General tip…
Look forward. LM is a prime candidate for problems. Google in particular has wiped out a few remotely similar things.
I’ll also disclose that I just converted one site to LM and I’m planning another. I’m comfortable with that because both make up a reasonably small percentage of my traffic.
If I only had one site and it was doing reasonably well already, I wouldn’t go with LM. If that’s the case, there’s little reason to be risky. Since I have several, I can deal with a few broken eggs if it turns out that way. Either keep seperate baskets or be very careful, IMO.