You first need to learn how to estimate repairs and make offers yourself and in person before you can think about delegating that task.

It is great to hear you are starting the adventure into investing!

By no feat would it be an easy task but there are opportunities available to the keen investor.

Why should I have to make flipping a house a major task?

So the reason I am beginning my real estate adventure is to do that.

And the SDIRA, for some people like me, forces outsourcing tasks that should be outsourced anyway.

He has about 5k to help with financing our first RE adventure together as partners while I'll be doing most of the creative financing of this project.  

How much would you like to be cash flowing per month....From this goal you can work backwards and set 1 year goals/tasks to help achieve that 5 year goal.Set a 6 month goal that will help you achieve that 1 year goal. 1 month goal to achieve that 6 month goal. 1 week goal/task to help achieve that 1 month goal.

Put the full punch list of all tasks.  

As far as the attic supporting weight this is something you will probably need to have an engineer look at, your local building department will be able to refer you to different people for this task as they are going to require you to prove it can support the weight before you are approved to start the project.