Potential answers for "Parent's challenge, perhaps"

⭐⭐⭐⭐ TEEN
⭐⭐⭐ IMP
⭐⭐ SEVERECASE
⭐⭐ SINGLEMOM
⭐⭐ EMPTYNESTER
⭐⭐ STAGEMOM
⭐⭐ CRADLER

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More than crazy   ''Cathy'' or ''Blondie,'' e.g.   "_____ on Indolence"