I’m not a hiring manager any more, but here’s my take. This is from an engineering/software POV.
Requests for more money? All part of the dance, and happened all the time. I’d never hold asking that against a potential hire unless they’re asking for double the offer or something - then we’ve got a disconnect. I probably lowballed them a bit anyway expecting a counteroffer. But I’ve most likely got an upper limit on the salary I can offer that came down from HR/Finance, and you’d better be able to walk on water if you think I’m going to go back to them to see if I can get more money.
Potential maternity leave? Here’s a copy of the FMLA and HR policies. Had this once or maybe twice.
I’ve got a pre-planned vacation coming up, can I still take it? The only time I got this request was from people who were currently employed. Both times it wasn’t a big deal, but we were talking one week off a few months in the future.
I’ve got kids/daycare/other responsibilities that mean (for example) I have to be out the door by 4:30 PM on certain days - does that work? No problem, I do too! As long as you’re willing to put in the time & effort, we can work it out.
Telecommuting? We had a department policy restricting telecommuting to like 2 days a week, and I told them no telecommuting for the first 6 months. No one declined the offer because of that.
Can I start (anything more than 3 or 4 weeks) in the future? Got this exactly once - a guy wanted to visit his parents in South Korea before he started - I think he was going to give 2 weeks at his current job, go to SK for 4-6 weeks, then start. I wasn’t crazy about it, but I said yes. He wound up going to SK, then deciding to move back there, forcing us to restart our job search. The really funny thing was when he did come back to the USA like 2 years later, he called me to see if I would still be interested in hiring him. I wasn’t. But a request for a year from now? If I could wait a year, I wouldn’t be hiring.
Can I do less work than everyone else? Never got this one, but yeah, I’d seriously reconsider withdrawing the offer if I did. We went over expected hours & work output during the interview process - if 45 hours a week with occasional 60/wk during crunches is too much for you, then you’re not qualified for this job.