In the end my portfolio is very small compared to most, so focusing on this strategy has worked for me, but might not work for everyone.

Section 8 can be a solid strategy, especially in cities like Detroit where the rent-to-price ratios often make it worth considering.

You might also consider creative strategies, such as renting parts of the property to cover expenses while you navigate the process.Best of luck, and I’d love to hear how things progress.

What financing strategy would be most effective?

My investors acquire with cash as a routine investment strategy to secure properties quickly and eliminate competing buyers using financing.

It sounds like you're at a crossroads between two strategies—both of which have valid points.

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Hey Matt,With $50K in a self-directed IRA, there are several strategies you could explore to generate both short- and long-term returns, depending on your risk tolerance and investment goals.

Also, I was thinking about it and I think if you were going to make shared amenities (like fire pit) you probably would be very successful doing that strategy I mentioned for larger listings.For big dates I would have one listing that is both the primary and ADU that sleeps 12+, or whatever the number is, and then you can have the ADU and primary again as separate listings for the rest of time. 

One approach that I have not seen included in the discussion is as you are still in the planning phase, you could change your approach and the facts to make it more favorable for your strategy.