I think people should go into the Quest assuming that a Quest 2 will be following in the near future. The weakness of the chipset is already pretty obvious (it can't even run Rec Room fully) and I doubt stuff like Skyrim VR is even possible on it. VR is still in an early stage, and quick, incremental progress is almost a certainty.
The biggest problem facing it, I think, is the battery. Right now, it has about 2 hours of battery life, which is barely adequate. Bigger batteries weigh more, which could be disastrous for something you literally strap on your face. Without a better battery, it can't use better graphics chips for very long. They'll make better, more efficient processors which will help, but it will always compare poorly against a VR system backed by a PC or PS5 running a fully powered, fan cooled, multiprocessor graphics card.
But the untethered room scale is probably the most important advancement in VR thus far, and probably the single most important thing that is going to drive further adoption of VR. I mean, I can tell people how awesome the PSVR is, but I can just bring in my Quest and show them - and VR is something that must be experienced. I think the Quest's convenience is something every other VR system is going to copy - will have to copy. So I don't think the Quest will stand out for long.