This house currently has no renter though they are actively looking to put one in the home.House 5. rents for $725/m the loan will cost me $13,000 as a down payment and $6,000 closing costs, and should cash flow approx $275/m after mortgage payment are made.House 6. rents for $725/m the loan will cost me $14,000 as a down payment and $6,000 closing costs, and should cash flow approx $250/m after mortgage payment are made.To be able to make this down payment I have the option to:HELOC my current home which cost me about $850/m in repayments OR I can find a hard money lender who would be interested in working with me, I am currently putting together a hard money lender proposal to show a couple family members that would basically look like this: No repayment in the first 12 months, all income going into an account to allow for repairs and emergencies, after that taking the cash flow and splitting it 75/25 to the lender paying it off in approximately 13 years, sooner if we can make extra payments on it and giving the lender an 8% return on his money(about .5% less than what I was quoted for my HELOC).ORI can potentially do a deal with my brother who is also looking to get into real estate and we split the properties 3 a piece.These properties are right outside of a military base in a low income city but have done well for the family currently owning them with consistent long term renters in them.I am looking for any advice as to whether or not this is a deal worth pursuing.

For the income to switch to Sch C reporting, you also need to offer services similar to that which a hotel might offer such as daily housekeeping, food/drink, and potentially various other amenities depending on how you'd like to qualify.What you describe is simply changing property managers, it doesn't really matter whose name is on the AirBNB listing.

I am also concerned that at that point new HOA might have to raise the fees significantly or charge lumpsum to the condo owners based on something that might come up.

It can also handle inbound customer service calls & converses like a person rather than a robot.

Poor little Bob-- complaining because some woman that 'you don't even know' was mean to you on the internet. 

Having an LLC is not necessarily a requirement, but may be prudent move based on your intended activity.

I've learned that investing will differ for everyone based on their goals.

If you worked with property management companies before, you know that this type of service is not as common as it should be.

If I recall, there is also a company offering a similar service.

Providing services is often more lucrative than investing on a small scale anyway.If providing services isn't your speed, your best bet will probably be to partner with someone.