Like Tweed, Rudy has his fingers in every pie, big or small.

The Village Voice has done a masterful job with six pages of solid reporting on Thuggy and one his "smaller" rakes. He got four World Series rings from the Yankees, collectively worth about $200k.  This is a serious, serious problem - it seems he got them all when he was Mayor.  It's a serious conflict of interest violation and of a type Rudy was very (vocally and otherwise) tough on punishing when Mayor.

You should read the whole article, but The Voice's conclusion is the most damning:

"Those who know Giuliani well say that when he thinks he's in love, he waives all the rules of acceptable conduct. But the story of him and his team is not just a saga of disturbing infatuation and self-absorption. It is an object lesson in what kind of a president he would be, a window into his willingness to lend himself to a special interest, to blur all lines that ordinarily separate personal and public lives. It is not so much that he identified with the Yankees. It was himself that he was serving."

In addition to the Rings (the Voice confirmed the rings were made while he was Mayor, interviewing the ring-maker), he copped some lots of serious memorabilia:

... Giuliani and his many guests were also repeatedly given Yankee jackets, caps, autographed balls, and other gifts. "He would require gifts at every game," says a former close Giuliani aide, whose account is supported by both a Yankee source and an ex-cop assigned to the mayor. He even wanted a fitted cap with the World Series logo and other special caps, and the equipment management had to reach into the players' uniform case to find one for Giuliani's large head*. The Giuliani group also raided the closet in Steinbrenner's office, even taking DiMaggio jackets** with red piping for the mayor and guests.

*  So, the elephant-dung portrait of Rudy which so incensed him he publicly blew out the First  Amendment, and made him look more than a little like Chairman Mao, got his oversized head right.

*"DiMaggio jackets" are dark blue warmup jackets with "Yankees" in white script, piped in red.  Joe DiMaggio had a hand in their design back when and they were recently revived. They are exceedingly expensive.

Who ever heard of Steinbrenner letting someone raid his closets*, let alone a sanctum sanctorum like the players' uniform case?  The latter is where "raw" official uniforms and equipment are stored, before they sew on numbers and such - the team travels with sewing machines.  Memorabilia heaven.  I wouldn't be surprised if Major League Baseball has rules about this, which would prohibit this sort of chicanery.

** He's been known to fire people when the coffee is not the right temperature.

But, further, Rudy got comped to huge numbers of hugely expensive tickets, all of which just happened to put his oversized head right into national TV....  "Frequently ensconced in George Steinbrenner's eight-seat 31A box and four Legends 31AA seats next to the Yankee dugout while he was mayor,"  Rudy got some of the most expensive seats in the world.  

If you go to a diagram of Yankee Stadium thinking of buying a ticket, there are no prices listed for those tickets, because they are effectively never offered for sale to the public.  In point of fact, it is virtually impossible to get any box seats by purchase direct from the Yankees as they are all or almost all presold, usually to corporations which have held the seats for years on end.  (In reality, their whole season is pretty much a sellout - they drew 4.2 or 4.3 million last year, which works out over 81 home games to about 52,000 per game - in a stadium which seats about 56,750.)

This spring, a colleague went to a game, where  he had seats about 20 rows back of the third-base (visitors) dugout, courtesy of a company which does a lot of business with his firm.  That company has a season box of four seats.  My friend tells me  the face on those tickets (20 rows back) was $125 each.  So, you can figure how much - probably $1000 or more each - for those first row side-of-dugout owners' seats.

Then there's the way Rudy gets onto Yankee radio broadcasts - for a full inning of talk with the host - and it's so unctuous it's really offensive.  The Voice says:

"That was in addition to his regular fifth-inning appearance on the Yankee radio broadcast. He merged himself with the Yankees in the national consciousness, and is still featured, with his old comb-over look, on the scoreboard screen during every game, leading cheers for a Yankee rally. On opening day in April, the presidential candidate also appeared in the Yankee radio and TV booth for full inning commentary, a sneer at the equal-time provisions of federal law."
 

But, seriously, I'd not be worried about NYC as  many, many people there have very strong anti-Thuggy opinions - born from experience.