Career

[to my boss] You want me to sign what? now?

I work for a small start up with 20 people. We were in 2 days of leadership meetings and then I was scheduled to be on PTO for a long weekend in NY with my husband. I knew the board was finalizing a new funding round and they were expecting it to close in the next day or 2.

On the 6 hour plane ride to NY on Thursday I received a slack message from my boss saying I needed to sign a document. 30 minutes later he asks for my husband's email because he needs to sign also.

I land in NY where it takes us hours to get from the airport to the hotel and we had dinner plans and show tickets. I ask what the document is and he says it is simply agreeing that the company can have first right to buy my shares when I want to sell them. My husband’s document asks him to agree as my spouse that he read the Agreement and agrees to the terms of it but he actually hasn’t been sent the agreement. Nor have I.

At this point my boss is asking me to sign the documents that evening but it is already after 9 pm for us and we are in a broadway show. I decide not to sign because I want to wait until the morning until I can focus on it. In the morning I ask for the agreement to which we are being asked to have read and agreed to. He sends it. We read it and we sign—not fully understanding what we are signing- but not seeing any red flags. The other 3 employees all signed the night before.

While we did not delay the close of the funding round we gave the CEO the impression we were asking to potentially modify the agreement and he came to the conclusion we didn’t trust the leadership. He sends me a fairly snarky comment to that effect. I believe in order to avoid that outcome I just needed to immediately sign the document and ask my husband to do so as well. What would you have done ?

I wonder wants your take on these quandrees too.

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