Pros
If you survive the RIFs and the deplorable conditions, you stand to rise up through the ranks as all the intelligent people leave voluntarily.
Cons
This CEO doesn't know the first thing about running a Cloud or Subscription business. He's got his head stuck in the License model where each sale is over and done with, move on to the next one, and margins are high because all the development work is done and you just bought the company and its legacy products and maintenance revenues. Cloud/Subscription on the other hand, is all about ongoing relationships, which requires more support resources to maintain and grow if you want the dollars to keep coming. Ridiculous penny-pinching leaves support functions understaffed, overwhelmed, and backlogged. Brilliant, Mr. CEO, when you can't even bill your own customers. Sales spends considerable time dealing with such customer problems instead of uh, selling. Ridiculous MICROMANAGEMENT by CEO. All other levels of management are completely un-empowered. Transactions down to the hundreds of dollars require CEO involvement, approvals process takes weeks or months for anything. Existing established and effective processes from acquired companies are layered upon with corporate processes that duplicate and hamper. You RIF your low-performers only to be followed by your top talent walking out when their managers can't get a retention approved in time. BRILLIANT!!!