El G:
Is there anything specific you would like me to ask ?
If the Hurricane crash witness saw the pilot show him Timothy's picture. The likeness is likely to be even more pronounced in a young Harold. Better yet, if he claims to have seen the pilot trawl the internet for pictures of men of a similar age to Timothy and "do a line-up". If he picks out Timothy then the plot thickens...
Other family members might feel a lot different.
I'd suggest not contacting the daughter. There is a reason she told the landlady of his demise some ten years prior to it actually occurring. Falsely telling others of someone's death is not the done thing here in the US just as it isn't there in the UK so it's a fairly extreme act. If Harold wasn't coming over any more for whatever reason the truth could have been told or something less "embarrassing" could have been told. The fact that she chose to "kill" him tells me that she didn't want any possibility of communication.