What happened with that plan you mentioned at the end?

The video mentions a list of expenses to consider but for the quick analysis the 50% rule seems like  a good rule of thumb.https://www.youtube.com/watch?

I personally don't understand how anyone can start out wholesaling for exactly the reasons you mentioned.

As I mentioned, the condo association docs don't prohibit it, but they still may try to block it and get lawyers involved.

As mentioned, I don't have much to offer in terms of real estate experience but I can certainly keep you in great coffee and humorous travel anecdotes for your time if that means anything.  

I saw criteria for this before that mentioned you can't have lower pricing on another platform than on HA/VRBO, not sure if this is still criteria.Thoughts?

@Jay HinrichsAlways feel honored when mentioned by name from you.

Every no brings you closer to a yes.With a limited track record you could get a partner on a deal, wholesale a deal until you have enough money to have a bigger deposit, or like @Peter Sanchez and @Alexander Felice mentioned house hacking.Real estate is amazing because you have unlimited options and have to develop the mindset that you are a real estate transactor.Let me know if you need help with anything and I would be happy to help!

As the previous poster mentions a flip without any experience may be a bit tougher. 

I do collect applications on paper tho, for the reasons mentioned above and just send screened applicants the link for the background report.