FPV

It's hard to recommend a controller, ergonomics are mostly personal preference. I would assume the target is thumbers, but in Stingerswarm's review he had issues with button placement when using the thumb grip, so who knows.. If you can buy both Pocket and Boxer from a place that allows returns, that would allow you to compare them and return the one that doesn't fit your hands.

On goggles - depends on where you fly, Cobra X has a proper mixing receiver that should work better in high multipath environments, but for flying around a field EV800Ds should be plenty adequate. Cobra X has HDMI input, but I doubt you'll end up using box goggles with external module if you decide to go digital, that seems pretty cumbersome..