Thanks to you for your questions as well! I really like the way you describe the problem with your Rule as you perceive it! I am also really grateful for the way you linked Rule and Canon (603 by the way). I don't think I have ever written about the similarity between the way I approach the two of them, but you are entirely correct --- I do look at them similarly. For me, both embody a vision of eremitical life as lived in the contemporary church and world. As I have written here before, the elements of Canon 603 represent doorways to Mystery. Each doorway allows me into something of the whole life and to explore some specific dimension of it. Each one also provides a way to approach the world around me, to meditate on and understand its more important needs and yearnings.
So, for instance, in praying with my Rule (I use it for lectio and as a kind of "workbook"), a term like stricter separation from the world (a mandatory norm of the eremitical life) can take me into the heart of God, the very essence of solitude and the summit of a warm and loving silence that sings my name and smooths the sharp edges of loneliness. It opens a world of both personal growth and challenge that comforts me and summons me to be myself to the fullest extent possible in and with God. But too, carried in the heart of God I am called back into the world by the God who would be Emmanuel. At the same time, it reminds me of all of the unnatural and inhuman experiences of silence we impose on others or have imposed on us, the cruel forms of "noise" that tear at the human heart or create what is sometimes called "soul murder", and it shows me a vision of eremitical life that stands in countercultural opposition to or tension with the world around me. It also allows me to see myself and my eremitical life as leaven affecting this same world for the better -- just as a beating heart quietly affects the entire person simply by carrying on its hidden work at the core of the organism.Reflection on the phrase assiduous prayer and penance leads me to understand eremitical life as a form of spirituality where the hermit becomes God's own prayer in the world. Thus, I rarely understand this element of hermit life as being primarily about saying prayers or doing the ancillary kinds of things that support and nurture prayer (journaling, fasting, desert days, vigils). Instead, my reflection leads me to consider the needs of the world around me for love, for the ability to dialogue honestly, to listen deeply, and to be a vital source of the Holy Spirit at the center of it all. I tend to reflect on what things are like without God at the center and imagine what they could be whenever prayer (God's powerful and dynamic presence acting within) is made real there, and I pray for specific people and situations.
Even the way the canon is structured and composed provides material for reflection, meditation, and then, contemplation because I marvel at the way it combines necessary elements, the sine qua non of eremitical life with the individual's Rule of Life. This allows me to see more clearly the way human freedom (represented by the Rule itself since the hermit writes this on the basis of her own experience and understanding) combines with the varied constraints of life (the required elements of the canon) to produce healthy freedom and relatedness. In this, I have tended to reflect on the way the hermit models authentic freedom in opposition to undisciplined individualism and unconstrained liberty. Moreover, she does this in relative hiddenness. People speak about the freedom of the hermit. Somehow they truly recognize it despite the hiddenness and relative anonymity of the life.
One hermit I know who is well on her way to profession and consecration under c 603, reflects on eremitical hiddenness in terms of a maternal "hidden love" that inculcates in her a compassionate solidarity with the unseen, unheard, uncounted, and uncared for in our world. For her as well, hiddenness is not primarily about things she will do or not do --- though she carefully considers such things, but about a vision of who the eremitic life calls her to be with and for others in order to effect change in (bring salvation to) our world. That she can be present with and for these others in this unique way is part of the deepest mystery of her vocation, just as it is for any hermit. The requirement that hermits lead an (either relatively or absolutely) hidden life in "stricter separation from the world" opens to this hermit the stunningly intimate and paradoxical Mystery revealed in Christ who is God-With-us.In all of these examples the Rule codifies a vision of a meaningful life and how it is the central elements of c 603 provide the basis for a vision of the person the hermit will be and the life she will life on behalf of God's creation. There is always some attention to the do's and don'ts of the life but more fundamentally the Rule conveys who the hermit will be and the values we incarnate in order to be a significant-yet-hidden presence in our world. If you can begin to think of your own Rule in similar terms (terms that fit your own circumstances and state of life!!) I believe you will find it engages both your head and heart in profound and exciting ways that transcend the whole "to do or not to do" calculus that is so much an obstacle for you. Like contemplative life more generally, I think a Rule of Life that is truly livable for a person is one that inspires her to BE before it legislates what she will or will not DO.
Give it a try and please get back to me as you progress in your efforts. I would like to hear how you are doing with this; perhaps you can follow up with concrete examples that fit your own circumstances.