As of now I'm in the budgeting/pricing stage and trying to make spreadsheets for the costs (buying costs, rehab costs, holding costs, selling costs) I'm a very analytical person so Id like to get my spreadsheets as accurate and as close to the dollar as possible.

If after you have done your analytics and everything works out on paper for you, then I would take down the duplex first with 25% down if you can find someone to mortgage the rest. 

As well as be able to track the progress of all of my rehabs on a timeline, see the analytics behind my work (profitability, flip ratios, expenses, etc.), keep all of my files in one place, watch over rental properties,  etc. 

Being analytical, like yourself, it can be hard to make the leap because you want everything to be perfect and know exactly what to do and when.

I know it sucks, it royally sucks but it's also the pure analytics of it.

For example, if a person does not have the funds, then maybe they have the hustle or analytical skills.

My ultimate analytical understanding is its best for me to just sell it and move on from the property. 

There are of course a lot of assumption here that may not bear out in reality but in general this is the analytical model we have used with good effect in the past to evaluate these negative cash scenarios

Another superb decision!

I see a lot of analytical folks getting caught up in paralysis of analysis.