This could manifest itself in additional damages and financial losses when they decide they don't want to put up with you any more.Also, Section 8 does require more work setting up, renewing, increasing rent, etc.

I’d love to have real estate provide some financial freedom/flexibility and create a portfolio that I could eventually get my kids involved with and pass down to them, but I end up feeling frozen/stuck based on the factors above. 

For example FHA guidelines say you can deny an ESA if they cause an undue financial burden, cause a direct threat to the health and safety of others (the letter from the neighbor supports this), or cause substantial physical damage to the property.

Only way you made money on this deal, and avoided everyting being eaten up with title & recording fees and transfer taxes, was by flipping the contract - also known as wholesaling.Why can't you just call it what it is?

I'm can record a Loom video response for you.Like any business model, you have to start with identifying the customer and where the demand is.

Let me know if you have any questions  Hey @Connor Thomas, you're learning the #1 lesson of real estate investing, which is to run your financials carefully in advance!

I’m looking for some guidance on my next steps toward achieving financial freedom through real estate.My long-term goal is to acquire enough rental properties to secure my financial future.

Make them the agent of record.  

We are looking for a Co-GP that has good track record and help us to manage the properties we are buying, we will do the heavy listing including bringing investors.

@Connor Thomas see our cut & paste knowledge below:------------------------------------------------------------------------------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 Class A property in Class D area, what quality of tenant will you get?