List the items that you are generating estimates for in your deal such as rent, utilities, vacancy rate, etc.

Also, I would be very surprised if your best strategy for generating revenue isn’t to rent the two units separately.  

If you are self-employed, you may be able to obtain checkbook control without the need for a custodian by using a Solo 401k. 

Would I recommend him to one of my lenders or should I ask him more in depth questions about him and his fiancés credit history, employment, etc?

How do we document the hours to pass the IRS muster and what activities can be counted towards the REPS hours.3) Our regular business generates good income and we hope to reduce the tax burden through REPS, Cost Segregation etc.4) We plan to have multiple commercial properties over the years and potentially OOS properties as well.

Talk me off the ledge, or push me over...I need help.I want to build generational wealth.

I have generated a list of pro’s and con’s to each of these approaches, and was hoping people would weigh in on the best strategy.Pro’s & Con’s of just using cash:1.)

And if you keep the lease payments at or below the depreciation allowance you can actually generate tax free cash flow to you for a bunch of years.

But if your goal is to generate cash flow every month with this property, then its probably not going to hit your goals for the first couple of year until rents go up more.Just want to make sure you're going into it eyes wide open. 1.

There are probably a handful of major employers that drive the whole local economy, which is not great from a risk standpoint.