@Stephanie Simmons that does sound like the contract is over. In the future, I'd suggest telling those kinds of buyers to simply wait and submit the offer when ready. He's basically wasted your time off market without any real gain to you or him. In the transaction I mentioned where the buyers missed closing, our backup offer was at first contingent on sale. My seller liked the numbers and terms, but realized if he canceled with the current buyers and took the contingent on sale offer, a failed closing for that buyer could mean he killed both potential buyers chances. Instead, we gave the current buyers more time 'in limbo' and told the backup to close and come back to the table. Her closing was 10 day out and pretty solid. In those 10 days, the defaulted buyers made no progress but were still under contract since nobody had canceled. When the backup buyer closed, she re-submitted the offer without a contingent on sale clause. We canceled on the defaulted buyers and accepted the backup a few minutes later. The property went from pending to active to pending in a matter of 5 minutes, but it was the legally correct way to do things while protecting the interests of my seller.
In my previous experience with unresponsive agents, I checked, double checked, and triple checked with my broker and the state legal hotline on this point to be sure I wasn't misstating anything when things got ugly (this is my experience, I'm not an attorney so please verify):
You may cancel a contract unilaterally (at least in Florida), meaning you can sign a cancellation and release, send it to the buyer, and put the property back on the market or accept another offer after sending the cancellation out. Either party can cancel by sending a cancellation and release without the other party signing. Of course your broker might have more strict rules you must follow, but legally speaking cancelling does not require both parties to sign. Cancelling is a separate issue from release of EMD.
The actual release of EMD is another story from whether or not it goes back on market. Even in the event of buyer default by missing closing, the As-Is contract only says "the seller MAY keep EMD as liquidated damages" it doesn't say 'must' or 'will' or anything legally black and white. Seller could decide they want to sue or arbitrate for damages beyond EMD, and taking the EMD as liquidated damages ends all further litigation for more. I had buyers who very clearly missed closing, failed to communicate, and defaulted on the contract, yet we still needed their signature on the cancellation and release for EMD to go to my seller.
If you talked to an attorney, there's likely some legal gray area or legal precedent somewhere if you really wanted to be a pain, so releasing of EMD always has to have full acknowledgment by all parties before it gets wired anywhere. Title companies will not release EMD without agreement by both parties on what happens. This saves them from future litigation and it prevents you from suing to perform later.
So even if you send him a cancellation and release stating the EMD goes to buyer and put the property back on the market, title won't Release EMD to him unless he also signs the Cancellation and Release. You also typically cannot close with a new buyer while there's an active 'dispute' over EMD...although I've heard it is technically possible if you start fresh with a new title company, keeping the disputed escrow at the first...a huge pain since you'll likely owe that first title company for any preliminary title and lien work done. My seller had to threaten aggressive legal action against the non-responsive buyers stating he could sue them for far more than their EMD before they finally signed the release to let him have it and close with the final buyers. In your case, you seem to agree your buyer is due the EMD since that states the contract becomes invalid and it's more a question of whether you can list it active again, so I can't see him having an issue signing the cancellation and release soon. Even if he's delayed on signing the cancellation and release, you should still be in the clear to put it back on the market. I went through this twice on one listing, and both times I was in the clear to put the listing back to active status before having full agreement on cancellation and release. But I OK'd it with my broker and the legal hotline first just to be sure.
He might refuse to sign the release if he plans to put in another offer with the same EMD, but in that case the EMD would simply sit in limbo at the title office while you can still work with any other offers. It would be a jerk move on the buyer's part to leave the EMD dispute active, but it could potentially happen. Still shouldn't hold the property off market in that case but could become an issue as you approach closing. Arbitration costs money on both sides and is very rarely worthwhile when the duties of both sides are pretty clear based on contract.