Loom is an odd case because the timing of their last round was simply perfect. It was announced in May 2021, which means the terms would've been set in Jan or Feb, when Tiger and other firms were on a rampage and competition to get into rounds was at its height. That last $130m has to have been on very favorable terms, not just the valuation but e.g. no crazy liquidation preference. So, unless Loom's founders made some inexplicably bad deals, I'd expect even recent hires to still make a little money. Nobody should be getting zeroed out.
I am sure they made money but not what was expected (exiting above 1.5B).
How are you determining par for the course liq preference of 1.0? Where does that data come from? I ask genuinely as the small sample of companies I know of personally have liq preferences greater than 1.
Employees who joined after the 1.5B valuation will have made money because the strike on their options is set by the 409A, which will have been far, far less than 1.5B. Preferred stock price is not the same as 409A common price.