Long time Hospitable user here..it's been a good software for me.

Quote from @Max Yuan: I am a software guy that got into wholesaling, so it is not like I've been in the industry for decades, but definitely in your shoes last year.1.

Do you have any templates or tips I could possibly use to help me get started ?

Or do I need a specific software to obtain this info? 

Buildium is not appropriate software for short-term.

I would appreciate any knowledge share, or tips and advice on where to gather information to properly estimate for such a project. 

BiggerPockets groups —lots of solid resources and a supportive community here or at local REI meetups; you'll find folks willing to share tips (and maybe even some potential partners).Here are some other strategies that could also help you scale faster:Partnerships/Joint Ventures: Teaming up with others, especially experienced investors or people with capital but limited time.

This is my first extensively water damaged home that I may purchase. Surprisingly, it has nothing to do with the roof. The roof and attic are the best parts of the house, 0 problems.
Main line, laundry line, kitchen ...

This company is a scam, they have mediocre software and zero support.

@Josh CaughranWelcome to the community and be ready for a huge amount of information at your finger tips.