Potential answers for "Time period that's not easy"

⭐⭐⭐⭐ ROUGHPATCH
⭐⭐⭐ ICEAGE
⭐⭐⭐ AGO
⭐⭐⭐ NEOCENE
⭐⭐⭐ AEON
⭐⭐⭐ HARDCHOICE
⭐⭐⭐ TOUGHFIGHT
⭐⭐⭐ SEVERETEST
⭐⭐⭐ SMOKERING
⭐⭐⭐ ATOMICAGE

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Bond (to)   Letterman's nickname   Trial that's not easy