Thanks everyone for all the advice about using my hotsling! We're still practicing. So far, we've had some success with the kangaroo.

How long do you think DS should be comfortable being worn like that? He still seems to prefer the Baby Bjorn, and I have to say, I find it more comfortable as well. I feel like the hotsling puts a lot of weight on my shoulder. DS is 16# 4oz (at 16 weeks -- he's big!). When I put him in kangaroo style, is it correct for him to basically be folded in half? His little toes are inside the sling but they're almost underneath his chin. I feel like if he wasn't comfortable like that, he'd let me know, but what if it's putting some strain on something (ligaments or something) that isn't causing him actual discomfort?

I went back and took a quick look at Kristen's site, but I didn't have DS handy to practice. Her instructions still seem a bit daunting....