if NJ is too expensive, go an hour or two out. 

Income would be from hunting dues and timber harvesting, expense would be conservation management, taxes, and the mortgage.

Quote from @Max Bellino: I’m looking for guidance on whether it’s worth opting for a rapid report for a cost segregation study, which is less expensive than a full site visit.

As explained above, income from the financed portion of the property in an IRA would be taxed as well, but you can deduct related expenses, including depreciation, to minimize this tax liability; that is why I recommend a discussion with a tax expert to understand what your numbers would look like.Hope this helps!  

My first reaction to your post is if you're purchasing assets that are throwing off positive cash but your DTI is going up then it may be time to re-evaluate the type of assets or the expenses associated with those assets.  2.

For investors who want a "perfect property" Rent To Retirement sells new construction homes in more expensive neighborhoods for a higher price point.

You might find the answers to your questions there but I know that the search function is less then optimal so feel free to send me a DM if you don't easily find what you're looking for.I've never bothered commenting much about Canada because, until recently, it made no sense for US investors to invest in Canada: much less favorable mortgage conditions if they could even get one, much more expensive prices on average and much less profitable on average.

The East Rock area of New Haven (near Yale) is a huge outlier in terms of pricing, very expensive. 

Instead, ask your accountant to write a letter of explanation for your finances that adds back depreciation and capital improvements rather than expenses.

Projected expenses won't be enough.