Over 9 years of working for him before going to the other cloud company (Salesforce), here is what I learned from him:
While most press pages are spent on big M&A like Red Hat or Peoplesoft, the biggest arbitrage opportunity is buying startups with product-market fit in new markets adjacent to markets you already serve.
A lot of early success for database and app server for oracle was built on partner success - ISVs, SIs and others betting on oracle.
Expect him to double down on partners at Google.
He had an uncanny ability to hire the best people who didn’t even want to switch jobs. One of the best recruiting operations especially at executive levels.
Most people waste time and effort in the name of networking. He is uniquely good at efficient networking with people he wants to hire and keep in touch with. And it’s mostly done in small, in office meetings.
Play to win. Software market rewards #1 and #2 way more than most other markets. He built Oracle into top 2-3 player in many, many markets.
I am an optimist - the key risk I can identify is culture fit and evolving the culture.