I will have about $500K/year for the next few years that I would like to start investing to offset reduced income and build long term wealth (I just turned 37).

I want to build a tiny home to use as additional income in the area but don't know where to start.

Here are some people you can look up, connect with, or learn from through their social media, podcasts, YouTube channels, or if you choose a course some offer that.Michael and Elizabeth ChangJake Mercer Is on BP and posted some very informative posts on STR arbitrage.Fakaradin Floyd Is also on BP and has successfully started STR arbitrage in the last year.Preston SeoIf you're wanting to make extra income to purchase investments, STR arbitrage is a great way to do that!

Given that most lenders abide by Fannie Mae guidelines for HELOCS (which is for your primary home), they generally do not allow use of any rental income on your primary residence to count towards your DTI.

This particular prospect indicated that I could only charge first month's rent and security.I scoured the web and forums to see if there is anything preventing me charging first and last, but I don't see it.

Not being from the area what would I be looking for in terms of passive income investment?

We do not lend in Indiana so we can not help you here  but we do this product for well qualified equity rich borrowers with potentially limited income all day.

.* Strategy 1: Buy and flip (for primary income, to replace my current 9-5 job).* Strategy 2: Rental properties for the tax benefits as well as extra income. 

Identify what you can afford based off disposable income to invest, find an area that fits that criteria to where you can invest in.

It seems like this is a high growth market with rental income that would carry the home’s mortgage.