Scaling Ownership - Given our available cash and equity, what strategies would you recommend for scaling our property ownership efficiently?

If your goal is to scale while minimizing your initial out-of-pocket expenses, consider searching for off-market value-add opportunities via investor lift, or local wholesalers.

The reason for this is that it will help you fit nicer into the lending guidelines and make your refinance much easier if you ever need to access the equity to scale. 

Yes, it can feel like "wasted" money on months where rent is auto-paid and there is no maintenance to be done, but when you get a bad tenant or two or when deferred maintenance finally catches up to you, they certainly earn their keep.At your scale, you might be able to get a bulk discount with a good PM, especially if you can show how well your current systems are working and how they'd be needed less than usual.

Also the pitch of the roof even a flat roof might not be graded properly.

I got a quote from a window company and it was going to cost me around $11k to replace 8 windows which is around $1.4k a window for a mid grade replacement.

I get an inquiry every other week from someone like OP who just wants off-market stuff, doesn't want any help listing or on the MLS or when they sell their Home Depot grade flip they want 1% listing fee.

I have a question here regarding wither or not I should open LLCs and or a holding company for my upcoming scaling of my rental property portfolio. 

I created The Ultimate Guide to Grading Cleveland Neighborhoods for investors to get an idea on what types of houses and tenant bases they can expect when investing in the varying neighborhoods in the Cleveland area.

Ive only handled SFH and small multi-family rehabs, but never dealt with anything on this scale, and have no idea about the associated costs.