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My daughter was a bit older when we started doing some crying/ fussing. The first week we sleep trained her I nursed her before bed and then put her down in the co-sleeper. She woke up during transfer (and then fussed or cried until she slept) the first three or four nights we did it. Then she started staying asleep. We did this for about a week. Her night time wakings never reduced. I found this this article: http://www.troublesometots.com/when-baby-sleep-training-doesnt-work/
and so we started nursing her about 15 minutes before bed, and then we do the rest of the routine, diaper, PJs, quiet singing and walking around, and then my husband takes her to say goodnight to things in our room, and puts her down.
That was maybe 10 day ago- and I would say with the exception of 2 or 3 nights she has fallen asleep within 10 minutes of being put down (there is still some fussing involved).
That said- she still wakes up a lot.

So....I guess my experience was that we had to do what felt right for our kid (and us). We went slowly with it. In hindsight, it may have prolonged the number of days that she cried, but it felt better to me because the crying never went on for longer than 10 minutes before she was asleep (the first week we actually stayed in the room with her, and so she was just kind of fussing periodically).

@Foodnerd81: That's what we found when we stopped rocking E to sleep (at about 8 weeks)!! She actually fell asleep faster lying in her bed, sucking her dummy, than she did being rocked!!!! I really need to bite the bullet and move the bedtime bottle to before her bath..... but like you, I find that it relaxes her so wonderfully, I'm reluctant to give it up!! But I can't help but think that it's a sleep association we will need to break if we ever want her to soothe herself to sleep at night and not require a night feed....

I would stop, to be honest. It's probably confusing her why some nights she get to nurse to sleep and some she doesn't. Babies thrive on routine and consistency is seriously the biggest thing when doing sleep training of any kind.

No advice really, just wanted to say I'm glad you're making progress not sure if it's the right thing or not- but I'll happily let S fuss it out for as long as it takes... She either falls asleep or cries. I figure she's not really upset until she cries for assistance because she can't quite put herself to sleep that time. Pretty much every night she fusses to sleep from wide awake. Naps are different and we have to sing her to sleep whilst cuddling. The biggest issue with naps is trying to stop her squirming long enough to settle. In a week or so I'll move to trying to sing/cuddle til she's still, then try putting her down drowsy but awake.

@Foodnerd81: It sounds like you're set in your plan, but wanted to say that we've nursed before putting him in the crib since day one (although he rarely, if ever, actually falls asleep nursing). Sometimes he gets sleepy, sometimes he doesn't, and it has no effect either way on how his night sleep goes. With that said, I do think it would be confusing to change the routine every day. So I'd pick one or the other... but know that every baby is different, and nursing to sleepy isn't a bad thing as long as LO is falling all the way asleep in their crib (and it isn't a bad thing to nurse all the way to sleep, if that's what is working, of course)

ETA- LO is 11.5m and has STTN since 9mish. We did PU/PD no cry sleep training at 5.5mish so he went down on his own instead of being rocked. That also had no effect on his night wakings (usually 1 from 3-8m, then went to 2 for a month, then none)