Steven,
You certainly are free to approach b&w film developing any way you choose. And if it gets you where you need to go, that's great - for example, I have a methodology for exposing at basically any EI and developing to a "usable" negative that I came up with for using odd and/or very old film. I would not recommend it for general use.
Anyway, in my methodology, exposing T-Max 100 with the darkest shadows on Zone 5 (on my meter!) would be 2-3 stops overexposed, and no matter what hoops you jump through, getting reasonable densities for your higher tones will be exceedingly difficult, if not impossible. But, I certainly wish you luck and hope you find what you are looking for in terms of methodology.
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