I think the question may be: Is Henry husband material yet?
That IS the material point IMO. Without knowing the real Harry, and from what I have read and heard of him in the media, my response is a flat NO.
He appears to be a lovely, lovely, man, with a charisma and empathy that has come from his mother. But this is while dealing with people at a distance. I wonder what he is like up close and personal, day after day.
I can't help feeling that a man who grew up in the very publicly displayed morass that was his parents' marriage, the media circus gone mad, culminating in the final shattering loss of his mother just before his 13th birthday, and then yet another media circus gone mad, might need to go through years of growth and reflection before he is ready for the hard work of a monogamous, perpetual relationship.
I don't see a man who partied for two weeks straight in Vegas last year as a man who has gone through all he needs to go through before he is ready for wife and kids. Relationships are hard work - and they must be 10 times harder for those who are in the eye of the tabloid vultures.
From all I have read, Harry drinks copious amounts of alcohol, and possibly smokes up to three packs of cigarettes a day (as per the royals who smoke thread). There's a lack of moderation that makes me wonder why.
If I were close to the woman who theoretically finds herself having to make this decision, this is the advice I would give her.