If somebody for some reason managed to convince me to come onboard as an employee, and I was asked nicely to leave after two weeks, I would begin the conversation with "That is unfortunate and unexpected, as I was looking forward to working with you guys. We're all businessmen here, so we know that there are certain reasonable expectations which one has with regards to employment offers. I shouldn't be telling you anything you don't already know when I say that this is highly irregular. It would not be irregular if I were, say, a consultant. If you want to retroactively treat our arrangement as a consulting arrangement, I'm amenable to that reclassification, because I like you and wish you to succeed. I will send you a copy of my standard Master Services Agreement and a Statement of Work for two weeks work. You will sign them, as written. I will then invoice you for my standard consulting rate, which is $60,000 for two weeks. You will pay it and we will part ways as friends."

And then I'd see where it took me from there.

This is a reasonable approach. I will try this.

Sidenote: In my last discussion, some of the phrasing was eerily similar - "That is unfortunate and unexpected, as I was looking forward to working with you guys" - "we're businessmen here" - "part ways as friends".. etc. Just that I didn't push for what you are suggesting. Thanks again!

Good luck convincing them to shell out 60K for two weeks. If they could afford it, they'd probably could afford throwing 30K more and keeping him for a year.

In Japan we have a distinction between what we say on the outside and what we think on the inside.

Outside: "You can't afford $60k? Oh, you're smart guys, I'm sure you can figure it out if it is a priority for you."

Inside: "Horsepuckey, YC company, cry me more tears about your inability to find tens of thousands of dollars when you're a mortal lock on a seed round and presumably on the glide path to an A."

They don't have to pay it up front; they can draft an agreement to defer compensation to their next round of funding or to their first $N dollars of revenue, pay him the immediately owed "salary" number today, and pay the delta later.