My initial thought was stay add free for as long as possible. But maybe subtle add boxes on certain pages could be less intrusive. It depends on what the adds are for and how attention grabbing they are. I think its good to have the discussion and see what the community thinks
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Yep I'm in a similar boat. I think having these should really be conditional on the situation. If we put ads but there are other very stable revenue sources in the future, we would then remove the ads.