Find some local meet-ups and find investors who already have a portfolio and ask what they do to analyze deals and see if you could potentially help them and/or work alongside them as they are researching so you can continue to expand your knowledge. 

The idea is to rent amenities as add-ons for guests to book alongside their booking of your property.

If I were you, however, I would make an effort to work alongside someone with experience in the area of your long term goals (i.e. flipping, multi-families, single family rentals, commercial, etc.).

Real estate can be a very passive investment so you can do it along side any day job, sounds like your will be very involved. 

In my company one of the services we provide is SMS marketing management alongside Facebook ads.

@Jack Hamm I owned B&Bs for 25 years and house hacked living right alongside my guests the whole time and since then house hack a duplex.

My focus is on owning a few rental properties or vacation homes, while my wife dreams of tackling fixer-uppers and designing homes—something I'm eager to support and learn alongside her.

Working along side a realtor?

Absorption is still down from normal, although it has mostly leveled off or showed small signs of growth (definitely not continuing its drastic decline), alongside a pretty steady growth in $/sf across all 3 markets. 

Find a good PM and they'll find the right GC and negotiate their fees alongside the GC so you could end up saving a lot of money and aggravation.