Jack Goes Boating Trailer (26) Essentially, Jack and Connie are two
single people who on their own might
continue to recede into the anonymous
background of the city, but in each other
begin to find the courage and desire to
pursue their budding relationship. In
contrast, the couple that introduced them,
Clyde and Lucy, are confronting unresolved
issues in their marriage. Jack is a limo
driver with vague dreams of landing a job
with the MTA and an obsession with reggae
that has prompted him to begin a
half-hearted attempt at growing
dreadlocks. He spends most of his time
hanging out with his best friend and
fellow driver Clyde and Clyde's wife Lucy.
The couple set Jack up with Connie, Lucy's
co-worker at a Brooklyn funeral home.
Being with Connie inspires Jack to learn
to cook, pursue a new career and take
swimming lessons from Clyde so he can give
Connie the romantic boat ride she dreams
of. But as Jack and Connie cautiously
circle commitment, Clyde and Lucy's
marriage begins to disintegrate. From
there, we watch as each couple comes face
to face with the inevitable path of their
relationship. Starring Philip Seymour
Hoffman, Amy Ryan, John Ortiz and Daphne
Rubin-Vega.