Head of Marketing candidate in Chicago, Illinois, United States

Summary

A systemsdriven marketing and communications executive who has built his career at the intersection of strategy, storytelling, and operational discipline. Across public sector, nonprofit, technology, and global field marketing environments, he has become the leader organizations turn to when they need to unify fragmented efforts, modernize their gotomarket engine, and create clarity in complexity.
Jays work is defined by a consistent throughline: he builds scalable systems that translate organizational purpose into performance. As Chief of Marketing & Communications at the Illinois Tollway, he led brand stewardship, crisis communications, digital modernization, and enterprisewide customer engagement for millions of userselevating trust while strengthening operational readiness. Before that, as the inaugural CMO of the Sigma Chi Foundation, he architected the organizations first enterprise marketing function, overhauled its brand, and implemented modern digital infrastructure that earned national recognition.
Earlier in his career, Jay shaped GTM strategy and partner enablement for global technology companies and highgrowth startups, helping scale new categories, accelerate revenue, and equip distributed teams with the narratives, proof points, and playbooks needed to win. Whether advising executives, building highperforming teams, or designing activation engines that connect communities and brands, he brings a rare blend of strategic vision, humancentered leadership, and operational rigor.
Today, Jay is known for creating the conditions where organizations can grow with intentionaligning people, systems, and experiences around the customer, and delivering measurable impact at every stage of the journey.

Expectations

Expectations in a New Role
Strategic Mandate & Scope
A mandate to build or modernize systems, not simply manage tactics
Clear executive sponsorship and authority to align brand, GTM, and communications
Responsibility for outcomes tied to growth, trust, and organizational performance
Leadership & Culture
A culture that values clarity, accountability, and humancentered leadership
Teams empowered to experiment, learn, and improve within clear frameworks
Respect for emotional intelligence, calm leadership, and thoughtful decisionmaking
Operating Environment
Willingness to invest in modern digital, data, and automation infrastructure
Crossfunctional collaboration with operations, IT, finance, and executive leadership
Openness to disciplined change rather than cosmetic transformation
Role Design & Expectations
A role defined by architecting systems and enabling teams, not being the bottleneck
Space to coach executives, shape narrative, and elevate organizational confidence
Clear success metrics tied to business impact, not activity volume
Values & Alignment
Alignment around purpose, service, and longterm stewardship
Ethical, responsible adoption of technology and AI
Commitment to building something durablenot just fast
Professional Partnership
Mutual trust, transparency, and adulttoadult communication
Expectations set early and revisited as the organization evolves
A leadership team that values thoughtful challenge and strategic candor

Head of Marketing

Head of Marketing

Summary

Expectations

Employment Preferences

Expected Base Salary

Academic Degree

Experience

Total Professional Experience

Skills

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