
No. His whole thing is a bit more complex. He started to remember after the 100th cycle, but he remembered everything, including past cycles. So like in her 101th life he either slowly remembered ALL of the cycles or it happened all at once, either way it happened after she'd already died. Same thing for the next three cycles but every time it was a bit quicker, and finally in this cycle (which I think is 105 or 6) he remembered early enough to go find her before she died.
He hasn't ever gone through 1000 cycles. He's over 7,000 years old because if in each cycle he lived more than 70 years, then 100 cycles times 70 is 7,000.

I should also mention their cycles aren't separate. Technically, there's no "cycle", its a loop caused by Karen's curse, so its tied to her. You could say they both start at the same point (the day Karen comes back) but Raymond's loop is longer because he isn't the one who's cursed to die before the year is up.
We know that Raymond dies waaayyyy later, so his cycle is not in synch with Karen's. Then maybe, his starts before hers as well, which means!! he could prevent Dullan from making her infertile? Maybe?