Yes, I have, generally nothing good comes of it. You can try telling them or try working around the issue, but in general it ends badly. You can try building a personal relationship with him. That usually helps, if you can actually do it.
Case in point: when is this due? two weeks from now...one week later: why isn't it done? few days after that: we decided you're not a good fit for our company.
Its hard to strike the right balance between getting them to get their shit together and not having them resent you afterwards.
If you're able to build a relationship with them and increase their trust in you, you *might* convince them to put the deadlines in writing. But that's a big IF. Generally, they start feeling threatened. Beware if its a male/female relationship, it makes it harder to strike the right balance between building up your business relationship so you can more easily get them to listen to your suggestions and nobody getting the wrong idea. I've never seen it done successfully.
You gotta determine if you're just messing with you, legitimately forgot or if they're looking to blame you for the fact that they forgot to get the job done. Either way it generally boils down to you're going to have to go through some level of BS to get what you want and most of the time they'll still try to pin the blame on you if they don't feel like doing something rather then have accountability. Easier to blame the new guy/girl then put in the effort. Most people don't want to change. It takes a lot of maneauvaring for little reward. A lot more people try to put you in the box where you're the person who gets all the blame instead of the person taking extreme ownership. Not everyone has the idea that this is a good thing. It takes some skill knowing when to take more ownership and knowing when you're just really barking up the wrong tree.
Im on here bc I like the extreme ownership approach and think its look that the instagram version of this is full of 4:30 am gym sessions. But I liked that kind of mentality BEFORE I discovered this blog and I'm "unusual". The first time I saw the TED talk I cried. Finally someone else is saying what I've been trying so hard to get across and failing miserably at. And that came after my prof said he can't be bothered to tell students not to bully each other. Its just not something he can do. Its too hard. A lot of people look for reasons why nothing should change rather then make the effort to change it.
Most people are not like this. You tell them to take more responsibility they resent you for it. They don't see the value in pushing themselves, they just don't want to. In all my life (I'm 30 now, hes the 2nd person I ever "met" who seems to like taking responsibility on (not counting the rest of the podcast team of course), in real life I met 1 - ironically enough he also liked showing off ripped off skin from weight lifting, lol). Its hard to find them and its even harder to talk to them.
Look for the people with the most energy and smarts in the group and try to form relationships with those. The ones that might also find that style a little counter productive. Some times that works to overcompensate for leadership failures. If you're careful you can build good relationships with those and then you don't have to be the person who always has to give the risky suggestions. But there might not be anyone like that around. In which case, good luck with the brown nosing. You'll probably just end up saying you misheard him a lot.
Do not allow anyone to actually start blaming you for everything. That's not ownership, you're just now the person who takes all the hits when anything goes wrong. Don't let people try to teach you that you're taking the hits for a "good reason" either. Or to keep your job. Chances are, you'll end up in that role for a long time and then lose respect outside that immediate job too.
Most Business doesn't even attempt to build loyalty a lot of the times. Military is a little different in that respect, i think. They see the value in team unity more. Its more disciplined. They're trained to work together more. Just my perception. Its my hope that those principles bleed into the business world more and more. But for the most part...that's not the case, yet.
I don't think Jacko ever really answers...prove me wrong, Jocko. lol!
One day I'll actually get a reply so I can debate stuff properly and share ideas directly. lol.
One day I'll actually get a reply so I can debate stuff properly and share ideas directly. lol. 
