CTO, CMO, CDO Candidate /

Chris D'Alessandro

Product & innovation executive who builds new products — and new categories — from zero. Two decades turning emerging technology into shipped, market-validated commerce for the world's largest brands.

AI-Native Products 0→1 Category Creation DTC & Commerce Platforms P&L & Revenue Growth
01 Now Building

Cartwell & the AI Shelf

Founding a company to define an emerging category: how brands get seen, chosen, and bought when a shopper asks an AI what to buy. Live product shipping in front of real brands today.

Company cartwell.io

Cartwell

AI-commerce infrastructure for the agentic web. Cartwell is defining the “AI shelf” — the new front line of discovery where shopping agents, not search results, decide which products get surfaced, recommended, and bought.

  • Category creation for agentic commerce
  • Three horizons: show up → convert → get bought
  • Tiered SaaS packaging, lean build-validate-iterate model
Live / 01

Shelf Analyzer

A 0-to-1, AI-native product that runs brands through blind, web-grounded AI shopping simulations and returns a prioritized, shippable list of product-data gaps.

Generate queries Simulate shoppers Diagnose gaps

Three-stage engine on frontier LLMs, with a blind-ranking method brands can trust and present to a board.

In Build / 02

Growth Modeler

The next layer on the platform — modeling the revenue impact of closing each AI-shelf gap, so brands can prioritize by projected growth, not guesswork, and connect visibility to dollars.

Gaps Scenarios Projected growth

From diagnosis to a defensible growth plan the C-suite can act on.

02 Selected Impact

Numbers that shipped

A pattern across two decades: stand up new channels and products from zero, then scale them into durable, profitable revenue.

$40M+
New commerce revenue built from zero over nine years at VML / WPP
$0→$1M/mo
Launched and scaled ADT's first DTC channel; conversion 3% → 5% in year one
1 hr
Conagra's first-ever DTC site (Duncan Hines × Dolly Parton) sold out — built in six weeks
14
Products launched in 18 months as Chief Product Officer — apps to net-new brands
+100%
Conversion lift & −20% CAC from LegalShield's enterprise digital transformation
10x
Sales growth (300 → 3,000 / mo) creating & launching IDShield, a new category product
03 Experience

Twenty years, shipped

Founder and C-suite leader across commerce, product, and digital transformation for Fortune 500 brands.

  1. 2026 — Present

    Founder & Chief Product Officer

    Cartwell · Shelf Analyzer · Rochester, MI

    Founded Cartwell to build AI-commerce infrastructure for the agentic web — defining the “AI shelf” and shipping Shelf Analyzer, a live 0-to-1 product, with Growth Modeler in build.

  2. 2026 — Present

    Commerce Platforms Lead, N. America — Executive Director

    WPP Enterprise Solutions · Detroit, MI

    Directs the North American commerce platforms practice, setting enterprise DTC and B2B strategy and go-to-market for WPP's largest brand clients.

  3. 2017 — 2026

    Executive Director, Commerce Platforms · Global Shopify & VTEX Lead

    VML (a WPP company) · Detroit, MI

    Built the agency's enterprise commerce practice from zero — $40M+ in new business. Launched first-ever DTC channels for ADT and Conagra; led H Mart's seven-month VTEX replatform (90+ stores). Established VML as a leading N. American VTEX systems integrator.

  4. 2024 — 2026

    Chief Evangelist concurrent

    Corebiz (VTEX systems integrator) · Rochester, MI

    Grew Corebiz's North American footprint and led its integration into VML, expanding joint commerce delivery capacity.

  5. 2014 — 2017

    SVP — Chief Product Officer & Chief Digital Officer

    LegalShield · Ada, OK

    Launched 14 products in 18 months. Created and launched IDShield (10x growth) and a new incorporation product. Re-platformed all web properties and migrated to mobile: +100% conversions, −20% CAC in six months.

  6. 2014

    VP, Client Partner

    Publicis.Sapient (Razorfish / SapientNitro) · Detroit, MI

    Delivered Ford's first connected-vehicle owner app; led the Lincoln product/mobile program and the Fiat Chrysler (FCA) account for the new metro-Detroit office.

  7. 2013

    Global Executive Director, Digital

    TBWA\Worldwide · New York, NY

    Won Nissan's first multi-holding-company engagement, defining global digital and social product strategy across Omnicom agencies.

  8. 2011 — 2013

    Digital Strategy Director

    Autoweek · Detroit, MI

    Transformed a print publisher into a digital-first business — standing up its first digital strategy, analytics, technology, social, and PM functions.

  9. 2001 — 2011

    Earlier — Digital Strategy & Analytics Leadership

    MRM Worldwide · Carmichael Lynch · Organic · JWT

    Senior digital strategy and web-analytics leadership for General Motors (global, across Detroit / London / Dubai / Germany), Subaru of America, Chrysler, and Ford Motor Company. U.S. Army, Specialist (1991–1995) — honorable service.

04 Capabilities

What I'm brought in to do

A

Build 0→1 products & categories

AI-native and mobile products from concept to launch. Category creation, positioning, pricing & packaging, and product-market validation in front of real customers.

B

Stand up & scale DTC / commerce

New DTC channels from zero to $20M+, Shopify & VTEX platform strategy and migration, composable / headless commerce, omnichannel and retail media.

C

Own P&L & revenue growth

Revenue ownership, CRO, customer acquisition & retention, marketing analytics and measurement — turning digital investment into profitable, durable growth.

D

Lead digital transformation

Re-platforming, organizational design, team building, and C-suite stakeholder management across CPG, retail, automotive, financial services, and identity.

Stack & platforms
  • Shopify Plus
  • VTEX
  • Composable / Headless
  • SAP ERP
  • Frontier LLMs
  • Adobe Analytics
  • Google Analytics
  • Optimizely
  • CRM & Automation
  • iOS / Android
  • Agile / Jira
  • Retail Media
  • SEO / SEM
  • Payment & Tax Automation
05 Résumé

Take the paper with you

Same career, four lenses. Download whichever fits the conversation.

06 Contact

Let's build the
next category.

CTO, CMO, CDO Candidate — open to senior technology, marketing & digital leadership roles, nationwide.