You should not use your admin powers to disable deliverables prior to a lawyer suggesting to you that course of action. That has explosive legal and reputation

You should not use your admin powers to disable deliverables prior to a lawyer suggesting to you that course of action. That has explosive legal and reputational risk. The only upside is that you get to squeeze a stone harder for water. Why would you prefer this over e.g. paying a lawyer ~$300 to send your client a payment demand letter? In the future, do not do additional work when clients have tens of thousands of dollars of outstanding invoices. Favors for clients are wonderful things. You can do them when you have a contract in place that neither party is repeatedly breaching. Talk to the board and try to work out a solution where they fire the CEO and we pursue a plan to actually get this company out of a ditch. This is very unlikely to work, and the amount of effort is comparable to starting a new company. Why would you start a new company to collect $X0k in outstanding invoices? You can collect $X0k in invoices by working two weeks for someone who is not a bozo, then invoicing them for two weeks worked. It is faster and carries very limited execution risk. If the above results in very little, I could try to sell the debt to a debt buyer. Anyone have experience with this? I found one that say they would buy it for 75 cents on the dollar, which I find to be pretty incredible considering it's an LLC and I don't know how to collect from an LLC. You won't successfully sell this receivable for 75 cents on the dollar, but if someone actually offered that, why are we even having this conversation? That implies that you are improved by tens of thousands of dollars for two hours of work, and then this never troubles you again. But having some knowledge about debt collection, I predict < 1% chance that you'd actually sell that receivable for 75 cents on the dollar. Higher quality receivables -- with known good provenance, against people who have attachable assets -- routinely are sold for 5~10 cents on the dollar if they're at that age/maturity. You have an incredibly low-quality receivable. It is old, against an entity with no assets, and (I strongly suspect) not supported by reliable paperwork which would ease the path to a default judgment and collection.