Break it down analytically, factor in each cost and then make a final decision.

Or just using BP analytics tools much more!

@Logan Jamieson, and to add some level of analytics as to whether there will be a correction:  interest rate rise may slow down demand, but with 2008 crash it was all the foreclosures that brought down prices.  

My advantages going forward are my analytical background and ability to learn quickly.

The only analytics I use now are "Will this house pay for itself with 6 months of rent?". 

@Aracely CastilloForget wholesaling and do something with less competition, more potential profitability, less startup failure rate, and less false and misleading information hyping a VERY narrow business opportunity requiring much more experience, knowledge, analytical ability and sales ability than commonly believed.

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.