Hello Alex,Are you buying a primary home or investment property? 

Traditional financing is probably out because of debt-to-income ratio.Anyone know the pitfalls of getting a HELOC in New York, or have any preferred lenders?

Although that all probably applies to primary homes as well to

Aside from what Roland mentioned about the traditional path of selling, sometimes the seller is another investor who just wants to unload their properties, other times they are adult kids who have inherited unwanted properties to not have to deal with the costs of it.

Hi All, I am struggling with a question on whether to sell my primary residence or hold it as a rental in order to start investing and could use some insight from more experienced investors. 

Our primary focus is to buy and hold, but we are looking to do more fix and flip in the spring and the woodlands area of TX.

What are some of the challenges that you have faced in the past when educating investors that may be more inclined or versed in the traditional real estate asset classes, Such as SFR, MFR, etc... 

I am shopping for a vacation rental for next year, and in the area I want to rent almost all of the VRBO ads state that the primary renter must be at least 25.

That's the primary issue.  1031 the money into a new property that can get better rents.   

Option 4: Probably not an option as you recently purchased your primary residence so don't have the equity to borrow against.Option 5: Talk to a lender about mortgage options.