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Jacob Rosales

Jacob Rosales

Engineering leader — VP/CTO focused on platform and product

Austin, Texas, United States

Summary

Experienced engineering leader focused on platform and product engineering: Jacob has a long track record of directing platform and content/media engineering teams at travel and marketplace companies (HomeAway, Vrbo/Expedia) and later leading platform engineering in healthcare (b.well). His roles emphasize architecture, reliability, and delivering against product service-level objectives. adapt+1
Senior leadership and executive technology roles across startups and mid-size companies: In recent years Jacob has held CTO and VP-level positions (Enigma Advisory, TrustRadius, Cars Commerce), indicating a shift into executive technical leadership and product engineering oversight. adapt+1
Commitment to team growth, hiring, and mentoring: Profiles describe Jacob as emphasizing career development for engineering leaders, recruiting top engineering talent, and fostering a culture of continuous improvement and cross-functional collaboration. clay+1
Community and nonprofit involvement: Jacob has served on the Pflugerville Education Foundation board (advisory member, then VP of Development), participating in governance and fundraising efforts to support local education. thepfoundation

Work

Education