Your math depends on conventional loans.

Some math: - $250,000 should be able to buy a storage facility or facilities valued at $500,000. - 20% cash on cash on $250,000 investment would be my target of $50,000.Will y'all point out my fallacies?

You mentioned your math shakes out to 150/month cash flow on a property that costs 150k?

Do the math with local rents and call different property managers to determine if the numbers work then consider your lifestyle and college schedule.

You are clearly doing your homework.

The math is what is holding me back.

Remember, it's a math game, that's intersects Real Estate St.. 

Here is what I proposed:Setup fees : Administration Setup:One Time Fee: $400Guidebook: Using professional photos give the guests a professional tour of the house and how the home works (Wifi passwords // How to use grill // How to use propane fireplace // Hot tub instructions // Sauna instructions //Check in and check out instructions //where extras may be storedOTA (Online Travel Agency) setups: taking professional photos and actively updating your listing on popular platforms;PMS (Property Management System) Setup Smart Pricing Set upWebsite integrationOther (furniture arrangement / design / décor shopping and set up) $50 per hour· Placement fees · Marketing Cost: Variable depending on needs/wants for marketingFacebook AdsGoogle Ads Cleaners: Set up procedures/take pics of expectations· Management fee—30%Guest communicationCleaner communicationSetting Rental rateDealing with small maintenance issuesBooking CoordinationSmart Lock integrationKeeping supplies stocked (TP, paper towel, all cleaning products, coffee, filters, creamer, sugars, teas,)(Receipts would be submitted on a monthly basis for either reimbursement or book keeping purposes)Encouraging guests to leave good reviews by periodically checking in, providing a review template, and ensuring guests receive the amenities they are looking forContinued marketingMajor Maintenance fees—OwnerCleaning and laundry services fees: Cleaning fee to the guest depending on how cleaner wants to charge

As I have posted 100x RE is just about the math.

If you don't do the homework, you will give them the impression you may not be up to doing the homework with real estate investing.