomes.

Why Join Wheelhouse 20/20?

Work with established national and regional brands across diverse industries.
Collaborate with an experienced team of strategists, creatives, digital marketers, and marketing technology specialists.
Have meaningful ownership of client strategy and performance without traditional management responsibilities.
Contribute to agency-wide digital thinking while maintaining direct involvement in campaign execution.
Enjoy a fully remote work environment with the opportunity to grow into a long-term, full-time role.

Compensation & Engagement Structure

Initial Engagement: Part-time independent contractor, with hours and scope established based on client needs and mutual availability.

Full-Time Opportunity: Potential transition to a full-time employee position.

The initial contractor rate and expected weekly hours will be established separately based on the agreed scope of work.

Wheelhouse 20/20

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