Lower than comparable competing rents with easy parking overcomes this problem.Where I have to say Whoa!

I also know, I need to straighten this out in my head before I begin looking for financiers or I'll be unsuccessful at convincing anyone.4) I've been {over}analyising this trepidation and I know it is due in-part to the fact I am uncomfortable "selling" - but this is not new and I have always been able to overcome it in the past and was actually very good at pitching. 5) In the past I was operating in my engineering domain (specialized area) and I was extremely confident my depth of knowledge exceeded that of the investors and fund managers to whom I was presenting. 6) The difference this time around is I'll be pitching/selling a far more general idea (a rental property) to an audience whose experience in the domain may likely exceed my own.

National HML lenders I do not see them overcoming no money and no credit.

If you would be using most/all of your liquidity, you wouldn't have much buffer if something bad happened.That said, you could get by the liquidity hurdle with a HELOC on your current house or something like that, but that's not cash, it's more debt.It sounds like your knocking it out in your current day job, so you might have enough cushion there to overcome some of these issues.Option 5 would be very appealing to me personally - but it would be a slow approach to building your portfolio.

And how did you overcome the obstacles that came along with inspecting those properties?

I did have a few set backs in the past 3 years but I want to overcome that.

Just pointing out that even a less than perfect roadside position can be overcome.

I know that these thoughts can easily progress to "I can't do this", and i know that many successful people do at some point have them, BUT they overcome them!

Focus on a few deal types, study them, solicit leads, develop those leads, overcome objections, be ready to close deals with your leads and as soon as you have something in contract everything will start falling into place. 

Brandon of Bigger Pockets said it best " 90% of the people on Bigger Pockets will not take action".https://www.biggerpockets.com/forums/12/topics/511...To overcome this fear takes a belief in yourself, faith, and immense desire to get away from your day job.