Figure out what the value of his work is in a $ amount and assess how much money you are putting in.

"Fittest" might be a bit misleading, what he meant is "survival of the most nimble to adapt to change".I will have to support Patrick's assessment that wholesaling is very done for now - not just in Seattle.

You'll only cause misery for yourself AND your tenants if you don't like dealing with people.Age also does affect your investment choices in ways that 20 year olds don't have to think about; for instance, if you live in a multi-unit it qualifies as your residence, for the purposes of Medicare, and it is NOT a countable asset when assessing your ability to pay for care (though you should look up all the details, and they may change in the future).

I spoke to the seller yesterday and it's sounding like she is no longer interested in the seller financing option and told me that she "wants well over the county assessment", which she had previously specifically requested I look at. 

Pull comps, assess ARV, and analyze repair expenses.

@Jewel G BoldenI would say this is study is flawed as they go off of assessed value which can be more accurate or less accurate in some places.

No, you are right, you need to assess your risk appetite.I personally have hard money loans and crypto, but it is a small part of my asset and while losing them will set me back, it won't be a catastrophic change in my lifestyle.

Then we just assess our occupancy to make sure we are generating the revenue we want.

I have also paid for an in-depth assessment on the property. 

This will do two things:1) Assess the cost of the repair.2) Confirm the repair that is required.