The longer you hold the property for investment the easier it is to demonstrate that you did in fact intend to hold the property for rental or investment purposes. 

I have seen some offers from Main Street come through, which is one of the biggest hedge fund type buyers.I've seen offers from Offer Pad and Opendoor in the last few weeks as well.

I mainly want to ask if these assumptions are reasonable and if there's anything I haven't considered:(1) multifamily units in NJ close to New York City, ~$1,000,000, 20% down payment, (2) Using the following assumptions: 4% appreciation rate, 6.5% interest rate and 5.0% refinance after 5 years, $10,000 yearly maintenance fee(3) ~$6,000 monthly rental and assume 3% increase yearly with 5% vacancy rate(4) Based on the above, the calculated IRR if selling at the 10th year is ~19% (considering tax benefits) and ~17% (without tax benefits).

I don't have personal experience with it, but when the app was first developed, I contacted the developer and put the app through a fairly robust test usage to see if it's something I would want to recommend to my clients (I'm a CPA).I think the app is great for its intended purpose and I do recommend it to my clients now (and have for about 18 months now). 

I worked for a property management company that requires all potential tenants to check into the main office prior to showing as a means to provide a safe showing for the employees.

I mainly am curious how people have raised capital for their first properties. 

For bookkeeping purposes, I recommend designating a separate bank account exclusive to the house hack activities to keep some sanity.

I wouldn't recommend this for research purposes. 

My main goal is it be able to retire at age 40 from my main job and work entirely on my real estate portfolio.

Rentals was not a thought to me in those days I was a land flipper.. had absolutely no interest in being a landlord.. and basically still dont to this day :) yes I have some rentals for tax purposes but not really for wealth building purposes.