Hopefullythis will not be your best or only answer :-). This could be horrendously wrong - with RF and multiple interacting factors Murphy can visit (not Kortuk) but:
It's been a while since I've played RFing (as may show) and haven't tried in that sort of arrangement, but that's notionally only an octave away or 6dB/pole.
Again "notionally" reducing range from 50m to 2m is 25:1 so with inverse square loss, gain is (notionally) up 20 log(625) ~~~= 55 dB.
Allowing loss in rcv gain for PCB tuning and antenna tuning with VSWR horrendous I'd still expect it would tend to work. A piece of wire soldered across tuned portion on PCB may actually assist.
So "stand closer" may well work.
If I had to guess I'd say that FSK may have an edge, but again, only a guesstimate. (Detector looking at frequency and relatively amplitude unaware may be happier if system is sitting on a steep gain slope or has nice VSWR reflections. That produced a thought (possibly srurious) -light resistive loading may improve result by adding extra loss but potentially reducing chances of gross reflections producing a nasty result. Again, trying it is wise.
A Smith chart (or computerised implementation thereof) has a good chance of allowing you to model this well enough to be useful.
Trying it even in a semi-equivalent lashup would be wise.