Robert Chambers wrote:

We've had JSD's ATC down at safety meetings on a few occasions, they are
really nice folk but don't enjoy having their airspace busted. The
Brigeport ATIS tells you if JSD is open or not that's how much of a
problem it is.

They WILL see you they have better radar than NY Approach has, they can
see planes pretty much down to the ground at BDR - they even manage the
aircraft out of Florida where they do testing.

The JSD Folks will give you a transition pretty much for the asking
unless they are doing a lot of flying that day. The heliport also would
make a good emergency landing spot if you can't make it back to BDR.

Just east of KHFD, Sikorsky's sister company Pratt & Whitney used to have a
similar private field (fixed wing) with class D airspace: Rentschler Field. It
was a sizable field, but they shut it down a few years back. It's supposed to
be redeveloped into . . . something. I think P&W still owns the land.
Rentschler was right next door to Brainard (KHFD).