re: Running shoes worth it??

It depends on the volume you plan on doing.

If you're just jogging a mile 2x a week, normal cross trainers should be fine.

If you start putting in miles and working on pace/distance, you are gonna want proper running shoes compatible with your needs and stride. Otherwise it will catch up with you in the shins, knees, and hips.

For example, I require a low toe with high arch insoles.

Unless you are in the military, there is no reason you should be running in boots.