Is it better to have a job or business that is doing well, then funnel the money into larger projects, if my desire is to be one of the main GP for like 33-100 unit multifamily projects?

With future income you pay off that loan as well.

If it goes well, you'll learn a ton and will know what to do next.

Cheap properties look good on paper but rarely perform as well as more expensive properties.

Only if it looks well off from otherwise projections would I worry something like hotel listings might be throwing it off

Please let us know if you find a workaround that works well.

Could you do a cash out refinance of that property and rent it as well, or are you planning on selling? 

You really need to know your numbers well and build in some good cushion.Tools I use to evaluate rentals and loans.  1.

However, a different niche such as insurance placements, might very well be in the 70%~ occupancy level but the rents are going to be so much higher that the occupancy rate (comparatively speaking) is irrelevant.

I did not want to simply rely on one source so I figured there are people here that would be up-to-date if such a manner was so as well.