What I can recommend is that if you are feeling overwhelmed by your total load of responsibility than it may be time for you to start outsourcing.

I highly recommend that any investor in Canada  find a similar database as well. 

Is private capital a recommended route vs conventional borrowing?

@Jeff Miller$40k in equity most banks will not allow that to be pulled, as they have strict loan to value requirements.Whether you put properties in or out of a LLC, does not matter who owns it, but if you are seeking to get bank financing for acquisition they will want 25% down.

Any recommendations on realtors, wholesalers and other individuals that know the Milwaukee market are greatly appreciated. 

Would you still recommend keeping it or would it be better to sell?

Nothing held back for maintenance because the houses they recommend buying are all newly rehabbed, and nothing held back for capital expenses because you should sell them in less than five years and move into multifamily investments so nothing major should break before then. 

Texas, in particular, has caught our interest, and I'm currently traveling there.I'll be in Houston from May 1st to May 6th, seeking to connect with investors, developers, lenders, and others in the industry.

You'll want to be able to obtain balances, confirm payments were received, obtain payoff statements, etc.Ask your friend to share the username and password for the servicer's websiteI recommend using a loan servicer to collect your payments and disperse payments each month to the underlying mortgage servicer.

This is what I recommend for you to get started in your real estate journey:1.