For me it has a sense of retaining control over the situation rather than allowing the situation to control you. This implies that you have some understanding of circumstances around you.
A classic example would be Preventative, scheduled or proactive Maintenance (say in a factory) where things are checked regularly, worn items replaced before they break and so on.
In your personal life or career, regular exercise might be considered proactive health maintenance ; while reading recent publications relating to your career, or attending conferences keep your career skills and knowledge up to date.
The literal meaning is to take action in advance. However this may be extended to things such as preparing for incidents before they happen. So if you are proactive you will rather respond rather then react. But in that case your proactive moves are to think through the possible scenarios, make decisions about them and prepare so that you can respond to the events instead of having to react to them where you need to make decisions on the fly.
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