I think my main pain point is underwriting the property as it is and then seeing what it could be and then making decisions on if it's worth and how those decisions are made.  

The other main way I did it was by just telling people that I invest and kind of just talking about it all the time.

Multi-family properties are a great way to start since you can house hack and offset costs.What’s the main goal for you?

Instead I want to take advantage of the opportunity I have of living rent free to invest my time and money in STR's to hopefully build that portfolio up and eventually make that my main source of income (I understand that will take time).

After years of not using it, for some of the reasons listed in this group and mainly because I didn't think it worked well in my market, I signed up for the 30 day trial that expires in 7 days.  

My main question is whether it makes more sense to go the seller financing route and pay off the principal in 8–10 years or stick with a standard 30-year loan.My thinking is that the tax deductions from a mortgage wouldn’t outweigh the potential equity I could gain over those 8–10 years.

Lenders stopped allowing rent by the room due to modifications done to the property resulting in functional obsolescence and significant cost to cure in the event there was a default and they needed to foreclose on the home and resell it, given that the main buyer pool for single-family homes are primary occupants. 

However, Opportunity Zone investments require careful structuring to ensure compliance.Evaluate your priorities: If starting a business is the main goal, proceeds from your primary residence (with the capital gains exclusion) might provide the simplest funding option.This post does not create a CPA-Client relationship.

I work mainly on the north side on Chicago and many realtors from south side call an area C that I would call a D and area I call B they would call A My grading goes like this.....

I plan on investing mainly for the hands-off nature of it.