Duplex - C Neighborhood 40k - Purchase Price - 25% Down ~10k4k - Closing6k - Roof Repair1.7k - Misc Upfront repairsMonthly Expenses/IncomeUnit #1 -  $450 - Currently rentedUnit #2 - $450 - Vacant157.40 - Mortgage129.17 - Taxes90 - PM60.42 - Insurance, although this might change66.67 - Water90 - 10% - Maintenance and Capex90 - 10% Vacancy45 - Lawn Care/Snow Removal Net Income - 171.35The initial inspection showed a few issues, biggest ticket item being the roof which I was already aware of so I decided to proceed.

I'm a chemical engineer and program director who left the defense industry in 2015 to work in the real estate market full time as an agent and investor.As an agent, I want to help people optimize what will be, for many clients, the biggest financial decision of their lives.I also plan to work for myself as an investor.  

But the biggest investment the majority of consumers will ever make is purchasing their residence.

That's our biggest red flag at the moment...BiggerPockets, help us out here.

I think the biggest hurdle would be the financing of the property.

I think most experienced investors will be of a similar mindset.3) This makes no difference to me and I would not see this having any impact on the split.4) This also makes no difference to me, as deals are the gating factor for me, not money.I think the biggest problem you are going to have is finding people who have a deal, have experience, have contacts, yet lack capital.

I guess my two biggest fears are that I want it too bad, and I'm worried I'll justify making it happen, or I'll sit here and nit-pick it to death, and someone else will walk away with it

I hear from most appraisers that the biggest objective was finding a mentor. 

I think the biggest risk is with finding the right assemble of contractors.I have had my share of kicking guys off of jobs threatening to keep tools and wasting money by trying to take short cuts.  

My biggest thing of concern was days on market.