I have mixed emotions about freelance writing. On one hand, you have the freedom to write the way you want, pleasing only yourself. On the other hand, you are constrained by commercial interests - will you be able to sell what you write? It appears to me that you have a balancing act to perform if you want to be a successful and happy freelance writer.
If I am persuaded to freelance, I foresee a disciplined approach beginning with commercially viable copy transitioning over time to contain more voice and individual personality. Once you have gained a modicum of success and reputation, publications should be more willing to allow your personality to show in your work.
The big fly in the ointment would be persuading me to freelance in the first place!
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