I would guess that you have little or no experience running any kind of STR, and now want to get that experience on the back of someone else's investment, with little or no personal skin in the game, and that's not a good way to build an investment portfolio.

If able, speak to them face-to-face at their work, your kids soccer game, church, whatever.

Now I agree the 4 will cash flow better than one will but I also look at it from risk of 4 properties will have higher maintenance costs and lower priced properties tend not to appreciate as well as a higher value assetI am also in it for long game and managing one is easier than 4

My experience has been that purchase transactions where the buyer has no or little skin on the game have a default rate many times that of buyers who place a significant down payment into the deal.  

Yes, we pay a fee for the coaching, that many of us feel is fully worth the cost, maybe having "skin-in-game" makes us more likely to take action and be excited about the company, but that is for you to decide. 

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But from my limited time in the game, I’ve found that my complete lemons are cash cows a few years later as market rent comes up well and my cap ex fixes a few years ago have paid off.

Out of the 50 addresses zero will probably be interested in selling so it's a numbers game before you find the one. 

@Cynthia Lee Depends on your jurisdiction, your relationship with the tenants, and your end game plan.

That way you’ve got some skin in the game, and the tenants will be less likely to protest that the other tenants are using more electricity or gas.