If he has intimated that he wanted help yes. Offer to take him out a little more, just try to make it spontaneous & natural. No one wants to feel like they are someone's 'project', that they need help or rescuing.
If you are going somewhere that may interest him why not ask him if he wants to tag along? The odd gentle nudge in the right direction never did anybody any harm.
If your friend was socially awkward, would you help them?
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If he has intimated that he wanted help yes. Offer to take him out a little more, just try to make it spontaneous & natural. No one wants to feel like they are someone's 'project', that they need help or rescuing.
If you are going somewhere that may interest him why not ask him if he wants to tag along? The odd gentle nudge in the right direction never did anybody any harm.