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I’d love to hear your thoughts, advice, or any experiences you’ve had with similar situations.

Financial terms.  

First - Have a discussion if the rental loss will immediately help your tax situation. 

A financial advisor or real estate pro could help you map it all out more concretely.If I were in your shoes, I'd probably lean towards selling and reinvesting into some more diverse assets, or just more properties, but that's just me. 

I know and am prepared to do all the overhead work necessary to find a property that will qualify, but I just want to know if it is possible in my situation.

As a community I think we should focus on helping people who have had their housing situation negatively impacted recover as quickly as possible.

For context, before I learned about his 6 unit I was planning to purchase a 2-3 unit long term rental in Q1 2025 as my first of many deals with a 5 year goal of financial freedom so I can coach my daughter's high school cross country and track teams.

@Isaac Terry Recommend you first figure out the property Class you want to invest in, THEN figure out the corresponding location to invest in.Property Class will typically dictate the Class of tenant you get, which greatly IMPACTS rental income stability and property maintenance/damage by tenants.If you apply Class A assumptions to a Class B or C purchase, your expectations won’t be met and it may be a financial disaster.If you buy/renovate a property in Class D area to Class A standards, what quality of tenant will you get?

For example, I met an agent who is managing an Airbnb with a similar situation.