Chad Westleigh, Co-Founder of Operator Intelligence

Chad Westleigh has spent nearly 20 years in digital strategy, including 15+ years in DTC jewelry ecommerce.

Chad was an early hire at Alex and Ani, helping build the digital strategy and marketing ecosystem during the brand's growth from about $4.5M to $200M+ in revenue between 2010 and 2013. He went on to work with early-stage and hyper-growth brands. His jewelry work also includes Luca + Danni, a jewelry brand with over one million customers.

On the enterprise side, Chad led an Adobe Marketing Cloud rollout for State Street across North America, APAC and EMEA. That mix of fast DTC growth and enterprise systems work shapes how he designs AI systems today: quick enough for a lean team, structured enough to hold up at scale.

Chad describes his approach in five words: "my brain is becoming workflows." Years of digital strategy judgment, the calls he would make on a merchandising change, a creative brief or a tracking setup, get encoded into agent workflows that support and scale DTC brands. Brands can also bring Chad in directly as their fractional ecommerce CMO.

The agents do the repeatable work, and senior human strategy stays in the loop for the decisions that matter. That is the model behind Operator Intelligence's Agentic Digital Strategy practice, which covers Shopify, CRO, analytics, Klaviyo lifecycle marketing, SEO and AI search, Meta creative strategy and data architecture.

Before Operator Intelligence, Chad's work included Alex and Ani, Luca + Danni and State Street.

At Operator Intelligence, recent client work in his focus areas includes the Andromeda GEM creative analysis tool for &LIVY, which delivered +22% ROAS and $428K in annual ad spend efficiency, and agentic Shopify management for ROAM Luggage, which took critical site updates from days to minutes. Recent work also includes Meta Conversions API and server-side tracking for a national CBD wellness brand and a creative system for a GLP-1 telehealth brand; see our CBD and GLP-1 telehealth marketing page.