Valid points, I think an arguement could also be made that the financial aspect goes much deeper.
In many cases around the Boston area when an Archdiocesan run school has closed an independent Catholic School has popped up in it's place.
There is actually a nationwide network of Independent Catholic Schools that do group fundraising.
You should also not discount "hokie" Liturgies driving people away as well....sure they were luke warm to begin with but at least they added to the Sacramental index.
Oh, BTW, I perused your about page: There is actually a Parish named for St. Gabriel Possenti in the Brighton Section of Boston. The plant is owned by St. Elizabeth's Hospital and it's staffed by Redemptorists.