For example, an interior door that would not close properly (alignment was off), dent in a door know, etc. etc. etc.Never buy any property with improvements without an inspection.

It appears to have all of the analysis I will need that Quicken is lacking and Quicken seems to have the tax alignment capabilities I'm looking for.

Unfortunately, that is probably the most difficult variable to align, and why this is probably much more difficult to accomplish in practice than in theory.Then again, you do have the ability to vet people over time (coughBPcough)...

If not, then pick a growth/conversion strategy that aligns to your goals, lifestyle and aspirations!

Most successful wholesalers in major markets have never seen the properties they are marketing and have an assistant running around looking at things.For a new wholesaler, I'd say you are new to the game in your advertising and maybe even align yourself with a competent local contractor who can run through the properties with you and provide you rough numbers.

It is important to align yourself with a turnkey provider that has similar investment goals as you might.  

That said, it is all worth it if you keep slogging away and keep an eye out for opportunities to volunteer in ways that are increasingly aligned with your skills and passions.

I'm considering a move into the mortgage industry to better align myself with my real estate investing goals.

This sounds like one of those scenarios that only works if all the stars align perfectly.Why don't you just rent an apartment and use your available cash/credit to buy, rehab, rent and sell affordable single-family homes of the 3/2/2 variety?

The better investment is the one that aligns the investor's skill and enjoyment with the market opportunity and the result is brilliance.