I'm leaving my job and I'm wondering if I should address the letter to both the Direct Boss and the Overall Head.
I need to preface by saying that Direct Boss is pretty much an echo of Overall Head. DB is quite cold and formal in their approach but very few decisions are made without the approval of Overall Head. When I give DB my letter, I already know that DB would simply say, "I'll raise this to OH."
OH is younger than DB, and so has better relations with the people in the company. OH is especially nice to me, and always asks me how I am doing, since I have a special role in the company as a consultant with unique benefits. OH can become emotional when provoked (though I have never personally witnessed it) and is very casual, ie. giving instructions directly to junior associates without considering the proper hierarchy of delegation.
I am worried that by resigning only to DB, OH will feel hurt that I did not address a letter to OH, or that I did not raise my issues first. However, if I copy furnish both bosses, DB might feel as if I am stepping over their authority.
Should I stick with protocol and address only to DB? If it is better to furnish both bosses with the letter, how should I go about it formatting-wise as well as process-wise?