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Enterprise Transformation Strategy Lead

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: iCrossing
Full Time position
Listed on 2026-02-16
Job specializations:
  • IT/Tech
    Digital Marketing, Data Analyst
Salary/Wage Range or Industry Benchmark: 175000 - 190000 USD Yearly USD 175000.00 190000.00 YEAR
Job Description & How to Apply Below

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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