You could have offered less than what you offered (by the amount that the association would take - I'd offer at least 50%, and if the negotiator can get them to accept less, you won't even pay all 50%).
Second, since you can't turn the clock back, please read the approval letter - it could be already stipulating a payment to the condo association.
Since you didn't know about this upfront, something is telling me that the negotiator didn't know about this until now either...If the association is represented by the attorney, or if there is a lien on the property from the association - your negotiator needs to go through the attorney. In most cases, attorneys are better than associations - and they get paid on getting the money from the owner/buyer.
If the association is not represented by the attorney, the negotiator needs to proceed with the lowest number for starters, unless you are under time pressure to perform under the terms of your approval and contract. The lowest number in this case could be 4K or 12 months of regular maintenance fees (which is the extend of the FL law payment to the association). The negotiator needs to explain to the condo association that the closing will be quick and the new maintenance fees will start being paid to the association right away. If you are under pressure, start from at 50%.
A lot depends on how receptive the association is, and some are unreasonable while other are absolutely fine, yet, having a good negotiator on your team is paramount for your cause of paying the least possible amount.
Beachfront Realty, Inc.
RE/MAX Advance Realty