AI • Commerce • Marketing • CX • Omnichannel Transformation
Executive Digital Marketing, Commerce, CX & AI Transformation Leader & C-Suite Advisor to Brands & Retailers around Global Omnichannel, Personalization, & Business Strategy That Drives Measurable Outcomes & Quantifiable KPIs & Metrics
I lead Strategy & Experience teams & advise & consult brand, retail, & manufacturing executives & organizations through complex digital & business transformation challenges by developing customer-centric, data-driven strategies leveraging my ‘Five Pillars of Digital Transformation’ methodology: 1) Experience 2) Technology 3) Data 4) Process & 5) People.
Expertise
Prescriptive transformation strategies that connect customer experience, technology, data, process, & people.
My work & teams help organizations make intelligent, data-driven decisions that improve customer experiences, drive KPIs, increase ROI, & transform commerce ecosystems across digital & physical touchpoints.
Digital & Business Transformation
Digital strategy, transformation blueprints, value mapping, maturity modeling, operational readiness, executive business cases, & implementation advisory for enterprise ecosystems.
AI & Agentic Commerce Strategy
AI commerce strategy, GenAI product data, agentic customer service, generative engine optimization, AI-assisted operational efficiency, conversational commerce, & AI-enabled customer journeys.
Customer Experience & Omnichannel
Seamless CX across ecommerce, stores, mobile, social, marketplaces, fulfillment, loyalty, customer service, reverse logistics, & post-purchase experiences.
Personalization & Data Activation
Personalization strategy, audience modeling, customer data activation, CDP, CRM, analytics, optimization, merchandising strategy, & individualized brand moments.
Product Merchandising Discoverability & Findability
Enterprise search roadmaps, product discovery, product assortment, product data readiness, PIM, findability, search optimization, AI-powered results, & commerce platform enablement.
Practice, P&L & Operating Model Leadership
P&L ownership, service offering creation, GTM strategy, team leadership, executive sponsorship, delivery oversight, high-margin methodology creation, & transformation practice growth.
Business impact
Transformation strategy grounded in measurable outcomes.
I translate complex business, digital, & customer experience challenges into strategic roadmaps, operating models, technology direction, & execution plans that improve business outcomes.
Global digital experience practice growth
Owned P&L & grew billable revenue for a global shared services Digital Experience practice serving B2C, B2B, & B2B2C Salesforce clients.
BOPIS adoption increase
Consulted a Fortune 100 drugstore chain with 2,500+ stores on BOPIS, ROPIS, Ship from Store, store enablement, rollout planning, & omnichannel customer journey mapping.
B2B digital portal adoption
Directed digital transformation strategy for a $5.6B B2B packaging manufacturer, including roadmap vision, GTM, onboarding, value mapping, measurement strategy, data audit, & organizational design.
Founder-led ecommerce growth
Co-founded & scaled shoezoo.com into a multi-million-dollar ecommerce business named to the Inc. 5000, achieving 40–50% gross margins, 13–15% net profit margins, & 400+ orders per day.
Sectors & clients
Broad transformation experience across industries & enterprise environments.
Experience spans B2C, B2B, retail, CPG, FMCG, luxury retail, high tech, financial services, healthcare, automotive, travel & hospitality, media & entertainment, telecom, & manufacturing.
Enterprise & retail
Rite Aid, Home Depot, Total Wine, DSW, JOANN Fabric, VF Corp, Jockey, Skechers, Tom Ford, Chicco, Samsonite, & other retail & brand organizations.
B2B, technology & manufacturing
Sealed Air, FedEx, Oracle, ServiceNow, Sony, Logitech, AMD, CAT, Fujitsu, NEC, Sonos, Suez Water, & enterprise technology & manufacturing clients.
Financial services, healthcare & media
Bank of America, AbbVie, Roche, NFL, MLB, Unilever, & other complex organizations requiring digital, data, commerce, & customer experience modernization.
Experience
A career spanning executive advisory, practice leadership, platform transformation, entrepreneurship, & operating responsibility.
Advise C-suite executives on AI, commerce, marketing, CX, content, merchandising, data, omnichannel, & business transformation opportunities. Develop North Star “Art of the Possible” strategies across Endless Aisle, GenAI product data, agentic AI customer service, Ability to Promise, retail media, personalization, enterprise search, & acquisition integration.
Founded a personalization-focused CX strategic planning agency, consultancy, & system integrator that guides clients through digital transformation initiatives using prescriptive blueprints, data-driven decision-making, & platform strategies across Shopify, Adobe, Salesforce, SAP, Microsoft, BigCommerce, & commercetools.
Owned P&L & grew billable revenue 25% YOY for a global Digital Experience practice. Led multidisciplinary teams across strategy, UX/UI, optimization, digital marketing, organizational design, analytics, data, insights, & transformation consulting.
Led enterprise transformation engagements across professional sports, financial services, & retail. Developed digital strategy across people, process, technology, data, & experience using Adobe Experience Manager, Adobe Experience Platform, Real-Time CDP, Adobe Analytics, Adobe Target, Audience Manager, & customer journey orchestration.
Led digital commerce & marketing practice strategy for a retail management consulting firm, advising global multi-brand, multi-channel, vertically integrated retailers on “Retail Experiences of the Future,” platform selection, journey design, personalization, CRM, ERP, POS, PIM, OMS, commerce platforms, beacons, & RFID.
Reported to the COO & oversaw P&L for a profitable autonomous division delivering large, complex $1M+ Salesforce Commerce Cloud & Adobe Commerce / Magento projects, including architecture, implementations, migrations, feature development, value creation, & integrations to ERP, CRM, OMS, & third-party systems.
Founded an ecommerce, digital marketing, UX design, branding, staff augmentation, & consulting agency. Led digital strategy, platform audits, RFPs, SEO, SEM, campaign optimization, email marketing, social media, CX/UX, brand management, & website optimization initiatives.
Founded & scaled a multi-million-dollar ecommerce business named the 6th fastest-growing retail company & 103rd overall on the Inc. 5000 during tenure as CEO. Led ecommerce, marketing, IT, operations, logistics, sales, vendor management, fulfillment, customer service, HR, & P&L.
Managed a portfolio of key ecommerce accounts, helping brands including Sony, Logitech, ATI / AMD, Fujitsu, NEC, Sonos, Western Digital, Sharp, & Sling Media drive traffic, sales, & revenue.
Recognition & leadership
Active across retail, AI, commerce, & industry thought leadership communities.
Board, advisory, speaking, & publication experience supporting the future of retail, ecommerce, personalization, AI, & customer experience transformation.
Board & advisory roles
Speaking & publications
Education
Bachelor of Business Administration, University of Kentucky — Management & Marketing.
Point of view
The future of commerce belongs to organizations that can unify AI, data, digital operations, customer journeys, & brand experience into one measurable system for growth.
I lead teams & engagements that drive real world transformation
I help leadership teams move from ambition to activation: clarifying the business case, defining the future-state experience, assessing platform & data readiness, prioritizing use cases, aligning operating models, & building practical roadmaps that teams can activate & execute.
Contact
Let’s connect around digital commerce, CX, AI, personalization, omnichannel, or transformation leadership.
I’m open to executive leadership conversations, advisory opportunities, consulting discussions, speaking engagements, & strategic transformation initiatives.
Timm Henderlight 