Looking into the market, studying the local scene, and talking to people who have been doing this for a while can give you good tips on where to invest.Good luck!

Make sure you know the laws in CO regarding STRs, and since this is a condo make sure you know the HOAs laws regarding STRs. 

See what your state/local rules are for evicting holdovers.

I am plugged in to the local investor community.

I'm here locally in St.

I would approach local banks and credit unions first.

My wife and I in one home and my brother in laws in the other.

While I do not personally have a contact in KC, I'd recommend using BiggerPockets' Find an Agent tool.Its a FREE service for BP members like yourself who are looking to expand your network and find local experts.Here, you'll be connected with an investor-friendly with knowledge/experience in your desired location(s). 

I met a new investor, with contracting experience, at a local real estate meet up and he is interested in doing a flip using a hard money loan, renting the property out to his girlfriend, then using a FHA loan to buy it so he can live in it.

Both can work, the VA caller requires more training since they will not be local but are way more cost effective.Let me know if you have any questions.