VP of Engineering, or Head of AI/ML Engineering for Growth-Stage and Mid-to-Large Tech
Introduction
VP of Engineering, or Head of AI/ML Engineering for Growth-Stage and Mid-to-Large Tech
15-year SaaS leader scaling platforms, modernizing cloud, and driving FinOps results.
Las Vegas, Nevada | Remote, Hybrid
About
I make cloud and AI platforms cheaper to run, safer to ship, and easier to trust.
I have spent my career in the unglamorous middle, where big migrations, reliability, and compliance either quietly work or loudly fail. I like taking the scary stuff, cost spikes, audits, accessibility gaps, and turning it into clear systems teams can actually operate. The best compliment I get is, "we can move faster now, and sleep at night."
I have led modernization where it actually counts, in production, under real traffic, with real constraints. At PriceSpider I helped move a major platform from data center to cloud, including 400+ servers, while supporting services handling 30M calls per day.
I bring compliance execution, not compliance theater. I have shipped privacy controls for GDPR/CCPA, and delivered accessibility work that reached WCAG AA certification, the kind of detail that can unblock deals and protect teams from last minute fire drills.
I am most useful when the mandate is "do more with less" without gambling on reliability. I build operating models that connect engineering decisions to cost, risk, and delivery speed, especially as AI workloads raise the stakes on governance and spend. That includes setting AI unit economics and cost guardrails so usage can scale without surprise bills.
- 400+ servers migrated to cloud
- 30M daily service calls supported
- AA WCAG certification earned
- 2 privacy regimes delivered
If you know a VP Engineering, Platform leader, or CTO hiring for modernization, FinOps, FinOps for AI, platform engineering, or compliance by design, I would value an intro. If sharing is easier, a LinkedIn repost with one sentence about why this work matters is a huge help.
Target roles: Director of Engineering, Cloud Modernization and FinOps, Head of Platform Engineering, Developer Experience and Reliability, Engineering Leader, Compliance by Design and AI Enablement
Get in Touch
Hi, I'm Kipp. I'm a technical leader passionate about AI/ML and cloud modernization, with a strong track record in scaling global engineering teams. Would love to chat if you're working on something in cloud platform engineering or AI enablement.
Kipp Sherer linkedin.com/in/kippsherer
Kipp brings over 15 years of experience in engineering leadership, specializing in scalable AI/ML solutions and cloud optimization, making him a valuable asset for any tech-driven organization.
- Cloud optimization
- AI/ML expertise
- Engineering leadership
- Compliance execution
Experience
Director of Engineering, Where-To-Buy at PriceSpider (Now Wayvia) (Apr 2018 - Apr 2024)
Senior Software Architect at Natural Health Sherpa (May 2016 - Apr 2018)
Co-Founder at Drive-On-In, Inc. (Jan 2012 - May 2016)
Director of Online Search Technology at Zurvita Holdings, Inc. (ZRVT) (Jun 2010 - Jan 2012)