I think I would be more comfortable buying my first property in an area where I could have high-quality tenants anyways, & I know that specific town is in pretty bad shape.Regardless, since I posted this yesterday that specific listing I was talking about has been taken down.

She's not comfortable with the more sophisticated techniques yet, so I just want to pay her back quickly. 

As time goes on, my systems are improved, my comfort level grows, and I am able to pull the trigger faster, as I learn to recognize what fits my goal easier.  

and "Would I feel comfortable sending my wife here at night?".  

For example, we offer hourly billing as well as all-inclusive packages.Ultimately, you should be working with an advisor that you are comfortable with.

Most lenders had stopped home equity loans so glad to here that you were able to get a HELOC in the current environment.

If you'd like to send your kid(s) to the really expensive private school but you are still comfortable with the public schools or less expensive options, then I'd call it a want. 

You can have several mortgages but you have to be comfortable with what ever risk level.

How comfortable are you analyzing potential properties?

An investor will need a lot of "meat on the bone", especially in this environment and depending on your market.