After my wallow, I had become all but desensitized to the panic, it was just over-load for me so my natural instinct is to just turn off that "care-about-it" switch and just accept what was to come will come, and i set out, without a clue what the heck i was gonna do.

From all I read, that's the natural evolution of people's RE investment journeys. 

No thought to the destructive nature of what a low rate would cause. 

There isn't any room to push the income higher other than potential natural appreciation of the rental rate over the course of each lease renewal, which is also generally going to be 12 months.

Airbnb in particular, as a sharing economy-platform, feels more natural with a person's name attached, rather than a corporate name.

The investment amount might be capital in nature and will have some limitations. 

I've heard renting 3 bedrooms is a very crowded market so thats why im looking to do the smaller 1-2 bedroom options Im concerned about all the competitions and the somewhat transient nature of the city.

Naturally, my wife wasn't a fan of our rental investments after that experience.

It's crucial to align this decision with the nature of your income sources and their respective tax treatments.

@Ryan RuncheyThe bookkeeping for this specific property will likely be difficult.This appears to be a househack as you purchased a personal residence but also have roommates to help with the rent.As a result, a portion of the expenses as they relate to the house are personal in nature and non-deductible.Items such as real estate taxes, mortgage interest, etc are all pro-rated.On-top of that you are doing the BRRRR which indicates that there is rehab involved.Portions of a rehab are currently deductible, capitalized or non-deductibleCurrently deductible - payment for an area of the home that is a tenant area.