Colorado Springs has about 4,000 licensed real estate agents and 94% of first-year licensees will not renew their license (per the local MLS).As an example, I was recently invited to partner on an off-market wholesale deal that I had to decline because being a broker was a complicating factor that would unnecessarily hinder the deal.

What are you hearing that might hinder converting a unit to a STR?

I am getting $950 rent on one, and will be putting up the other in about a month, hoping for the same (looking for a cash flow of $575-600/month with both occupied).I agree, you might have an equity winner there, but as your first deal, and because it's such a dog for cash flow, it might hinder your ability to move on the next good opportunity. 

I am somewhat limited in what I can do in real estate as my full-time job is quite hindering at times.

A higher loan to debt ratio would hinder my moving on a deal if we were bogged down by that first loan on a place that wasn't cashflowing. 

I am hungry and I will not allow anything to hinder my ability or eagerness to achieve my goals in becoming a successful real estate investor.

This is a problem that hinders the success of most FSBO sales.

Good credit and a healthy PFS plus a 25 percent downpayment probably didn't hinder the process either.

While being new isn't exactly a hinderance you should understand investing and the investor mindset as well as knowing your market cold.BP is a great way to find them (keyword alerts) and so are local networking events. 

Rich's example of dealing with FSBO's is just one of several potential hinderences having your license.