https://www.forbes.com/pictures/ejii45efkm/the-5-biggest-municipal-bankruptcies-in-u-s-history/#4064c3cb1c76

I guess it will depend on how our city council defines "debt".  Funny, all the large news orgs on Puerto Rico's debt problems consistently do not mention the straw that broke the camel's back; rail.  Notice from this list from Forbes that Cali leads the way!