Here's how I see it:
Moving MW to LG should signify the end to any attempt to make the playoffs, and instead start seriously preparing for next season. Since we are out of the playoff hunt as it is, why the hell not?
Once this move is made, it would also be time to move other people around as well. Move Teague to LT and let Jennings play RT. Jennings played his best ball, by far, while playing RT, and should be an upgrade at this point.
While you are finding out if MW can play LG, you are also finding out if Teague can play LT. It makes sense. By the end of the season, you have a good idea of what positions need upgraded. Jennings will probably leave, so we know we will need a RT, but if Teauge plays well at LT and Mike plays well at LG, then the only other need is Center.
I love the fact that LS has come in, played his ass off and earned the starting job. That said, his talent level is "backup". He will make a very good backup guard for us, and that is exactly where he should be.
Making these moves in the middle of the season is NOT way to win now. It's a way to get ready to win next year. If we wait until mini-camps to find out what we have, we will have missed out on FA and the draft. Why draft/sign a LT if Teague can play the position? Why NOT get a RT if MW excels at guard and they decide to move him there? These questions can be answered THIS season, and fixed before next year.