Hi Jay,
If the top of your budget is about $300, I would think you'd be very happy with Cut2d from Vectric. It is hands down the easiest one to learn and I belive is still $150 and offers a free trial as well.
While LCam is cheaper, I have to say that in my honest opinion, if you do not want a steep learning curve, LCam is NOT for you. You will have a million questions (I think) and spend less time actually making anything as there are a lot of quirks in that program.
There are other free alternatives like CamBam, which can be good but also have learning curves and that is why I suggest Cut2D. It will not do 4th axis stuff but I don't know of any software for $300 that will do that.
There is a free program called "Wrapper" which is pretty slick:
http://www.vectric.com/forum/viewtopic.php?t=2920And here's a helpful tutorial to fake a 4th axis from Nick Carter over at Carter Tool:
http://www.cartertools.com/fake4th.htmlHope that helps a bit,
Dave