Why We Love The Sopranos by Philip Ringstrom,Margaret Crastnopol, Glen Gabbard, and Joel Whitebook continues: “Here again we see that Tony is not a psychopath but is
a complex person who is capable of conflict-based
suffering. Jennifer looks disgusted about his poor
compliance with the medication she prescribed him,
but she doesn’t seem to notice that he goes further
than he usually does by revealing that his lost friend
worked for the feds. He seems to be trying to use the
therapy in this episode.”

“(I)n this episode, either the writers have lost
their feel for the psychotherapy, or the therapist has
lost her feel for the patient. Jennifer misses the
significance of Tony’s effort to tolerate and consider
the complexities of his plight, having caught Jackie in
his web of lies–Tony knows what Jackie’s like deep
down, hopes it’s not true, wants to protect Meadow,
and yet is (narcissistically) unable to allow her to
transcend his own life or worldview.”

Slate