However, with my 1 short term rental I am struggling to remain confident that this is the right strategy as when something does happen it seems I lose at least a couple days with them dispatching and then following up.  

Welcome @Sartaj Ghai,Sounds like you are off to a good start and have the right long term mentality to go far with this!

Home Paid in Full and will become a long-term rental.

This evaluation will determine if the property's foundation and structural integrity are sound.Insurance Assessment: Check if the property has insurance coverage for fire damage.

So far i've received referrals for Cresset and Origin Investments but both are longer term developments with minimal cashflow for 4-5 years.

Cause if you want to live in an A+ property, without roommates, in Denver proper, and only do a long-term tenant in a separate unit.... but also want to cashflow each month, that's not going to happen.  

Unless you are local to the market, I would consider elsewhere.I think Charlotte long term is a great market, financial hub, good airport, population growth.I think if you commit to any of these markets, you will have successGino 

I understand that short-term rentals are only allowed in the Commercial Zone and Historic Core Zone.

While reading your post I was thinking "sell the Cali properties", but with 3-4% interest rates (and I'm assuming those are long term fixed rates) you will be best off to cash out refi (non-tax event) and use those funds to buy multifamily.

There's no set point to stop; it depends on your investment goals and tax strategy.Considerations: Consult with a tax professional to tailor this strategy to your specific financial situation, investment goals, and long-term plans.