Now, you need to figure out how to find deals and pay for them.

Your dentist has $4,000,000 in his 401k plan.

The down side is that STRs are more work, need to furnish it, pay for utilities and WiFI but in the right market (vacationers and business travelers) it could work. - If I were looking at cash flow as a really important important metric, I'd consider starting a business.

One of them has a clear path to return a profit and is executing that plan well. 

If you’re just starting or want to minimize risk, house hacking is a killer move—grab a duplex, live in one unit, rent the other, and let it pay down your mortgage while you scale up.

How do you plan to operate it?

I’m trying to figure out how I can pay myself and buy another property.

Just food for thought- It's not always in your best interest to provide all of the materials, negotiate too hard, refuse to pay a deposit, etc.

I am just planning. 

You can then block out some time in slow season for a refresh and also indicate your plans in your listing.