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4 months is a long time to negotiate. 60-days is one thing. 4-months is another. You can always ask the start date options...they may throw out options up to and including the first of the year.
Agree with C1. Negotiate what you can, but don't be unreasonable. Many companies aren't able to negotiate past 30 days. After all, they posted the job because they have an immediate need. I do find that consulting tends to be more flexible.
All of this ain't to say it isn't possible, but just make sure you are actually negotiating (two way street).
You may also try to think about it from the perspective of what you are gaining or losing by starting at different times. Think about all of the scenarios including taking vacation, getting paid out, bonus payout at current or new company, vesting, etc. Make sure the recruiter understands what you're trying to secure. For example, a compromise could be that you start in October and are pre-approved for unpaid time off, but you get a higher signing bonus to offset some of that time while also getting the pay out from your current firm. It never hurts to ask for a Jan start date, but it is far out. So come to the table with some flexible options and an open mind to compromise.
And make sure you understand your hard line. For example, if the company says the best they can do is a Nov 1 start date and 10 days of PTO, with 5 available up front would that be acceptable? How far do they need to close the gap for you to be happy (and not begrudgingly and bitterly accept)? Do you have other offers on the table you can leverage?
Btw, 10 days is total BS. I'm sorry.
Yes, and I forget what the dates are, but you will want to start in time to invest in the next round of the stock plan. Ask your recruiter. There also may be a date with 401k vesting that matters. For some reason I keep thinking it would have been better if I'd started a few weeks earlier in January.
Just throw the date out and see what they say