Would this end up bailing Trump out of all his cash-strapped woes? Could he use this as collateral that a lender would be happy with?

No and possibly.

As you point out, the shares are locked up. So Trump can't immediately use them to pay or bond the judgment - certainly not by Monday. So this wouldn't solve all his cash-strapped woes, since he has a very immediate need for liquidity.

A lender or surety might be willing to accept them as collateral if the lock-up is removed - with a huge caveat. They probably wouldn't value the shares at the current price if they're issuing a bond. That's because if a judgment bond is called, the surety has to pay within a very short period of time (ten days, I believe, in NY). Since they'd have to sell quickly, the price they could get would be lower than the short-term market price. If the current market price for DWAC/DJT is $30 a share, you can absolutely sell one share at that price - but you probably can't sell $460 million worth of shares at that price.

Plus, there's the issue of whether the company would be worth anything if the surety company, rather than DJT, owned those shares. One model of the company is that all of the value derives from Trump's engagement with it. If Trump doesn't have a big ownership interest in the company, then he'll lose interest in it and stop engaging with it; and if he's not involved, the value will plummet. IOW, the stock is only valuable as long as Trump owns it - which makes it pretty useless as collateral to a loan or bond.

But if there's a big enough cushion, and the shares are only part of the collateral, it might get him out of his short-term liquidity hole.