Hi Harry,
Let's not forget that Whitechapel residents were not all of a lower social class.
Just as an example, Dr. Morgan Davies was born in Whitechapel, lived most of his life in Whitechapel and worked at the London Hospital in Whitechapel. I should imagine that he knew the backstreets pretty well, but it doesn't make him a suspect.
However, the point I'm trying to make is that there were probably lots of other gents of similar age and higher social class living in the vicinity at the time.
I agree with Rosella about Jack watching and listening in the crowd. After such a sensational and horrific murder, I reckon he would want to bask in the glory of the gossip and speculation going on around him.
Amanda

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