@Dconforte ,
If this is your first time building a microclimate map, then this is way too big of a model. Just start small and model a piece of your street following the forum guidelines here:
Ladybug Tools Forum Guidelines
And you will have to be more specific in what you mean by “Thermal Comfort assessment”. Do you mean OUTDOOR thermal comfort? And do you need a spatial map of comfort or is just a point analysis suitable for what you need?