He has friends between Holyhead and Southend
I believe the answer is:
hamish
'he' is the definition.
'holyhead and southend' is the wordplay.
'holyhead' becomes 'h' (head letter of 'holy').
'and' means one lot of letters go next to another.
'southend' becomes 'amish' (I can't justify this - if you can you should give a lot more credence to this answer).
'h'+'amish'='HAMISH'
'has friends between' acts as a link.
I am not very happy about this link. Some or all of it may be part of another bit of the clue.
Can you help me to learn more?
(Another definition for hamish that I've seen is " Scottish boy's name".)