Bringing up inspiring boy and little sister (like I'm doing here) (14)

'bringing up' is the definition.
Both the definition and answer are present participle verbs.
Maybe there's a link between them I don't understand?

'inspiring boy and little sister like i'm doing here' is the wordplay.
I cannot really see how this works, but
'boy' could be 'si' and 'si' is present in the answer.
'and' could be 'n' (common abbreviation for 'and') and 'n' is present in the answer.
'i'm' could be 'i' (I've seen this in other clues) and 'i' is located in the answer.
This may be the basis of the clue (or it may be nonsense).

Can you help me to learn more?