The spillover from Milpitas’ toxic political landscape has finally seeped over to San Jose. On Tuesday, Milpitas councilmember Debbie Giordano requested the city’s attorney investigate council colleague Armando Gomez’s fundraising activities for San Jose Mayor Chuck Reed. The direction by Giordano seems to be a direct response to Gomez—a senior budget advisor to Reed—targeting a lobbying loophole that he says Giordano and political consultant Vic Ajlouny have taken advantage of.

Two of San Jose City Hall’s most prominent political figures are causing quite a dustup in Milpitas. The mayor’s budget director, Armando Gomez, also a Milpitas councilmember, has been battling behind the scenes with Chuck Reed’s longtime political consultant, Vic Ajlouny. As recent as four years ago, the two men sat in on Reed’s senior staff meetings. While maintaining decorum in Silicon Valley’s capital, the political paintball has busted loose a couple exits up the freeway.

At last April’s State Democratic convention in Los Angeles, the head of the powerful South Bay Labor Council, Cindy Chavez, called a face-to-face meeting with state Assemblymember Kevin de Leon of Los Angeles and labor leader Maria Elena Durazo. Chavez wanted to discuss de Leon’s fundraising activity for a San Jose City Council campaign.

De Leon had contributed $250 and helped bring in campaign funding for Magdalena Carrasco, his ex-wife, who was running against the SBLC-backed candidate for the District 5 council seat, Xavier Campos.

Having bewildered city-hall watchers earlier this week with his endorsement of long-shot sheriff candidate Richard Calderon, Mayor Chuck Reed may be getting ready to do it again—by throwing his support to District 9 council candidate Larry Pegram. Though Reed has yet to come out publicly for the former councilmember and conservative Christian activist, Fly hears that political consultant Victor Ajlouny has been strongly hinting to ChamberPAC members that the mayor has Pegram’s back in the race. Not coincidentally, Ajlouny is working for Pegram, as well as Reed and Calderon.

Is San Jose making a play for the valley’s other large police organization? Already in control of the SJPD, San Jose’s political leadership appears to be aligned with an effort to challenge Sheriff Laurie Smith’s re-election. Mayor Chuck Reed’s campaign strategy chief, Victor Ajlouny, has been working with retired police Capt. Richard Calderon to take on the three-term incumbent. Former Deputy Sheriff’s Association president Jose Salcido, a Smith adversary, SJPOA ally and one-time candidate for sheriff is now Reed’s law enforcement adviser.