I've got this great opportunity to start a venture which will be great for my future. It's with a man who I have known for some months through network of professionals and is few years older. I'm bit hesitant to go ahead with the opportunity as while we were going through the process of building trust & bit working on the venture as well, there were moments where he crossed personal boundaries, no harassment, but in terms of repetitively wanting to hang out but not for work purposes.
Continued.

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or asking if I wanted to go on short trips with him though I had denied politely multiple times (which I also used to feel uncomfortable with as I had denied multiple times but he would keep on asking). I feel I can talk to him about this approach of his to maintain open communication but that also might result into him being defensive about it or awkwardness (and not the immature kind) and mistrust being created and eventually me losing out on this opportunity (which atm is tbh less of a problem than the thought of being constantly uncomfortable while working with someone for the next many years). What do I do?

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