Sierra hires former Verkada CISO Kyle Randolph as security chief
Sierra has welcomed Kyle Randolph as its new Chief Information Security Officer. Randolph, who most recently served as CISO at Verkada, brings 24 years of experience as a security leader and software engineer, according to the company.
- Sierra has appointed Kyle Randolph as Chief Information Security Officer.
- Randolph has 24 years of experience as a security leader and software engineer.
- He was most recently CISO at Verkada and previously worked at Adobe, Citrix, Twitter and Optimizely.
- Sierra says nearly half of the Fortune 50 are among the companies that choose it.
- The company reports $400M+ in ARR, with $150M+ added in Q3 alone.
Who Kyle Randolph is
According to Sierra, Randolph has spent 24 years working as a security leader and software engineer. Most recently he was CISO at Verkada. Before that, he built and led security teams and programs at Adobe, Citrix, Twitter and Optimizely.
Sierra describes his approach as marked by "first-principles thinking, engineering mindset, and deep security expertise". The company says these qualities will help it build on its existing security foundation.
Why security matters to Sierra
In its announcement, Sierra stresses how much its customers hand over to it. The company says they trust it with "their customers, their data, and their brand". It describes itself as a steward of those assets and says it holds itself to the highest security standards.
Sierra also presents security as a reason for its commercial appeal. According to the company, its strength in security is one of the reasons many of the world's leading companies choose it, including firms in highly regulated industries and nearly half of the Fortune 50.
The company says that keeping this trust requires it to keep raising the bar, especially because advances in AI introduce new security threats and opportunities.
Context: Sierra's recent growth
The hire comes as Sierra reports rapid expansion. In a separate post dated October 30, 2026, the company said it launched just over two and a half years ago and hit $400M+ in ARR that week. It said it added $150M+ in ARR in Q3 alone, which it described as more ARR in one quarter than it generated in all of the previous year.
Sierra also said on May 4, 2026 that it is raising $950 million from new and existing investors at a valuation of over $15 billion.
What it means for customers
The appointment signals that Sierra wants a dedicated, experienced leader for security as its customer base grows and includes larger and more regulated organizations. The announcement does not give details on specific security programs, new certifications or changes to the company's practices. What it does make clear is that Sierra sees security leadership as part of keeping the trust of the businesses that rely on its AI products.