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iCrossing

Enterprise Transformation Strategy Lead

iCrossing, Chicago, Illinois, United States, 60290

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We’re a professional services company at the intersection of marketing and technology — partnering with ambitious brands to solve complex challenges, accelerate growth, and drive performance. Our integrated teams combine strategic insight, creative execution, data fluency, and technical expertise.

About The Role iCrossing is seeking a visionary, data‑savvy leader to drive enterprise‑scale digital transformation engagements for complex B2B and manufacturing clients. This full‑time role requires regular office presence and focuses on shaping future‑state customer experience strategies, driving platform re‑platforming, and unifying marketing, commerce, and technology into a growth engine for our clients.

Responsibilities Client Transformation Strategy

Lead business, experience, and technology discovery across multiple business units and functions

Translate client objectives into a unified, data‑backed digital transformation strategy

Own the capability gap analysis, platform scoring, and transformation planning

Shape future‑state CX, micro‑journeys, personalization frameworks, and content supply strategies

Platform & Technology Alignment

Collaborate with architects and Martech leads to evaluate and recommend right‑fit commerce, CMS, CDP, and data tools

Present platform trade‑offs (SAP, Salesforce, Adobe, etc.) with rationale and implementation pathways

Define data, personalization, and VOC strategies that drive real‑time, insight‑led engagement

Lead client and internal teams to prioritize and sequence initiatives that enable key imperatives driving business outcomes

Strategic Storytelling & Client Leadership

Serve as strategic point of contact for client transformation leadership, including CDO, CMO, CIO, BU leaders

Create executive presentations, roadmaps, value cases, and prioritization frameworks

Translate complexity into compelling business narratives that accelerate decision‑making and change

Develop strategic narratives that reduce friction through data‑driven rigor for recommendations and strategic deliverables

Cross‑Disciplinary Collaboration

Lead strategic initiatives by working hand‑in‑hand with experience design/UX, tech, media, SEO, and content teams to connect strategy to action

Operationalize strategy through integrated engagements with delivery accountability leveraging flexible methodology including COE setup, shared services, and agile enablement

Assure strategic leading practices support go‑to‑market and marketing operations teams by driving adoption and integrating performance tracking

Required Experience

8–12+ years of digital strategy, transformation consulting, or digital business design experience

Deep expertise in enterprise platform selection, Martech architecture, and personalization frameworks

Demonstrated ability to synthesize multi‑BU needs into practical, scalable strategies that balance consolidation with business realities

Experience working across industries and segments with strong experience in B2B, industrial, or manufacturing organizations

Strong analytical thinking: comfortable with developing gap analyses, maturity models, KPIs, and executive modeling while managing ambiguity

Ability to influence C‑level stakeholders through data‑backed storytelling

Demonstrated experience in delivering Product Strategy, COE design, content supply chains, and agile operating models

Conceptual mastery of front‑office technology including SAP Commerce Cloud, Salesforce, Adobe Experience Cloud, Segment, Demandbase, Snowflake, 6sense

Preferred Qualifications

Consulting background

Experience delivering RFP responses, strategic POVs, and platform business cases

Familiarity with tech trends: composable architecture, MACH, CDPs, real‑time personalization

Strong knowledge of digital analytics, lead attribution, VOC/NPS, and experience KPIs

What You’ll Get

A leadership role on flagship engagements at the intersection of business, tech, and marketing

The opportunity to shape next‑gen CX strategies across some of the world’s most complex enterprises

Cross‑functional partnership with expert technologists, creatives, and data analysts

A highly supportive, strategically ambitious, and collaborative team

Salary & Benefits

Estimated salary range: New York City – $175,000–$190,000; Chicago – $160,000–$175,000

Competitive benefits package: medical, dental, vision, life and disability insurance; 401(k) retirement plan; flexible spending and health savings account; paid holidays, vacation, and sick time; parental leave; employee assistance program

Referrals increase your chances of interviewing at iCrossing by 2x.

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