Also tweaking your pricing on VRBO and Airbnb so you are active and it pushes you higher in the search results.Tweaking the price that gets pushed to these platforms works as well.

I have already met with and spoken with a couple through my current work (both active and recently "retired") that didn't seem all that eager to get into the topic, or interested even offering advice beyond "I wouldn't recommend it."

If not, hard money is probably your best bet

Are there any challenges I might face, especially if my long-term tenants aren’t comfortable with the short-term rental activity in the same building?

Then, actively track and adjust as need.

***************************************************************Ah, so much for betting on Future Appreciation. 

Hey @Francisco Javier Villanueva,Glad to see you looking for events to get out and meet the people who are active in your area! 

Either way, I'm excited to start my real estate journey and will try to stay active in this great community I've found here. 

You need to know how many of those things/activities lead to a deal.

I am a realtor in North Carolina and I am actively buying properties for myself as well as for my investor clients.