Daily Stoic Entry #53: Am I Certain What I want To Say Isn't Better Left Unsaid?

February 22nd 2022

Follow along with my personal daily stoic journal, unfiltered, unedited (except for some spelling mistakes).

Morning Reflection:

I don't want to mince words or be dishonest. But I have a tendency to say more than strictly necessary. That's not a problem but you might want to be mindful of that. Giving away too much information about certain personal things or even professional can bite you in the ass. Leave some to mystery and don't give away all your tricks.

Evening Reflection:

It's odd, while I do feel I should be more strategic with words, in a professional context that is. For practical purposes it is sometimes better to not share personal issues. I feel that has been taken advantage off in the past. However, what I find to be true in general is that the things I regret most are the things I didn't say. Those moments where I didn't speak up and say what was on my mind or stand up for myself in an effective manner. It depends on the context of course. I more often regret not saying what's on my mind in the context of dating and relationships, for example. Things along the lines of going after what you want. Asking someone out, telling someone you like them, or love them, tell them you're sorry, etc. These things should be said with honest intent. Yet I'm fearful for rejection or not being understood, or even ashamed somehow for admitting I have feelings. It's a strange mix. So in response to the prompt question in this context I should actually be working on better communication and actually speaking up rather than disappoint myself and leave things unsaid.

Title prompts are taken from The Daily Stoic Journal by Ryan Holiday and Stephen Hanselman.

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