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Roland Radley or Roland Reilly nn Rory? - I like alliterative combos and they both sound okay to me. Not sure that Roland needs shortening, but with the middle names Rory works for me as an nn, and it's much nicer than Roly.
Briallen Ever? - not keen on Briallen and really don't like Ever - odd word for a name and sounds like badly-pronounced Heather
River Anne / Anneliese - Anneliese is better imo, sounds more balanced somehow.
Rain - nms, but I can see it working for you - nature name, follows an 'a as second letter' pattern with the first names you already have.

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Things I might do with the letters:
RAC - Rowan Arthur Charles / Rhian Angharad Catrin
BET - Barnaby Edward Thomas / Buddug Elen Tesni
MAX - Meilyr Arthur Xavier / Madryn Aneira errrm... Xylophone
MLG - Meirion Lewis George / Mair Llio Gwawr
JLG - Jolyon Lawrence George / Julia Lucy Ghislaine
EMW - Emrys Mabon Wyn / Enlli Manon Wyn