I live in the Bay Area and have a vacation rental in Portland Oregon, and so while I have some competition, I believe Portland is minor league compared to Naples, that being said, here are my thoughts:First, you have to make a decision what your goals are for your vacation rental and decide how much time and effort you are willing to put into the marketing and managing of the the home.

It's sad to see so many young athletes blow through millions of dollars when they make it to the big leagues.

PS I will be in Cleveland on the 26th 27th checking out the deals we bought.. since I have never been there I thought I better put some eyeballs on it.. .closed two this week again... so looks like still plenty to go around.. won't ever be in your league but am excited to check out the city.

I bought my first house right before turning 30 and thought I had made it to the big leagues.

Hey Jake,I found this next Tuesday in League City.https://www.biggerpockets.com/forums/521/topics/585523-tx-realty-club-july-social

There is also one at La Brisa in League City on Tues, hosted by Robin Williams of Keller Realty. https://www.biggerpockets.com/forums/521/topics/51...You can set up a keyword alert for "Houston" and "meet" to find more meetings. 

It was this paradigm that formed the original curriculum of institutions like Harvard, Princeton, and other Ivy League schools—institutions to which I wouldn’t send my own children today.

Just like anything, your game has got to increase if you want to thrive in the bigger league. 

I feel like I’m not dating out of my league anymore with these sellers.

Several years ago an acquaintance of mine started investigating putting together a publicly held company in order to raise the funds to purchase a minor league sports franchise.