For example (and just picking arbitrary numbers here), let's say:Current living expense: $1,800/monthHouse to hack mortgage: $2,000/monthRental income from house hack: $1,600/monthExpenses (including $400 leftover on mortgage): $800/monthIn this example, I'd be losing $800 out-of-pocket per month, but I'd be able to save an additional $1,000 from my day job over my current situation that I could use toward a second property.

What criteria do you use to determine if you are overpaying or not?

Without pictures it is hard to determine.  

I would love to pick your brain and hear about you and your experience in Mexico, especially how you started and how far you have come.

I know nothing about the toledo market and wanted to see if anyone knowledgable could help me determine if this toledo property is worth trying to wholesale.The property is located on Valentine st and the owner is asking 15k for the house.

After you understand RE investing, pick one strategy and focus on that.

Determined by drivers like job supply and renter demographics. 

Hayward feels more like an industrial area and does not have many areas where you would take a leisurely stroll.All that being said, although I do own a rental property in Walnut Creek and mostly invest in Sacramento, if I were to invest in the East Bay today I would pick Hayward or Pleasant Hill when considering ROI.

Then, earlier this month I managed to pick up another SFR from a wholesaler in Mississippi with a quit claim deed due to owed taxes for $10k + $7k in taxes.

No problem, pick a TIC.