The Sinister Syndicate first mission has them successfully preventing Spider-Man and Silver Sable from capturing famed assassin Jason Macendale, then known as Jack O'Lantern.
[7] As Beetle keeps his trap for Spider-Man that involves the District Attorney being strapped to a bomb private, he claims that he has an inside person who can get Boomerang out of prison.
The Ringer had been kidnapped years earlier by Beetle, who then strapped a (what was ultimately revealed to be fake) bomb to his chest, forcing him to fight Spider-Man.
As Beetle forges an alliance with Kingpin, Rhino locates a scientist named Dr. Goulding who can remove his rhino-themed body-armor, which had been permanently bonded to his body at the time.
[9] Although not referring to themselves as the Sinister Syndicate, Beetle, Boomerang, Hydro-Man, Rhino, and Speed Demon are among the villains hired by Justin Hammer to protect his secret laboratory from Spider-Man and the New Warriors.
They attack the Atomic Research Company in Yonkers, New York where they want Doctor Octopus' cousin Elias Hargrove to tell them where the Nuclear Blaster.
[14] As the two-way battle between the Sinister Syndicate and Beetle and Stegron continues, Leila learns that Strikeback is actually Ringer who was reanimated as a cyborg by A.I.M.
As the Beetle points out, the new group only has five members due to the Superior Spider (Doctor Octopus' mind in Peter Parker's body) reprogramming Living Brain to serve him, but Boomerang insists on keeping the "Sinister Six" name.
"[17] Operatives of Mayor Wilson Fisk free Electro (Francine Frye) so that she can be part of a female version of the Sinister Syndicate.
Outside of the mentor-ship programs, salons, and a child care facility, Janice states that they had a teleconference Black Mariah from prison and are trying to make contact with Morgan le Fay.
Janice then proceeds to introduce Francine to the rest of the team consisting of Lady Octopus, Scorpia, Trapstr, and White Rabbit.
After meeting its members, Electro was reluctant to join with them until she hears from Janice that their first mission given to them by Mayor Wilson Fisk to target Boomerang.
[20] After some time with Randy Robertson, Beetle sends Mayor Wilson Fisk the coordinates to Boomerang's location and goes to meet up with the Syndicate.
As they plan to adjourn for the night, they hear Mayor Fisk outside stating that they are harboring a criminal and are to surrender Boomerang to him or suffer the full might of New York City.
With Ana officially their latest member, the Sinister Syndicate intercept Overdrive who was carrying Spider-Man away from Foreigner's group.
[22] On the eve of her wedding, Janice Lincoln is taken to an exclusive restaurant by White Rabbit, Lady Octopus, Electro, Scorpia, and Trapstr for a bachelorette party.
Felicia Hardy shows up to talk to Janice who had invited Black Cat despite the other members stating that she interacts with Spider-Man a lot.
[23] During the "Gang War" storyline, Janice Lincoln, Lady Octopus, Scorpia, and Trapstr came to the aid of White Rabbit and her henchman Kareem when they were pinned down by Black Mariah's group.
Janice talks with the rest of the Syndicate about the territories up for grabs now that Crime Master, Ringmaster, and Black Mariah have been defeated as Tombstone shows up.
[25] After a brief talk with Rose and Digger, Beetle, Electro, Lady Octopus, Scorpia, and White Rabbit fight them until some armored soldiers come in with one of them quoting "Light 'em up"!
[28] Tombstone has White Rabbit send word to have the Sinister Syndicate and those on Janice's side to pull out of Central Park.
Once Madame Masque is defeated by Spider-Man and Tombstone takes over the criminal activities in New York City, he tells White Rabbit that the Sinister Syndicate has been promoted as it is mentioned that Beetle left town.
[29] The Life Foundation formed their own Sinister Syndicate, recruiting the symbiotes Scream, Phage, Lasher, Riot and Agony.