The Perfect Moment Probably Won't Ever Come That's because if you wait for it, wait for it, wait for the perfect moment, you could end up waiting for a long time, like forever. Life instead will deliver more messy, fruitcake batter-like moments. Life can be quite nuts-but fruitful if you take advantage of such moments, meaning take action. Therefore, take a baby step-a very small, immediately doable action-toward that career direction of interest.
I enjoy going back and forth between doing colour and black and white portraits. Both hone different sensibilities. If you're just starting out with painting, I advise working with black and white first, which will help you learn how to organise your values, understand the basics of lighting and get you comfortable with working with paint before adding the complexity of colour.