A $1,000,000 loan is not something one just gets easily, and if you don't qualify now you'll likely need to generate a lot of income in the next 5 years to do so, it is possible if you have to sell and the property appreciated for you to reap all the rewards that you could create resentment between yourself and I'm going to assume siblings. 

house hacking was both rewarding in terms of dollars and experience.

You are basically rewarding bad behavior and in this case he gets greedy and asks for more.

I have a risk/reward policy that profit must at least equal input (or be damned close). $90 to make $73 violates that.

What is one method/technique of lead generation that was rewarding for you last decade and what is one that you will improve upon or develop? 

But it’s also been incredibly rewarding.

., you know you want to retire in X), then it's worth spending the time and money getting familiar with that area, acquiring some local knowledge, building a team and relationships on the ground, etc.Otherwise, if you intend to make it a purely "passive" investment without spending that time and money learning the market, I'm not a huge fan - that's not the right spot on the risk-reward curve for me personally (obviously, other people have different experiences and opinions.)But for me, I'd want to spend the time really getting familiar with a market and building a team and relationships, before investing there.

Yes there is some risks but without risk no reward!  

@Filipe Pereira yea to me it’s crazy some people don’t see the reason behind the gift card or reward.

As per private lending, it could have decent 12% return per year but due to short term gain, you might have to pay short term tax and won't able to reap other rewards in rentals like depreciation, appreciation.