Self managing multiple rbr properties can be very challenging unless you're @Jeff White!

It's about self-management, however it's so much more than that.  

My PMLs are people with self-directed IRA who are perfectly fine with 5-year term while earning double-digit returns passively tax-free in their SDIRA. 

Strategic Purchase: Acquired a discounted double lot below market value with a $17k impact fee credit.Custom Design: Built a 6-bed, 5-bath home tailored for co-living or multi-gen use, maximizing tenant appeal.Efficient Management: Managed construction, and self-managed operations to minimize costs.Premium Marketing: Furnished the property and used multiple platforms to attract quality tenants quickly, achieving full occupancy.What was the outcome?

Time in the market is very important to long-term rentals and if you can learn to buy one good deal per year and become well-versed in Section 8 you will succeed.I like the model of starting with self-management.

What do you file for this "income overseas," do you file SChedule C self employed on your personal 1040 tax returns ?

STR can provide more cash (potentially), but its a high risk high reward strategy - if you invest in the furniture, staging, photos, and management or self manage, there is a lot of time and money invested.

When you transfer retirement funds into a self directed account you can certainly buy real estate with it. 

As for managing the property I am moving out of - the place I am moving to is only 15 mins down the road so I am planning to self manage for now. 

Remember, the notion of amassing wealth without investing is a dangerous myth perpetuated by self-proclaimed experts.