Yeah I plan on having a property manager in the next 4yrs but for now I can manage most things myself.

Marketing is the most difficult part of the equation and often the most costly, so spending $15K for coaching and then spending another $10K+ out of the student's pocket to find a potential deal would stretch most new investors.

To grow your money, plan your spending, save up, and find a balance between investing and enjoying your hobbies.Good luck!

There is still another month in planned rehab, so nothing pressing, but would love any recommendations people have!

@Hitanshu Shah-congrats...assuming the 4 plex will be a rental - your best bet will be 25% down and likely a 30 yr fixed program ....if you plan to sell or refinance  the loan within a few yrs - focus on the option  with the lowest loan fees 

I have a large family and want to build up the ability to leave the 9-5, spend more time with my wife and kids, and serve my community more.

I'm under contract on a single family home in Chicago, and the rehab will include adding two dormers, so I'll need an architect to draft a full plan set for submittal to the City of Chicago Planning Dept.

Otherwise you are probably spending a lot of money to have a contractor build out a direct booking site. 

Then describe your plan, the type of properties you’ll be buying and what you are going to do and how you are structuring it.

Don't get me wrong, I love STRs, but if your place is average, you plan to keep it average, you may be better off just getting a long term renter and make out better.