Director, Marketing Strategy & Media (Hybrid/Remote: Madison, WI)

TruStage•Madison, WI

2d•$128,500 - $239,000•Hybrid

About The Position

At TruStage, we’re on a mission to make a brighter financial future accessible to everyone. We put people first, and work hand in hand with employees and customers to create a diverse and inclusive environment. Passionate about building insurance and financial services solutions, we push the boundaries of what’s possible. We need you to help us shape what’s next. You’ll be encouraged to share your experiences, ideas and skills to help others take control of their financial future. Join a team that has received numerous awards for being a top place to work: TruStage awards and recognition. Location Preference: This position requires flexibility to maintain a regular in-person presence at our Madison, WI headquarters on a regular and as-needed basis to support evolving business priorities. Remote candidates may be considered; however, preference will be given to those who can maintain consistent on-site engagement in Madison. Job Purpose: This position serves as the strategic backbone and central “brain” of the marketing organization—aligning enterprise marketing strategy, optimizing digital media investment, and ensuring measurable growth and ROI. As a member of the Marketing Leadership Team, the Head of Marketing Strategy and Media COE establishes disciplined planning, measurement, and decision‑making frameworks that connect marketing priorities and investments to business outcomes. This role reports directly to the SVP, Chief Marketing and Brand Officer. Role Overview: We are seeking a senior marketing leader to serve as Head of Marketing Strategy and Media Center of Excellence. This role acts as a strategic partner, operational leader, and force multiplier for the CMO and Marketing Leadership Team—driving clarity, alignment, and execution across Growth, Brand, Creative, and Marketing Operations. The role owns enterprise marketing strategy, digital media investment, measurement, and AI enablement, while shaping the marketing operating model through planning cadence, agile execution, and performance governance. The ideal candidate brings enterprise‑level strategic depth, strong executive presence, and the ability to lead through complexity, ambiguity, and large‑scale transformation.

Requirements

Bachelor’s degree in Marketing, Business, Analytics, or a related field; advanced degree preferred
12+ years of progressive marketing experience, with at least 5 years in a senior leadership capacity
Enterprise-level marketing depth spanning strategy, media, analytics, and performance optimization
Strong expertise in digital media investment, ROI measurement, and marketing effectiveness
Demonstrated success advising, influencing, and partnering with senior-level executives
Exceptional written and verbal communication skills, with mastery in executive storytelling and executive-ready deliverables
Strong analytical, operational, and project leadership capabilities, including budgeting, forecasting, and KPI-driven management
Proven experience leading teams and developing senior-level talent

Nice To Haves

Management consulting experience or experience leading enterprise transformation initiatives
Hands-on experience defining and scaling AI-enabled marketing strategies
Experience designing and operationalizing agile marketing models
Background in regulated or complex industries such as financial services or insurance
High tolerance for ambiguity with strong judgment and the ability to drive clarity in fast-moving environments

Responsibilities

Own and align enterprise marketing strategy, planning, and execution across Growth, Brand, Creative, and Marketing Operations
Serve as a trusted advisor and thought partner to the CMO, providing strategic insight, identifying risks, and ensuring focus on the highest‑impact priorities
Act as an extension of the CMO—representing marketing leadership in enterprise forums, working groups, and strategic initiatives as needed
Partner with Corporate Strategy to ensure marketing OKRs clearly ladder to enterprise objectives
Own enterprise digital channel strategy and media investment across paid, owned, and emerging channels
Optimize media mix, allocation, and performance to maximize ROI and incremental growth
Partner closely with Finance to drive spend transparency, forecasting, vendor management, and investment optimization
Establish and own enterprise marketing measurement and attribution strategy in partnership with Analytics
Define scorecards, KPIs, and performance reviews that link marketing investment to business outcomes
Drive consistent, data‑driven decision‑making and continuous optimization across all marketing teams
Define and lead the enterprise marketing AI strategy, identifying high‑impact, outcome‑driven use cases
Partner with teams to pilot, scale, and operationalize AI capabilities across the marketing organization
Design and champion TruStage’s agile marketing operating model, including agile pods, sprint‑based campaigns, pre‑sprint testing, and test‑and‑learn measurement
Lead and scale the Marketing Strategy and Media Center of Excellence, with deep expertise in digital marketing, media optimization and marketing strategy.
Design and operate leadership forums, including weekly scorecards, planning reviews, and operating updates
Create executive‑ready presentations, narratives, and business reviews that influence and align senior audiences
Develop senior‑level talent with strong judgment, autonomy, and the ability to lead through ambiguity
Foster a culture of accountability, disciplined execution, and measurable enterprise impact