Fannie Mae "Second Home" financing, 90% LTV, for the place where you frequently travel for work.

I'm in the medical field and can invest $3.75M cash right now. 

I'm originally from the Caribbean, but I'm now an american nomad who likes to learn about the world through international travel and by living in different cities in America.

I'd like to invest in San Diego, but it will take a lot more capital than say back in the Chicagoland area (where I'm from).From a flipping standpoint, it is recommended to be relatively close to your properties, as you may want to check progress occasionally and don't want to spend most of your time traveling to your projects.

His biggest complaint was the amount of time it takes to get paid.Since you will do lots of traveling, you should keep your eye open for abandoned properties  (driving for dollars while doing your day job) and perhaps you can locate a deal.

Ease of maintenance and travel, since they're both in the same spot.

Reality on the ground is exact opposite due to investors not properly accounting for expenses such as maintenance, capex, legal, property management, pest control, landscaping, travel, etc etc.

Sometimes the iPhone is the kitchen, sometimes in the study room and I have to travel through my house to find the freaking phone.

I've not and am not buying now because I'm traveling, but I've heard about the town's growth on and off for a few years as well as Goodnight's backing of Chatham Park, a major project which it seems the locals resist because it will turn a small town into a bigger one. 

have laundry room on each floor and eating area and set of rules in kitchen area. met a lot of travelers who stay at hostels and they have setup like that. there was one where they had a weekly dinner and had to contribute towards food prep and cooking to keep cost down and for laundry they had washer/dryers.