However, I feel like I am just bleeding money.

Im not sure, just feeling lost. 

@Andrew Foster some decent advice here, but also some feedback from those who really don't have enough info to support their perspective.Many DIY investors price repairs on materials only and forget about labor as they do their own work.We're a PMC in Metro Detroit, but here's how our process would work:1) MoveOut Video & Pics used to create Scope Of Work (SOW)2) SOW broken down into Priority Categories:- Health & Safety- Government Required (municipality/S8 inspection requirements)- Property Preservation- Marketing Impact / Tenant Retention- Miscellaneous3) Bids obtained if we feel work will exceed Owner Approval Threshold4) Bid sent & discussed with owner to, "redline to their budget"5) Work begins once owner approves & funds6) Completion video/pics providedOf course, while this is going on our Marketing Dept would be doing a rental analysis & ad, and discussing with owner.

Because they will get defensive if they feel you are pressuring them.

If you have referrals, experience, or are open to connecting, please feel free to reach out.Looking forward to connecting with you all! 

If anyone has any contacts or suggestions to finding a contractor, please feel free to share. 

Quote from @Robel Nessro: Hello so this is completely off topic and not real estate related but how do you feel about Brian Tracy or other people that are similar to what he does?

The only feeling is relief.

Sometimes I feel like alot of us feel like we are the only ones dealing with all of these issues!

Currently I am having a hard time finding reasons that it wont work and I feel like we are missing something obvious.