There’re always T-Bills…

Your employees don't accept t-bills as payment. Your suppliers don't accept them either. To do business, you need money in a bank account. Not all your money, but a decent chunk of money needs to be there for day to day.

Sure, you need some, but many small businesses leave it all in a bank. It's easy to just set up recurring buys of 4 week t-bills that you can halt at any time, payroll is predictable, and suppliers are commonly on net 30-90.

Yup, and you stop using a bank which is in trouble.

Employees will take risky stuff like equity as payment, but the IRS won't take it for their payroll taxes.

The number of employees who take equity as a significant portion (>50%) of their comp rounds to zero.

I wouldn't want to get paid in equity if the IRS didn't accept it for tax payments either. If you accept 100% of your compensation in equity you are bankrupt because you can't pay your taxes.

This is a chicken and egg situation.

I take 10% of my salary in an equity IOU (ESPP) and I'd do more if they'd let me. But they only let execs into the deferred compensation plan.

Not after hyperinflation

Or just use a Too Big To Fail bank. The government will never allow JPM/WF/BofA to go under, that'd wreck the economy.

Maybe. Smart people assumed Lehman wouldn't be left to sink. It was. And it caused a lot of problems. And the people who realized afterward that it was a mistake are retiring right about now.

Lehman had assets of ~4% of GDP and was a pure investment bank.

JPM has assets of ~15% of GDP and has 66 million household clients.

I'll take the odds that it's too big to fail.

These are logical sounding arguments, and you are going to be right more often than not. But humans make these decisions, they made the decision to let Lehman sink and it was obviously bad in retrospect, and there were many folks who were opposed to the bailouts in 08.

There are better options than playing these odds. Spread across banks, hold short term treasuries etc. Treasury functions at a company exist for a reason.

True, true, but I don't want to take zero risk. I want to take some risk. For example, I do own short term Treasuries, but I want to borrow against them to short some stocks I don't like. And as soon as I have a margin account, my counterparty risk changes drastically due to how brokers work.