Ben Orozco - Cover Letter for AI Leadership Roles

Dear hiring team,

Thank you for sharing the Director of AI Engineering and VP of Engineering (AI Products) mandates. I prepared this tailored version of my resume to more clearly reflect the areas your team highlighted: executive leadership scope, measurable AI-first product impact, team scale, and strategic business contribution.

My background is strongest at the intersection of engineering leadership, product strategy, and hands-on technical execution. Most recently at Apptegy, I helped shape and lead an organization of 140+ engineers, supported scale-up execution toward Series-C and 100MM+ ARR complexity, and led AI enablement efforts that improved engineering productivity by 10% and reduced code review time by 60%. Across HealthTree and Ecaresoft, I operated in CTO roles spanning product direction, architecture, hiring, delivery systems, and cross-functional execution in high-growth environments.

What I believe aligns especially well with your mandates is the combination of executive scope, builder mentality, and a technical generalist approach: I have led teams, managers, and cross-functional initiatives while still contributing directly to architecture, platform evolution, AI workflows, and product delivery. That mix has been especially valuable in ambiguous, fast-moving SaaS environments where organizations need both strategic leadership and technical depth.

I would be glad to continue the conversation and provide any additional context that helps position my profile for the current searches. Thank you again for the opportunity and for the thoughtful feedback on how to strengthen alignment.

Best regards,

Ben Orozco