WMG / Saturday Night Live

Essentially Simon is Raincoat Man

Essentially Simon, from this video, is Raincoat Man from the David S. Pumpkins Halloween Special. Before his face melted off, obviously. In fact, Raincoat Man didn't even wear a raincoat, he wore a trench coat. The kids in the neighborhood don't know any better, so they just called him Raincoat Man.

The upcoming Will Ferrell episode will bring back Celebrity Jeopardy.

Darrell Hammond's been back on the show for some time as the announcer. They have to.

• And they didn't.

Angel (Heidi Gardner)'s related to Anthony Crispino (Bobby Moynihan)

Crispino was one of the last to report on the iPhone 4S, and Angel still uses one...

Mrs Rafferty's serial abductions are all connected

The reason they're only interviewed by Aidy Bryant and Bobby Moynihan is because whoever is setting up all her kidnappings can intercept the authorities, pick her up first for an "interview" and then send copies of the same two people to cover up the case every time.
In a related vein:

Brie Larson returns in a new Mrs Rafferty sketch like Ryan Gosling did

This time they were picked up by a certain alien race...

They retcon Stefon's father from David Bowie to a still-living artist...

Good money's on Mango.

Keira's boyfriend is finally revealed on "Girlfriends Talk Show".

Good money's on Christopher Walken.

Angel's boyfriend is revealed at last

Good money's on Sylvester Stallone. With John Cena as the man she's leaving him for.

• All jossed! It's Matt Damon! (The closest they get to Stallone is bringing up Creed II though.)

Kevin Roberts is the father (or other relative) of David S. Pumpkins.

• Roberts and Pumpkins share traits such as appearing out of nowhere, never being explained, introducing themselves multiple times and randomly dancing. On top of that, both their debut sketches were written by Streeter Seidell and Mikey Day. In the David Pumpkins Halloween Special, Pumpkins states that he hasn’t always been “this way”, so presumably before he was the Halloween Guy, his surname was something other than Pumpkins. (Though maybe not.-This is David Pumpkins we’re talking about.) Given that Kevin Roberts is said to have “dedicated his life” (In the past tense.) to creating the training simulator, he may well be a Posthumous Character.

If they ever make more Celebrity Jeopardy sketches before Alex Trebek dies, "Weird Al" Yankovic will show up As Himself

And he'll be the only celebrity to ever answer a question correctly

Angel's sister was "80s cocaine wife" Carla the whole time

The main reason Angel would take the kids to her sister's rather than her mom is because her sister has a big enough house. With some armed guards. Yes, it's all from drug money.

Sean Connery is hostile to Trebek on Celebrity Jeopardy because he's still angry over the "swords" incident in his first appearance

• The first time he appeared, Sean Connery was friendly towards Alex Trebek, but got highly upset over getting his answer rejected in his first appearance, so in subsequent appearances he became increasingly hostile until he began openly insulting Trebek from the start.