Neil,
I watched a fascinating UK TV documentary series recently on the way the music industry has evolved technologically. One episode was on vocal recording. A very well-known and respected female singer (unfortunately, I can't remember who) said one of her biggest lessons was that a perfect single take is almost impossible, only a very few exceptional people in the world can deliver them. As a result, ALL professional recording sessions record multiple takes and compile (comp) them into a great recording. She said she used to put pressure on herself to achieve that one perfect take and it ruined her performance. Now, she accepts that she's very unlikely to achieve it so she simply gives each take her best shot, knowing it won't be perfect, and she trusts the engineer/producer to comp to a great recording. Her studio performances improved dramatically when she took away that pressure.
If you're starting out in recording, ask yourself about the purpose of each recording. If I'm recording myself to assess my ability/progress, say to deliver a song live, then I'll record the whole thing on my portable Zoom recorder (or even on my iPad), listen and review, learn and practice and repeat. If I'm trying to make the best recording that I can of a song, then I'll likely do a multi-track recording in Logic and will comp the best bits of various takes on each track. It's fairly easy to do in Logic when you know how, but I have no experience of Reaper.
Just some thoughts for you to digest.
Ian