The research I have done so far indicates I could double my monthly cash flow doing this and have a free place to stay when I go on vacation in Maui and be able to write off any travel expenses incurred to 'check on' the condo. 

Initially his only expense was car payments, and he had a job travelling and had meals and entertainment on the expense account.

@Stefan HoltEase and affordability of travel from tristate areas.

It may sound like a waste of money but while active duty you will be a dabbler and traveling, you’ll lose substantial money by not establishing a team.

Once you get on site and see all the rotted, broken, or just plain missing windows and vandalism damage and all the repairs needed just to make it habitable, let alone renovated, you get an entirely different picture.

I have an opportunity to buy another underpriced investment property which should bring me 5% to 8% cash on cash return, cover expenses and then some, and the ability to write off my travel expenses on a quarterly basis.

My passion is traveling and I am going to work for the freedom to not be tied to the American standard of two weeks of vacation time (which typically must be approved by a superior, no less!).

Through years of 50+ hour weeks, lots of travel, and raising 2 kids, we actually managed to save money, most of it invested in the market.

@Derek White I think the better question would be, How can I change my habits to raise my credit score.

I paid all cash 8 properties and for last 10 years been traveling and drink beer and margaritas.