Moving Overseas for 6 months at a time, Need some advice on Investing

[Eric Piccione]

I'm moving overseas with my wife and daughter to be closer to her family and I'm trying to figure out the best way to proceed.

I work in remote sales so as of recently, my commissions have been great. That said, while we're abroad, I'm trying to take advantage of the time we have when we have good income to set ourselves up nicely from a financial perspective.

In order not to "burn any bridges." We're planning to keep our current primary residence in the states and potentially list it as an STR. That way we have a home base if and when we decide to come back for a few weeks/months.

Doing some research on Airdna, there are only a few properties that have the same features/amenities as us (8 in the whole city) and they range from $250-$1,100/night in the winter.

We'd be one of the only properties in our city with certain amenities (gym and hot tub) So my rationale is that we'll be able to charge highly for a unique experience. My only issue is that our mortgage payment is quite high as we never intended to make our current primary residence a rental in the next 5-10 years. So in order to break even as a STR, we'd need $4,200/m (15% management fee - $3,500 for mortgage + utilities)

Likewise with a LTR we'd break even past $3,200/m which seems more than attainable since comps come in from $3,500-$4,000 for similar listings.

My 2 questions are;

1. Would it be worth to try a STR or just go to LTR for the property to make less revenue but also have less expenses?

2. Since we live overseas and our monthly expenses are much lower, would it make more sense to pay off all or a portion of our home in the states or just look to expand our portfolio?

I feel like I would regret not at least trying a STR for our property as it could work out well for us. At the same time, I to minimize my downside in investments so LTR's would be a more consistent cash flow option (at least to me)

Something my wife and I have thought about doing is at least reducing the principle balance so that whichever option we go for, we at least aren't losing money every month.

Really looking for some clarity here as these next few years are going to be very important in order for us to set ourselves up well for the future.

Thank you in advance for your thoughts and advice on this topic!