How does one tell when it's time to strop up a razor on the linen side? Is it when the razor seems to tug more on the whiskers than actually cut them? If my razor is doing that, it it just time to get a hone?

I've been stropping ~ 15-20 passes on the leather strop before every shave. The razor was shave ready by a member here, and I've been using it almost daily since the beginning of the month. My whiskers are fairly thick, so I'm wondering if I just need to pass the blade up and down the linen a few times, or ...

Cheers!
-Jake