As a landlord with numerous Section 8 tenants, I can attest that participating in the program can be a great way to secure reliable rental income.

I currently lead a family group of real estate entrepreneurs/novice investors who are looking to supplement our current incomes, build wealth and create financial independence for ourselves and future generations. 

Is it the freedom that comes with income from properties, building a lasting legacy, or growing your wealth?

rental income?

For other folks, here are some other entities that would, if you sold the property to, have negative tax consequences: YouYour spouseAny of your lineal ascendants or descendants (parents, children, grandchildren, and the spouses of children, grandchildren, — including legally adopted children)Any investment providers or fiduciaries of the IRAAny entity (like a corporation, LLC, or trust) where a disqualified person owns more than 50%Any entity (like previously listed) where the IRA account-holder is an officer, director, a 10% or more shareholder, or a highly compensated employee

Has anyone used awning.com to estimate income on short term rentals to analyze a deal? 

Your DTI max is 43%, so with being very negative on cashflow, that means your regular income would need to be able to support it but at least the option is there. 

As you know, it is really hard to have possive income immediately.

As the title suggests, I'll be living there, while renting out the bottom portion for income.

Additionally, the potential for value-add opportunities such as adding a ministorage or other high cap rate investments in the future could further increase the overall return on investment.Considering the potential for appreciation, the current NOI, and the future potential for additional income streams, this property could be worth considering as a long-term investment, despite the initial lower cash on cash return.