Complete gut reaction to your first question, my preference would be two fold: 1. An option to start the game in timeless mode 2. When I fail a word, prior to showing me the word, give me the option to enter timeless mode for the rest of the run, such that it doesn't ruin the current round, and that run is now excluded

As for the second, that's more suggestive and I don't care as much either way. Personally me for me I've just been going down the archive trying each day. I enjoy competitive games, so once I miss a word I don't have much interest in continuing on.