The statement is valid because Mr. Sawick was familiar with Steve. To be precise, they had known each other for a while, for three years to be precise. Thus, the statement is valid in this context. This statement illustrates familiarity that people have when they have stayed together for a long time of have associations with each other for a long time.
Yes. 'Foreboding' means you fear something bad is about to happen. If a sinister block fell from a tall building towards the sidewalk you were walking on, wouldn't that seem a bit fearful?