After launching Digg, Inc. and Equinix, Inc., serial entrepreneur Jay Adelson is targeting DevOps with his latest startup, Opsmatic. He’s also planning to start a venture capital firm, although he’s revealing few details.

Adleson says the experience he’s amassed from helping transform the Internet from clubby to commercial, as well as his own string of successes, gives him the overview he needs to find new opportunities.

“It’s sort of shocking talking talking about the history of stuff,” and lookign at how far we’ve come, Adelson said, noting that  that just 20 years ago, a car driving through the wall of a single building in Virginia building could have taken down the entire Internet. “The Internet was so not robust fifteen years ago. Now everyone depends on it. Some people had to work really hard to get to this point,” he explained in a live interview with theCUBE co-hosts John Furrier and Jeff Frick at the Peer 2.0 conference.

Shifting to the Peer 2.0 educational event, Adelson said there were two important categories of people attending; the traditional peering engineers, and those “who want to connect directly to [Amazon.com, Inc.’s] Amazon Web Services or any of the SaaS services that make up an enterprise,” a new generation driven by virtualization and the cloud.

Furrier added that emerging startups no longer need large budgets to get off the ground. “It’s true that it costs less money to start a company, and that’s awesome. That also means there is a greater percentage of companies that don’t make it,” he said. “The speed of deployment is insane.”

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Adelson’s new startup

Managing chaos is where Opsmatic, Inc., hopes to make its mark. “It’s basically around all that chaos” of helping manage rapid deployment, he said. Asked if Opsmatic is targeting cloud development, he quipped, “is anyone deploying anywhere else?”

“Opsmatic is a product for the DevOps side of your business,” specifically for Dev and Ops folk that manage infrastructure, Adelson said. The service will detect and report on changes in configuration. “It’s like DropCam and time machine for DevOps.”

“I think that any organization that is changing in real time, pushing stuff to production regularly, is basically in a position where entropy happens,” Adelson explained. “When you plan your automation and you don’t think of all the dependencies in the file system, then a lot of things can go wrong.” Opsmatic is intended to give organizations the ability to get to root cause of failures. “Once you see it, you realize that the opportunity as a platform is really big,” he added.

Adeleson on market opportunities

Asked to identify the biggest technology issues the industry confronts, Adelson said the biggest barriers aren’t the technology at all. “I think it’s more of an architectural… strategic one,” he said, observing that a shift is taking place that moves businesses from being “a consumer of traffic exclusively to one where the content provider is in control of all the connections and relationship.”

Adelson revealed that he is starting a venture capital firm but said he has a lot of work to do over the next year and declined to share details.