Yeah, some questions…
What type of flooring – click, solid, engineered?
And how are your floorboards underneath? Level or a bit uppy-downy?
As above, proper job is to remove skirting and replace (or-re-fit though this can be a bit false economy…) but if just a bedroom, you a beading to match the skirting might suffice – or say, a 2 or 3 inch bullnose, secondary skirting painted and caulked in to match the skirting again – kind of as described by Vader.
Most of it is very straightforward – if you can measure, subtract 10mm and cut straight, it’s ok. However, it’s the detail that always shows – so fitting under architraves/frames/jambs, scribes around pipes, thresholds etc. But feel free to ask away and I’ll answer any questions as best I can.