Talk to a CPA to see how each scenario plays out.A 401K continues to grow in value, but what do you live on? 

But today, my husband and I live comfortably, and we’ve traveled to 20 countries over the past few years.I’ve been listening to BiggerPockets since 2013 and was even featured on the Rookie podcast.

Hi @Robert B Azimi,A home that has been registered through The Mills Act, can be rented out the same as any other property, and it can even increase rental revenue as there are people who really like the thought of living in a historic house.

FHA loans require living in the home as your primary residence for 1 year after purchase.

Right now I have two properties live.

Not the cheapest 25% or the most expensive 25% but I’m the middle, where people want to and can afford to live. 

Hey @Spencer Cuello, so you will find most of us aren't fans of arbitrage.I see you listed NYC so you know that you can't do a STR in the city unless you live there.IE: You need to be onsite, living in the same unit you are going to rent.As per usual...

For example, they won't need to cover your personal belongings (furniture, clothing, etc.) because you won't be living there.A landlord policy should cost about the same as a homeowner's policy; it just changes what is covered.

We paid off our primary home last year and have been slowly getting the courage to jump into the investing market where we live in the Pacific Northwest.

Since we live in Orlando area, we are looking at a STR in Disney area.