I have a corporate job but have owned 2 rental homes in the Cleveland Ohio market several years ago.  

I'm 38 years old with a background in corporate finance, and recently moved to Portugal for a job opportunity in the cleantech space, and have decided I am going to get into the RE investment space.

When investing OOS, consider targeting markets with major corporate relocations and expansions.

After looking into it more, I'm concerned about potential tax implications and legal issues, such as piercing the corporate veil.

You will be dealing with high school kids who are your employees...I know, there will be a manager, but a manager can only go so far...Plus corporate can come and make you change this or that, you will be obligated to comply.Seems like a headache to me even more than with rentalsSo Ive decided when I retire, I want to enjoy my life, not to deal with a headache from a restaurant

Maybe a corporate group looking to house multiple workers like for construction or power projects. 

My primary business provides my W2 (I'm an employee of my corporation). 

I have spent 20 years climbing the ladder working for global corporations and that tends to always keep you challenged. 

The city serves as the headquarters of several well known American companies including: Cerner Corporation (Oracle), T-mobile (Sprint), AT&T, BNSF Railway, GEICO, Garmin, Honeywell, and Hallmark.

If you do you may run the risk of piercing the corporate veil of your LLCs making you personally liable for business debts.