I weigh more on making 3x rent and having great rental history of on time payments with no evictions, no lease violations or violent criminal history.

Many times they will hold back the renovation costs in escrow and release once you’ve shown the renovated unit and leased it.  

Be prepared to show a lease, some utility bill, or credit card statement showing you live somewhere else.

It's difficult to see how a tenant will be after screened and signing a lease.

This happens 100% of the time a squatter presents a fake lease, deed or bill of sale.2) It takes several hours, if not days, and multiple calls for the police to show up.3) Even when they do show up and remove the squatters, the squatters sometimes break back in the same night.

Why not joint venture with someone who has money, fix & flip itWhy not rent it out for at least the monthly carrying costs.Why not sell it on a lease option, get 10% cash up front to fund school? 

Alternatively, your sibling might use a 1031 exchange to defer taxes by reinvesting in like-kind properties, though this doesn't directly fund a primary residence.Other ideas include leveraging a HELOC on the rental properties for the down payment, taking out a 401(k) loan, structuring an owner-financed agreement, or a lease-to-own arrangement.

That didn't help so now I'm looking to charge the late fee and interest as allowed by my lease.

FHA is for sure not going to be an option for him, last option is purchasing from an investor with owner financing, or lease to own program where he will not need traditional financing. 

New tenant must go through complete vetting, sign the lease, pay security deposit and rent, and move in, prior to the referring tenant getting their $100.