Quote from @Jim Viens: I would keep studying markets and sharpening your skills.

I was quoted $4500 for a residential cost segregation study because we did 100K in renovation so they are charging me for the purchase price cost study as well as the renovation study.

A type of strategy that I've been intrigued with and have been studying quite a bit is creative financing, more specifically seller financing.

But language and verbiage differ from state to state so I do not know about WI. 

Study the market.

Quote from @Matthew Vance: A recent study of LA county discovered nearly half of all vacation rentals were operating illegally.

@Ryan SawyerTo try and answer your 'legal' question, Yes, with the proper notice that your state requires you can legally go into the property.However, your PMA (property management agreement) may have language about communication between tenant and owner.

My corporate team and I provide these as part of our cost segregation studies when they are needed.

.; saving money for a down payment, analyzing potential house hack properties, talking to mortgage brokers to understand what you need to do to qualify for a mortgage, studying up on house hacking strategies, etc., etc.), and then, as soon as I was old enough to qualify for a mortgage (and had the money), I'd house hack a property every 12 months until I hit my limit of owner-occupant mortgages (usually 10).In my opinion, house hacking a single fam or small multifam property is the single best way for people to get started in real estate investing--especially for a young adult.Why?

Study the market.