If so, what resources have you utilized to help you get outside your comfort zone and learn to have those conversations and relationships even when it is uncomfortable. 

Be prepared to have the tough, uncomfortable discussions.

Banks are required to report any transaction $10k+ for routine terrorist / criminal activity checks.Sounds like a pain, going in and paying like in 1952, but shouldn't matter.

If you're uncomfortable going at it alone, find a local semi-pro who can partner with you on your first deal.

(That's where the 'consultantancy' and/ or additional marketing and advertising angles, other tactics, buyer pre- screening, etc. can come in very handy... and routinely 2- 3x your LO, ROI. :-)

I don't know where your rental is but no AC makes a house uncomfortable but not unlivable.

In some real estate markets (and on some types of deals), the contingency is rarely waived; in others, it is routine.

With 3-plexes in Boston routinely selling close to $2M and in places like Cambridge, as high as $3M, these properties are simply not good prospects for most investors.The solution in eastern MA is to get away from the city.  20-30 miles out, properties are a LOT more affordable. 

Real Estate is a much more routine way to earn.

This came after doing a lot of research and having an investor tell me that he became uncomfortable not being able to provide for his family, but he didnt wnat to get out of his comfort zone of Mon-Fri 9-5.