I've read the books and done the research to know what markets work for my goals, but mentally I find myself nit picking every market trying to find the "perfect" fit which leaves me to never pulling the trigger. any advice on how to overcome this so I can finally get my real estate dreams underway??

You were ready to pull the trigger so you were running the numbers as realistic as possible.

In my opinion, multi-families are harder and harder to come by in the city and many sell off-market but if you're truly set on getting one, connect with property managers who have clients that are always selling and commercial brokers to start looking but at the same time, have your finances in order and ready to pull the trigger. 

The system is connected to a central station that calls me if the alarm is triggered.

The best time is always "Now", especially in regards to pulling the trigger on you first deal.  

pulling trigger on my first rental property is kinda scary so trying to do as much homework as possible!

You'll want to find out if a sale triggers a reassessment (it does in some areas and not in others), when the next normally scheduled reassessment is, and how your tax bill will be calculated upon the reassessment.

I do plan to buy and hold for a minimum of 5 year- targeting 10.The financing will trigger UDFI - Unrelated Debt Financing.The other option is to buy 3 SFH cash.

.), geographic considerations (population in the 3 and 5 mile, population growth, rent, occupancy, and cap rate comps, crime statistics, traffic count), sponsor/general partner track record and expertise, asset class considerations (it is possible to invest in an asset class with a small amount of equity that you may have no experience in), master lease, exit strategy (you do not get to control the exit, the general sponsor will trigger the exit based on their goals and objectives).The other thing to consider is that sponsors will sell equity on a first come first serve basis.

Find the right deal and pull the trigger.