It was nice to have the co-founder in the mix because that was more of a pure business relationship. I remember the co-founder making a comment about how I'd need to perform and that felt okay. If my friend had said it, it would have stung a bit.
I was nervous, and it was a big commitment for them, so we stepped into it slowly. I contracted for them for a few months before joining full time. That helped alleviate worries on both sides, I think, because I saw how they operated and they saw the work I did.
It worked out well, in the end. They got some great work out of me, I got paid well and had a lot of trust and autonomy.