Although Winston had not been in touch with Sterling lately, he had known him from a young age. His subordinates also kept him informed about his brother's well-being and whereabouts in both the human and supernatural worlds.
Therefore, he believed he understood Sterling.
Sterling was a man of science. His true love was learning and solving the world's big problems in the medical field. He did not care about the petty things of the human world.
Even his circle of friends was small.
In the past, he did not make many friends because most of his agemates were not interested in currying favour with him. Despite being a member of the Morgan clan, everyone knew he was not favoured.
As a result, they felt there would be no benefit to getting involved with him in comparison to befriending his other siblings. Sterling became introverted through the years with the exception of Xavier.
But Xavier was not someone people could be genuinely close to.