After they asses what all needs replacing or what they feel needs replacing they'll submit to you what they're willing to cover and deductibles and payments etc. 

Last year, on my 9 properties I had negative cash flow after accounting for mortgage payments, etc.

Publication 15, Employer's Tax Guide, says only this much:...Payments for the services of a child under age 18 who works for their parent in a trade or business aren't subject to social security andMedicare taxes...No definition, and IRS publications are not really law anyway.

I started by saving up for a down payment which was 5% for the first "second home" property in 2004, then 10% on the next few. 

The issue is, I'm not sure if my income will be enough to cover 2x the monthly mortgage payment that most loans require.

As stated i have had OTAs initially refuse payment but end up paying so this may end with favorable results for the host, but the host has to go through some additional hurdles.https://www.biggerpockets.com/forums/530/topics/1224322-airb...I think OTA competition is good for both hosts and guests.  

Poor rental payment history is a common cause for non renewal. 

Main benefits to this strategy include:- Low down payment options (as low as 3-5%)- Acquisition experience- Property management experienceThe NYC metro area has nearly 2,000 available 2-4 unit listings on the market.Other new investors consider the BRRRR Strategy.All the best to you on your journey!

At 7% you will have payments of about $4000 per month and at full occupancy rents of $6600 per month.

Traditional mortgage from a big bank, 10% down payment What was the outcome?