As I got older I helped in the business by doing routine maintenance and helping prepare units after tenants left.

Of course routine maintenance is key for a great portfolio and nice tenant retention.There are almost always telltale signs within your local markets.

If you stagger the joints at 12 inch centers, you will have lots of edges sticking up, which is uncomfortable to walk on.

Than I would really look and see why you are uncomfortable because there is something wrong OR because you are uncomforatable because you have never rented to this kind of tenant before.

I found this thread interesting and entertaining especially @Aaron Yates efforts at explaining how he does the impossible routinely. .. a bit of a summary at the bottom of thread I found entertaining and thought provoking as it made me reflect on my experiences the past five years...and the importance of @ Aaron Yates quote "i do the footwork.

However, I routinely get deals from motivated sellers off of the MLS............Roland

@David KrulacWe routinely use triple glazed windows, mostly vinyl or fibreglass, but where historic conservation guidelines demand, we've used wooden framed windows.Quad glazed windows are comparatively new and offer more variation in configuration (evenly spaced, spaced in pairs), but unless they are in an insulated fibreglass frame, the benefits of the extra glazing will be marginal and definitely not cost effective.  

The decision to hire someone to help you with routine tasks is an excellent one.

For now, do exactly what feels a bit uncomfortable and set up your laptop or IPad and do a more formal estimate...insurance adjusters do it all the time as do efficient contractors.

My concern is that future tenants will either be uncomfortable (in summer) or have very high heating bills (in winter).