I've heard that a plan well conceived is already half achieved.

I can totally conceive of a profits interest here for pure services--e.g., the % you might pay to a property manager plus a few other incidentals.  

So your scenario works just fine. depending on timing it's conceivable that you might have two properties qualifying with your residency but waiting for the two year wait to end so you can sell the next one and take the 250/500k exemption.

Even if the designs are truly eye catching and unique, I suspect a business based on tiny homes will be unprofitable unless conceived in a booming city that has a surplus of small lots and people ready to change their lives for a real reason like surviving property costs.

The key to me was to create a "calendar" with all of my available slots, look at who is going that I would conceivably work with, and then reach out to them to schedule a chat prior to leaving for the conference.

There's no official limit so you could conceivably get a bunch at the same time. 

You could conceivably do this 6 times a year. 6 houses a year would put you into a building mode of cash flow.

But it's always conceivable that your intent could have been to hold but an unsolicited offer came along that you couldn't refuse. 

i have an fha loan on my house hack and was recently looking into something similar. my lender who is super creative and entrepreneur/investor -friendly, had said that i either needed to a) refinance my fha loan into a conventional loan first, or b) prove to the lender that i HAVE to move.. some examples he gave were: one of our jobs relocated us, or we're planning to try conceiving and in turn need more space. do you have enough equity in your primary where you can refi into conventional?

It's very conceivable that your monthly cash flow might drop a bit (probably not much since your loan is already over 6%).