Oh, this is such a good topic. My wife and I are both docs, and my wife is in academics. I've been both in private practice and in an HMO setting, and now even have a teaching role in at our University, but wouldn't consider myself to be academic at all.
There are so many considerations when choosing which path, and it's not just about money or teaching. I'm so glad you brought this up and realize that there's so much more depth to it. Truthfully, a lot of it has to do with your practice location and the relationships between the institutions in the area you end up practicing in.
However, your first guiding principle starts with you. If you were being honest with yourself, what's most important to you? This can go in so many ways: teaching, money, flexibility, autonomy, impact, intellectual stimulation, significance, etc.
Once you figure this out, you're definitely on the right path towards figuring out your question.