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Contentsquare Strengthens Executive Leadership Team to Fuel Future Growth

Contentsquare | March 11, 2026
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New President Go-to-Market, Chief Revenue Officer and Chief Product Officer to join the leadership team

 

New York, March 10, 2026 — Contentsquare, a global leader in digital analytics, today announced three strategic additions to its executive leadership team as the company accelerates future growth and reinforces its focus on delivering AI-driven solutions that help brands understand customer behavior and create experiences that drive growth.

The company has appointed Costa Harbilas as President, Go-to-Market; Patrice Attia as Chief Revenue Officer; and Rachel Obstler as Chief Product Officer. Together, they bring decades of experience scaling enterprise SaaS organizations, building high-performance revenue engines, and leading global product innovation.

“These appointments strengthen our executive team as we accelerate growth and deliver on our mission to help brands understand customers and act on insights across every experience,” said Jonathan Cherki, Founder & CEO of Contentsquare. “Costa, Rachel and Patrice bring the expertise and leadership needed to scale our platform globally and guide our next chapter of innovation.” 

Costa Harbilas Appointed President, Go-to-Market

Costa Harbilas joins Contentsquare with 30+ years of experience in enterprise software and SaaS. Most recently, he served as EVP and Chief Revenue Officer at Intapp (NASDAQ: INTA), where he was instrumental in growing revenue 5x and helping lead the company through its IPO. Previously, he held senior leadership roles at SAP and HP Software, where he consistently scaled global revenue organizations and led strategic market expansions.

As President, Go-to-Market, Costa will oversee the entire go-to-market motion, including business development, pipeline development (SDR), strategic partnerships, pre-sales, global sales across all segments (enterprise, mid-market, and self-service), professional services, and customer success. His focus will include strengthening sales processes and coverage models, scaling pipeline generation, leading strategic ecosystem expansion, and building the infrastructure required to support sustained global growth. Costa will report into Contentsquare CEO & Founder Jonathan Cherki.

Patrice Attia Appointed Chief Revenue Officer 

Patrice Attia brings 25+ years of experience driving hyper-growth for elite technology organizations. Most recently, he served as Contentsquare’s Senior Vice President, EMEA/APJ & GM International, for five years where he was pivotal in scaling regional operations and delivering consistent revenue acceleration. His career also includes leadership roles at Dynatrace (NYSE: DT) where he served as VP EMEA at the time of the company’s IPO and SAP where he led Corporate Performance Management sales teams. Throughout his career, Patrice helped build elite, data-driven sales organizations to compete and win in highly competitive markets.

As Chief Revenue Officer, Patrice will lead Contentsquare’s global revenue-generation strategy, overseeing continued expansion across North America and globally, as well as professional services and customer success. He’ll focus on scaling the sales organization, strengthening strategic customer partnerships, and driving adoption of Contentsquare’s Experience Intelligence platform. 

Rachel Obstler Appointed Chief Product Officer 

With more than 20 years of experience leading product organizations, Rachel Obstler has been appointed Chief Product Officer to guide the company’s global product strategy. She previously served as Contentsquare’s Senior Vice President of Product and was Chief Product Officer at Heap, which Contentsquare acquired in 2023, where she advanced next-generation digital analytics capabilities. Her background also includes leadership roles at PagerDuty (NYSE: PD) and Dynatrace (NYSE: DT).

As Chief Product Officer, Rachel will lead product and design teams, ensuring Contentsquare's Experience Intelligence platform evolves to meet the demands of an increasingly complex customer experience landscape. She will oversee continued integration across behavioral analytics, conversational intelligence, and AI-powered automation — adapting the platform to deliver deeper insights, faster paths to action, and the capabilities customers need to stay ahead in a rapidly transforming market.

As these appointees step into their new roles, they will also become members of Contentsquare’s Executive Committee.