Condition of white cliffs leaves family drilling less (10)

'condition of white' is the definition.
'chalkiness' can be an answer for 'white' (thesaurus). I'm unsure of the 'condition of' bit.

'cliffs leaves family drilling less' is the wordplay.
'cliffs leaves' becomes 'cha' (I am not sure about this - if you are sure you should give a lot more credence to this answer).
'family' becomes 'kin' (synonyms).
'drilling' is an insertion indicator (inserted letters drill through others).
'kin' put inside 'less' is 'lkiness'.
'cha'+'lkiness'='CHALKINESS'

Can you help me to learn more?