integration UM with booking calender

Hello,

Iam building an e-learning website including three modules for students to learn:
1) direct one-one tutoring through virtual classrooms using (braincert V.C.)
2) direct group tutoring as above
3) indirect learning through lms plugin (learndash or wp course ware)
my path to build the project is like this:
-use ultimate member plugin to deal with profiles and users which will be in three categories:Author, tutor and student.
-use EDD for as an eCommerce solution with (Ultimate Member + Easy Digital Downloads)
-use EDD bookings for tutors to set their availability in their ultimate member’s profiles and for students to book a tutoring session from his favorite tutor’s profile.
-use Edd integration with learndash or wp course ware to sell author’s courses their.
that is my imagination about building my site, So,
I need advice:
1) are all of above plugins can work together with no conflict, or they need editing or integrations?
2)how can I make availability calender shown in the tutors profiles.
3) if there is a little coding customization I think I can do it myself with some guidance, but if it needs heavy work, can you recommend anyone to do it?
Thank you,