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Stuck on four
1. Managed to reach detectives' rank (6 Letters)
R???i?
2. The church only managed the old island
(6 Letters) ?e?l??
3. Prudence ordered to try a sale despite warnings
(10&5)
?a?t?0???y / ?a?e?
wondered if first word was Cautionary (meaning prudence)
4. Friendly information I give a student.
(6 letters) G?n?a?

Jane

1. RANCID
2. CEYLON (anagram of only and ce - church)
3. cautionary tales
4. genial

1 Rancid

3 Cautionary Tale

4 Genial

Thank you RL for your help.

Thank you Mamya.