Should

Is/Will definitely not. Contrary to it's primary definition, when used in project management, software development or general troubleshooting, this term converts to the opposite of it's intended use.

Example 1
Tom: I've fixed a few things. The system should be up now.
Sarah: Thanks! Wait, it still doesn't work.
Tom: Oh sorry, I should be able to get it working before I leave for vacation.

Example 2
Amy: The project should be done by the end of March.
Greg: (In September) We've encountered some unexpected delays in the project and are a few months behind.