These hubs are generally sold as not needing any routine maintenance. I reckon they are good for several years of low mileage good-weather use without additional lubrication, say about 5,000 kms. But the original grease will still slowly degrade with time.
In any case, Nexus 8 Premium hubs are cheap enough to be considered disposable (currently £70 for a new one on special offer at SJS cycles), so it may make sense to do no maintenance at all. And certainly not worth paying a bike shop to repair one if it does break.
My own experience is that dipping in oil improves the efficiency compared with the original grease, though this might also be due to some flushing away of the wear particles after the initial running-in period. The oil I use is Mobil SHC 75W90 synthetic, bought locally from a motor supplies shop, this hasn't caused any problems with the plastic parts inside the hub since I started using it in 2011. And as most of the family bikes are used in all weathers I also prefer to regrease the two bearings that are easily accessible. Drilling isn't absolutely necessary, it is a "perfectionist" tweak so that I can be more lazy about wheel removal.
Actually removing the internal isn't all that difficult, once you have the wheel off the bike you just need to undo the nuts and cone on the left side. I use a bench vise to hold the flats on the RH side of the axle, and socket and cone spanners for the locknuts and cone. I then tap the left end of the axle to push the internal out from the right side. The whole thing comes out as a unit. Putting it back together is almost as simple as with an ordinary cup and cone hub, push the internal back into the hub shell, tap the right end of the axle to seat it properly, then adjust the LH cone till there is hardly any play, then lock with the locknut.
This is for the rim brake version, if you have a roller brake or coaster brake this may complicate the procedure a little.
I don't (so far) dismantle a Nexus 8 any further than this, haven't yet needed to, although as I have a total of 5 of them in service on family bikes I did buy the special tools needed for complete disassembly.
For me, the most awkward part of the job is not getting the internal out of the hub shell, but taking the wheel off the bike and removing and refitting the gear cable.