Challenges?

This approach not only ensures a steady income stream but also provides a significant community service.As the property owner, you'd likely take on a role similar to a house manager, overseeing day-to-day operations such as grocery deliveries and maintenance, or you could appoint someone to handle these tasks.

Originally, we planned for me to handle the down payment with my HELOC, and my partner would pay me 50% of the HELOC payment each month while getting his own mortgage for the rest (75% of the purchase price).But it turns out he couldn't snag a mortgage for the full amount.

By this time, I was feed up with how long it was taking (and the multiple calls to AHS) and why their vendor couldn't quickly handle a simple item.

Challenges?

A self funded care plan is challenging to execute and I empathize with you and your family.   

Challenges?

@Taylor DavilaGiven your situation as a professional athlete with uncertain future locations, a traditional house hacking strategy might indeed be challenging due to the requirement of making the property your primary residence for a certain period.Considering your liquidity and interest in getting started, a fix and flip could be a viable option.

@Chris Seveney keep in mind not all relators will handle these mid term furnished rental which I think is what he has judging by him saying that it is on Furnished finder. 

Not owning your rentals through an LLC exposes you to more risk, even if you have an insurance policy on rentals.However, as a new investor, you may encounter some challenges and opportunities leveraging the LLC.