To me a house hack will most likely work in Tulsa - I haven't done any research on that area, but as far as I know it's not a crazy market like places in California etc.Also read a lot, get some books from your local library or purchase some online.

The property can be unappealing in some way shape or form, old, derogated, who knows maybe there was a murder there several years ago and people can look up that information online?

Hey Joe,Welcome to the BP community.

Chicago has a fantastic real estate community, and there are plenty of networking opportunities.

Hi Jon from Boyertown, PA-You and your fiancé are interested in buying your first short-term rental and wonder profitable areas to purchase with a budget up to $500,000.I would look at places along the west coast of Michigan, Grand Rapids, Kalamazoo, and near Ann Arbor, MI.It is important to understand the local STR regulations in each community and partner with a property management company that can help your navigate that and manage it well for an excellent guest experience.Don't forget to look into bonus depreciation and doing a cost segregation study to increase the tax benefits of ownership and if you "materially participate" in the management of the property per IRS guidelines it can offset active W-2 income which most real estate cannot.To Your Success!

I totally recognize that is impatient and greedy.My gut is saying your short picture idea is where we're heading since we are taking the same hit with brokerage account (I didnt even mention borrowing against 401k - yes its not advised but my wife and I have stable W2 income to pay ourselves back) Thanks again, this BP community / forum is awesome

I love that you're focused on helping your family and community.

BP Community: Hope you’re all enjoying the bear market!

They are highly secretive however - no online presence under their names while being very tech-advanced, they also installed like seven cameras around the house perimeter.

I have always imagined getting to the point where I could hold/ run a small community of mountain cabin rentals or a guest house, something along those lines.Thanks,Chad  Yes I meant AirBnb and Mid-term rentals, rent by the room, glamping (although I probably wouldn't go that route), buying commercial RE and running a business (for me that would be a lot of work with a W2 job and buying property locally or leasing out a space is expensive here).