Before I started investing and caught the real estate wave.

Sounds like an awesome short wave of profit potential to get you to the next "thing!"

I am beginning my journey in wholesaling, I recently had a situation with a home owner who wanted a Proof of fund letter to possibly put put the house under contract, however I lost that deal because i didn't come with POF letter in a timely fashion, upon learning about Proof of funds i learned about TRANSACTIONAL FUNDING for wholesaling houses as well, so before my next wave of calls come in due to direct mail I would like to learn the transactional funding process and how to double close a deal in massachusetts.

I feel like it might be taken as patronizing if I say not only are you not getting your SD back and you owe us an additional $2k but hey since I am a nice guy I'm going to wave $70 in fees I could have charged...  

i am not interested in short term "ride the wave" kind of investing, what matters to me is only the cash flow over time. 

I think as long as you're well diversified it's fun to ride the wave for now.  

Since millennials seem to favor renting over buying, as well as the trend towards ‘remote working’ --- are ‘luxury rentals’ the wave of the future?

I have a passing knowledge of it.In Oregon which is a big farming state.... it seems to go in waves of what is hot and what is not.Timber of course is the ultimate in farming  Tree farming for passive.Grapes are hot as the Napa Sonoma prime vintners have moved north and are snagging up all the little botiques in the area and money is being made simply because mature vineyards are not 500k to 750k an ACRE like they are in the Napa Valley yet a nice bottle of pinot will still sell for close to a nice bottle of median range napa cab.Blueberries were hot we were involved in a planting of 60 acres of them.. and when i went to raise the capital the only real capital for this is farm credit.. they pretty much laughed us out of the room.conversation went like this.Him:  what do you do Me:  I loan money and build houses and have done a lot of timberHim:  do you have a degree in agMe:   no barely made it through highschoolHim:  so no expeirnce farming  was your daddy a farmerMe:   No daddy was a land developer and RE broker so no familial experianceHim: we ONLY loan to those that are 2nd to 3rd generation farmers  with advanced degrees in AG.Me:  well we own the land  HIM:  we dont care you will fail most of the timeSo I told my partner at the time you can buy me out and you can run with your blueberry dream.. the lender talked me out of it we are not experinced at it.. 

The money wave is hitting Pueblo.

I am sure it happens a lot less than before as Vegas turned the corner sort of speak but you could still have a crime wave anytime.