Thomas Schlamme won the 1999 Emmy in the category of Outstanding Directing for a Comedy Series. This episode was the one submitted for judging.
When Natalie comes into Isaac's office when he and Dana are talking, you can see the boom mike dipping rather obviously into the picture.
The subplot about Isaac being unable to remember the lyrics to "How are things in Glocca Morra" was cut from the first season episode which bore that name due to Robert Guillaume's real life stroke.
The issues between Dan and his father in this episode become a continuing storyline for Dan's character and tie to the first season episode 'The Apology' where Dan admits guilt (as he feels he was a poor role model) over the death of his younger brother.
The Kyle Whitaker of the title is Dana's little brother, and his two sacks were on Monday Night Football.
When Dan is doing the teaser and gets frustrated when he can't properly say "Yevgeny" (Kafelnikov) during the extended patter, he takes off his headphones and shoves them onto the mike, causing it to point downward and for the protective foam pad/tip to fall off. A fraction of a second later, when the camera cuts back towards Jeremy for the reverse angle after Dan has left, the mike is pointed back upwards and the foam tip is back on the end of it.
Episode "Dear Louise" it is revealed that Dana went to all girls schools ... so how is it that a guy named Cab Calloway got into her spanish class?
Sam Donovon ends his tiny speech to the crew by saying "I won't make fools of you," which is also the last thing Dan says to Rebecca to get her to date him in "Dana and the Deep Blue Sea."