I think your problem is that you are taking things at face value and believing the things people say, instead of seeing the world for what it is.

For example, VCs and Angel Investors will say they are looking for good business plans and good ideas and good pitch decks. But ALL they care about is finding the next Mark Zuckerberg or Steve Jobs. If you seem like someone that would sell his company for 10 million dollars they have zero interest in you and they NEVER had any interest in your idea.

Similarly with finding a full time job, the listing may say "5 years in Python" but what they really want is "Someone who is good enough to seem productive but will not make any of us look bad". When you apply for jobs an interview you should be thinking how can I get these people to think that I will be good enough and polite enough to make their lives easier without being a threat.