time after time; countless times; many a time
Emphasizes that something has happened repeatedly, often with a nuance of 'too many times to count'.
彼には何度となく注意したが、全然聞いてくれない。
I've warned him time after time, but he never listens.
この景色は何度となく見てきたが、いつも感動する。
I've seen this view countless times, but it always moves me.
Combination of 何度 (how many times) + と (quotative particle) + なく (adverbial form of ない, 'not'). Literally 'without saying how many times', i.e., 'countless times'.