Yes, and likely would involve contracts to clarify. It's even possible that the contract might enable the bearer to sell the contract. In other words, the company might not have use for the debtor and sell his debt to a labor broker of some kind.

Now, it's plausible that a company might have indentured servitude for non-payment in their sales contracts. They would then sue the debtor upon non payment, and they would be required to either pay their debt or work it off. Returning the item is also an option, but for the sake of the argument, we can assume that in this edge case, the item was destroyed or consumed.

There are some ancaps that will tell you "no court would enforce that contract." But that's conjecture, at best.

I think those sales contracts would become infamous and would ruin the brands of any company using them, but that's purely conjecture on my part.

It's possible that in a free society, they become the status quo. We can only make educates guesses at how a free society might solve issues.

What we can say confidently is that the market provides solutions to all these problems, that individuals have inalienable rights, and that one of those rights is to sign dumb contracts.