My DS is 22 months and since he was born we have allowed him to find his own schedule with sleep and how he goes about his day. We follow a loose routine in which I do mostly the same things in the same order every day, but there are no strict times for bed, waking, eating, etc. This has worked for the most part because I wasn't really working (only from home 4 nights a week) but I will be returning to full time work in september. I'm wondering if it would be a good idea to attempt to schedule his bedtime, waking time, and nap time so that by the time I return to work it will be a little bit of an easier transition. Obviously when he was a baby I fully believed that it was not a good idea to schedule things, but now that he's a toddler, is there any reason not to? My biggest concern is sleep, especially because he has been skipping naps even though it's obvious he needs one in the afternoon, so I was thinking that if he woke up around the same time every morning (instead of letting him sleep until whenever he decides to wake up, which really varies) he might be tired enough to take a nap.
I'm not planning on being a strict timekeeper or anything like that, but I feel like we really need a better routine because he's kind of all over the place right now.