On initiative Have the initiative to reach out to others and continue a friendship or relationship. Don't take it personally when people don't reach back out to you—what did you expect them to do? You should aim to be the one with the initiative to care for others and think about others no matter what. Initiative, in this sense, is not about keeping an opponent off guard. Rather, this is being willing to talk to somebody and tell them thank you. To say hello just because you were thinking about someone. You know how awesome it feels to be on the other end of that, so do it for others! When you're on the receiving end, you know that somebody else had the initiative to reach out to you and that's valuable in itself. Do that for others and they will feel good, too.
On blemishes You're unnecessarily worried about your blemishes and imperfections. For one, nobody notices them as much as you, because everyone else is equally worried about themselves. Second, the blemishes and imperfections that exist on you have nothing to do with whether or not you can be confident. The most confident people are not the most perfect. You know this from comedians...some of the funniest people that are able to own an entire room. Yet, also some of the least physically attractive of all! It doesn't matter to them because they are not focused on hiding any imperfections. They simply develop confidence and act in a manner that's congruent with their status as the owner of the room. Worry is futile.
On process In your business, even the smallest and most mundane tasks that seem easy to must be documented. Whether each step in itself is explained with more steps is a different story, but even the small tasks must be mentioned. Develop a business so well documented that someone else can pick up your book of processes and completely run the business without you. That is difficult to do, and the value is not immediately visible, but soon enough it will be. With more employees comes more responsibility and training—documentation fixes that. You will be able to remove yourself entirely from the equation because you put in effort to teach others how to do what you were doing. Document the process well in all that you can, and be public about it! Process documentation is content that other people will probably find useful as well.