I bought this property with a partner and we were planning on flipping it and putting it back on the market.

I plan on living in this with roommates for 2 years and going onto the next deal.

Lesson learned on going into business without exit plans, I guess...For reasons out of scope here, I just filed my 2021 taxes and the IRS hit me with a $30k capital gains bill (not including interest or penalties).

Or should I break my promise to get into real estate in 2025 and continue to work part-time while going to college to afford a conventional 30-year mortgage on my first SF and use the "Building Wealth Through Single-Family Homes" plan? 

I love dogs but not ever planning to be friendly enough with tenants to be doing that even if they are neighbors. 4.

I am planning to buy my first investment property.

I plan on living in this with roommates for 2 years and going onto the next deal.

I have a W2 job in a high tax bracket, but we are planning on owning Airbnb’s that my wife actively manages along with her working as a real estate agent...Our goal was to have her materially involved so that we could write off potential losses against my W2 income.

I am mostly interested in rentals but will plan doing doing an occasional flip when it makes more sense.

Another important consideration is whether you plan to manage the rental yourself or hire a property manager to handle tenant issues and maintenance.I recommend starting by answering these questions.