The challenge is that non-government jobs are often short-lived.

Furthermore, I fortunately had a visit planned to the US right around closing time so I was able to have everything notarized there.

If you are setting aside funds for capex, taxes, insurance, or other expenses that don't occur monthly, transfer those funds to Savings each month and hold them there until it's time to spend them.

Look, we were for most part playing a game of American Football for a long time.

I spent a lot of time and money to learn how to structure seller financing deals.

The longer you are able to hold your property, the more time appreciation will have to do its magic.

We're looking to gather info about likely cost, pitfalls, time required, considerations when obtaining financing, etc. 

PMs and realtors want to use people they know that have been in the business and do a good job for them.

You can use this property to hedge any others that you add that may only cover themselves, or require supplement until they are paid off.HOWEVER, if you have decided that your goal is to use Real Estate as a stepping stone to build wealth by upgrading the property you hold each time (condo to house, house to 4-plex, 4-plex to 8 unit, etc) then I think you are right to sell now while you think the property is at the top of it's appreciation.It will be hard for anyone on BP to tell you what to do as we don't know your goal.You are right. 

I’ve been doing Subject to and Creative Finance for a very long time, and I know you have to think ahead.