Personally I think it would be foolish to commit to a bailout without a plan in place to get rid of corruption in the Island government. Puerto Rico is a U.S. Territory and ultimately the buck stops with the U.S. federal government. I would favor putting the Island under indefinite receivership and sending in teams from the State Department, to manage day to day affairs, and from the Justice Department and FBI, to investigate former officials and where warranted indict and try. The legality of certain bond issues, those that appear to have been issued in violation of the Island's Constitution, has to be settled. This may include negotiated haircuts to some bond holders. The pension plan has to be made whole. And infusion of money from the U.S. is absolutely necessary.
The current approach of the control board is not good and will fail to fix the underlying problems. It is simply a stop gap measure. As with Greece, austerity is not the correct approach. The Jones act, which is very crippling to the P.R. economy, must be permanently repealed as an early step to improving the Island economy.
The best way to extract the Island from its untenable economic position is to grow the Islands GDP and this will necessitate a government-run jobs program as the employer of last resort. Puerto Rico has tremendous natural resources, these can be the source of a sound economy and growing GDP that can lift the Island out of poverty over time. But the very first thing that must be dealt with is governance.