69248/59 is about 1173.6949, which means that you can subtract it 1173 41/59 times, or rounded, 1173 times.
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25 times
The number of times can you subtract 50 by 2 is 25
Infinitely many times; you can always subtract 2 from whatever number you have in the series 9 - 2n.
An infinite number of times. There is no requirement in the question that the subtraction process terminate at zero so there is no reason not to go on subtracting for ever.
Only once, because after that you do not have 60 to subtract from!