Flyin Farmer,

Usually the insurance Company wants you to have "time in type", not necessarily the EXACT make/model aircraft you will be flying. The FAA has a training page that lists flight schools that provide tail wheel endorsement training at https://www.faaflightschools.com/tail-wheel/

There are two in PA, ATS Aero Services in Lititz, PA http://www.aerotechservices.com/flight-lessons/ and Borzoya Aero in Slatington, PA http://www.borzoyaaero.com/.