Can they prove how long it takes to rent a vacant property?

Buying a turnkey STR that will actually support the return needed for the time/money invested is very tough.

Why will likely determine how because if you are looking for cashflow vs. appreciation vs. quick capitalHow could it be househacking, brrrr, flip, long term -> You mentioned BRRRR, which is an awesome strategy but will only work in specific sectors of Chicagoland. finding the perfect brrrr in the current environment is extremely tough!

It’s always tough to hear when someone has a negative perception of our program and my knowledge.Addressing Your ConcernsSoftware and Support: Our Deal Driven software is designed to help our partners find and manage deals effectively.

(long response ahead)First off, I just want to say I see you—and you're doing the best you can under some tough circumstances.

Tough spot to be in.First, it sounds like your parents really want what they think is best for you; that's great! 

The quick good/bad of Section 8:- S8 tenants tend to be rougher on the property (but not always)- Paperwork/inspections/etc. can be burdensome and tough to navigate (especially initially)- People often think FMR rates are guarantee rental rates but that's not the case- Usually the rent isn't 100% subsidized and a lot of people don't realize this- S8 tenants tend to stay a lot longer than cash tenants- Obviously, the guaranteed rent portionOverall, I'm neutral on the program.

They said the reality is that generating leads is tough and I should give it a full month before evaluating the results.

Your partner may be able to trick TurboTax into "allowing" a loss by manipulating some checkboxes, but it will be against the tax rules.You have a tough dilemma.

BRRRR is tough right now.