Not sure if price wise it's too late though.I also one who invests in the midwest and previously in the south.

Here is a list of potential options:Trello/Asana/Zoho Projects/Freedcamp/Basecamp/Workfront/Monday.com/Jira/etc,etc,etc,etc,etc - General project management software that includes tasks, Gantt scheduling, calendars, project forums, document storage & team collaboration toolsTeamGantt/Gantter/MS Project - Gantt Scheduling Softwares for creating Gantt Charts & Timelines, & managing tasks.Podio - Customizable system that allows you to build workflows, track tasks, track leads, etc.Smartsheet/AirTable - Provide spreadsheet style platforms with additional functionalities for uploading documents/images, assigning tasks, calendar, images, etcOffice 365/Google Sheets Spreadsheets - Believe it or not, a lot of successful flippers still manage their entire business in Microsoft Excel or Google Sheets. 

They already have my records from the previous year(s), I’ve been a client for 20+ years, and I provide pretty detailed reports per property.

The numbers for investing in Detroit look promising, but I am hesitant to proceed with purchasing a property and accepting Section 8 tenants due to the long delays in rent payments.There are many Section 8 voucher holders looking for homes, and many tenants have shared horror stories about their previous landlords.

Don't worry about what it was listed for previously, as long as it works within your calculations. 

Hi Jordi, The conditions of city neighborhoods have not changed much from opinions previously stated on this thread by my fellow local investors.

When I purchased my first 8 unit it was significantly more difficult than my previous 3 and 4 units are.

The manager had all the maintenance records, so we knew going in that the previous owners had let them slip a bit.

As someone who has read Harry Potter, it seems the best way to get the attention of the landlord is to send a scary looking giant to their home residence with a kindly worded letter.More seriously, I was on the other side of the coin previously where my wife put the ads up under her accounts instead of mine, so I couldn't check them without getting on her phone and I was inundated with people looking to see the property (probably 50 over a 5 day period) and was trying to send semi-personalized notes to each one--and it all ended up being too much to handle and I ended up ghosting or not replying to many people after I found an applicant. 

Keep all the money you collected from the previous year for emergency only and repeat the process.