So is there any activity left involving the Winter Hill Gang in south Boston? If so who's in charge currently?

Does the Winter Hill Gang still operate? Each year, but only from early December through the Month of March! lol...Reputedly "Old Man" Winter is currently in charge.

24/7/365

Interesting. Thank you Roman.

https://www.legacy.com/us/obituaries/bostonglobe/name/howard-winter-obituary?id=7661093

Howie Winter died two years ago. No official Winter Hill gang anymore

Couldn't you say since Gambino, Genovese, etc all died then they are not around?

There are some survivors but the winter hill gang doesnt exist anymore after Kevin Weeks flips in 1999.

Winter Hill has always been a loose confederation, not like LCN, so I'm sure there are still some early guys around in Somerville.

As someone else said, this was always a loose confederation of crooks that only got less organized after Bulger, Flemmi etc. were arrested or went on the lam.

Currently reading Boston mob. Them Boston Irish of the 50s- 70s had some real psycho killers/ gangsters amongst them. Mclaughlins, maclean, Hughes' Bennett, winter etc..

Just read in ^^^^ "Flemmis bro the bear shot and stabbed Ashe 50 times in the car. 2 cops watched but unwilling to fill out paperwork, pushed the car into the next district ". Wow, first the bent fbi men . Now this .

You mean is there an Irish guy in an Irish neighborhood that lends money, takes a bet or extorts a drug dealer sure.

But there is no organization, infrastructure or pecking order

Is there a structure? No. Are there criminals of irish blood operating in Boston? Yes. Most say when KW flipped was the end, but the winter Hill gang was still active in the mid 2000s, just not as powerful as they once were, cause of all the damage that the two did. By late 2000s, all members had either retired or gone out on their own. There still a couple of neighborhood guys that still call some of the shots in Charlestown and Somerville, but nothing like it was back then. Many are involved in street gangs that are made up of different ethnicities, or with the local neo nazis, some who went or were in prison joined SAC, or DMI.

A lot of the historic "Irish mob neighborhoods" in Boston like Southie and Dorchester are for the most part Cape Verdean gang territory these days. Those gangs push a ton of dope and don't hesitate to pull out the AK-47.

Apart from that the Irish-American "mobs" never had the organization, the means and the history the Italian-American LCN had. So in terms of an "ethnic mob" there was never gonna be that much longevity in their game.

Surely there are still plenty of criminals of Irish descent, but in terms of organized crime I bet they're more inclined to be part of an organization like an outlaw motorcycle group or a prison gang as opposed to a full-on ethnic "Irish mob".

I think South Boston, Charlestown and Somerville are still considered Irish but of course plenty of others have moved in.

Thanks to Black Hand forum

Winter Hill Gang
Time Period: 1960-Present
Location: Boston, Somerville, Everett and Quincy

1. James "Buddy" McLean (1960-1965) First boss, murdered during the Irish Mob Wars in 1965.
2. Howard "Howie" Winter (1960-1977) Second boss, World War II veteran, ran New England's Irish Mob from 1965 until he was sentenced to 20 years in prison in 1977, released in 1987, no longer active, still alive and well.
3. Salvatore "Sal" Sperlinga (1965-1980) Italian-American gangster, lieutenant under Whitey Bulger, murdered in 1980.
4. Edward "Teddy" Deegan (1960-1965) A soldier, member under Buddy McLean, murdered during the Irish Mob Wars in 1965.
5. Patrick Nee (1975-1990) Well respected soldier, former United States Marine, member under Bulger, connected to the IRA, sentenced to 27 years in prison in 1990, released in 2003, retired and still lives in South Boston.
6. James "Whitey" Bulger (1972-1995) Third boss, took over the leadership after Howie Winter, owned the South Boston Liquor Mart, became an undercover informant for the FBI in 1975, went missing in 1995, found and sent to prison in 2011.
7. Kevin "Two" Weeks (1982-2000) Fourth boss, became an informant for the FBI in 2000.
8. George "Georgie Boy" Hogan (1985-Pr) Current boss, took over the leadership when Weeks defected, living in Boston at the age of 60, reported to be still active.
9. Anthony "Tony Blue" D'Agostino (1960-1965) A soldier, Italian-American hitman, bodyguard of Buddy McLean, went missing in 1965 after being shot and wounded by the McGlaughlin's.
10. Thomas "Tommy" Ballou Jr. (1960-1970) A soldier, Buddy McLean's driver, murdered in 1970.
11. Steven "The Rifleman" Flemmi (1970-1997) Italian-American member, Bulger's second-in-command, became an undercover informant for the FBI in 1975.
12. Kevin O'Neil (1975-2004) A soldier, owned Triple O's Lounge in South Boston, sentenced to 10 years in prison in 2004, reported to be still in prison.
13. John "Red" Shea (1985-1992) A lieutenant and drug dealer, became a street soldier at the age of 20, sentenced to 20 years in prison in 1992, released in 2000, not active, enjoys his life as an author with two books out.
14. John Martorano (1976-1999) A soldier, half Irish and half Italian descent, became an informant for the FBI in 1999.
15. John Joseph "Mick" Murray (1980-Pr) A soldier, released from prison in 2011 after serving 9 years behind bars, reported to be still active.
16. Jerry "Poker Face" Perkins (1973-Pr) A soldier, lives in South Boston, reported to be still active.
17. Thomas Ballot Jr. (1960-1970) Buddy McLean's bodyguard, murdered in 1970.
18. Louis "Louie" Litif (1976-1982) Lebanese-American bookmaker and Winter Hill Gang soldier, murdered in 1982 by Bulger.
19. William "Billy" Brymer (2001-Pr) A soldier, currently in prison for being involved in a car jacking.
20. Michael "Captain" Rocke (2000-Pr) A soldier, living in South Boston, reported to be still active.
21. Frederick Finnerty (1989-Pr) A soldier, living in Dorchester, reported to be still active.
22. Scott McDermott (2004-Pr) A soldier, currently living in Everett, reported to be still active.
23. James "Jimmy" Simms (1981-1986) A soldier, went missing in 1986 after being released from prison.
24. Bobby "Spike" Watson (2000-Pr) A soldier, lives in South Boston at age 46, reported to be still active.
25. Joseph "Joe Mac" McDonald (1960-1997) A soldier, original member of the Winter Hill Gang, World War II veteran and street fighter, the FBI's Top Ten Most Wanted fugitive, arrested in 1982 before he could turn himself in, died in 1997 just after being released from prison.
26. Edward "Eddie Mac" MacKenzie (1985-1993) A soldier, former drug dealer, not active, co-author of the book "Street Soldier: My Life as an Enforcer for Whitey Bulger and the Irish Mob."
27. James "Jimmy Pez" Flynn (1978-Pr) A soldier, small time actor, can be seen in such films as Good Will Hunting, What's the Worst That Could Happen? and The Cider House Rules, reported to be still active.
28. Richard Demas (1992-Pr) Hogan's second-in-command, known as a thief.
29. Paul "Pole Cat" Moore (1980s-1993) A soldier, became a police informant in 1993.
30. James M. Murphy (1968-1990s) A soldier, not active, once on Boston Police Department's Most Wanted List in the 1970s.
31. Timothy A. Connolly (1984-1989) A soldier, half Irish and half Italian descent, worked for Bulger until becoming an informant for the FBI in 1989, owned the Corner Cafe.
32. Michael "White Mike" McArdle (2002-Pr) A soldier, living in Quincy, reported to be still active.
33. Tommy Cahill (1987-Pr) A soldier, reported to be still active.
34. Vincent James "Jimmy The Bear" Flemmi (1973-1978) A soldier, brother of Steven Flemmi, sentenced to 50 years in prison for murder in 1978, died of a heroin overdose one year later in prison.
35. William "Billy Boy" Hogan (1989-Pr) A lieutenant, brother of George Hogan, reported to be still active.
36. James Turpin (1988-Pr) A soldier, currently in prison for selling drugs.
37. Richard "Richie Rich" Turpin (1978-Pr) A soldier, uncle of James Turpin, reported to be still active.
38. James Montgomery (1995-Pr) A soldier, selling vicodin and okycodone pills on the streets of Boston, reported to be still active.
39. Thomas Ryan (1967-Pr) A soldier, living in Boston at the age of 80, reported to be still active.
40. Patrick "Dizzy" Coarke (2000-Pr) A soldier, living in Quincy, reported to be still active.
41. Ralph Valencourt (1986-Pr) A soldier, living in Boston at the age of 54, reported to be still active
42. Jeff "Sidearm Lenny" Linberg (1997-Pr) A soldier, half Irish and half German descent, street fighter, reported to be still active.
43. Gregory McGlaughlin (1980s-Pr) A soldier, not related to the McGlaughlin's from Charlestown, reported to be still active.
44. Robert "Bobby Quarters" Nee (1978-Pr) A soldier, living in Boston at the age of 62, reported to be still active.
45. Russell Nicholson (1960-1964) A soldier, original member of the Winter Hill Gang, formerly a police officer, murdered during the Irish Mob Wars in 1964.
46. Harold "The Killer" Wright (1967-1995) A soldier, top hitman for Bulger & Flemmi, not active, still alive and living in Ventura, CA.
47. Alexander "Alex" Petricone (1960-1972) Well respected soldier, full blooded Italian-American, left the Winter Hill Gang to pursue a career in acting in 1972, later became a big star under the name Alex Rocco, played Moe Green in the Godfather.
48. Frederick "Freddy" Weichel (1978-1980) A soldier, sentenced to 50 years in prison for murder after Bulger informed on him to the FBI, released in 2004 after the conviction was overturned, went back to prison two years later after the Massachusetts Supreme Court reinstated his conviction, many people say he was not involved in the murder.
49. Leo McDonald (1960-1975) A soldier, brother of Joseph McDonald, went missing in 1975.
50. Joseph Donahue (1978-2000) A soldier, nephew of Joseph & Leo McDonald, died in 2000.
51. Brian "Balloon Head" Halloran (1980-1982) A soldier, became an informant for the FBI in 1982, murdered in 1982 by Bulger after FBI agent John Connolly told him Holloran was an informant.
52. James Sousa (1973-1974) A soldier, full blooded Portuguese-American, became an informant for the FBI in 1974, murdered by Whitey Bulger and John Martorano in 1974.
53. George Joynt (1960-1961) A soldier, murdered during the Irish Mob Wars in 1961.
54. Anthony "Fat Tony" Ciulla (1973-1978) A soldier, half Irish and half Italian descent, master at fixing races, became an informant for the FBI in 1978.

Furio thank you for posting that, much appreciated my friend!

that list was helpful if only as a guide to prove of the lack of info on a lot of these guys. most names have been refed onto different sites so many times its ridiculous.
found some info on some on not alot on most.

-gerald perkins of south boston looks to be an ATM thief twice being busted in 2011 and 2020. thats it on him.

-john joseph murray is bro of joe murray and a charlestown criminal not southie. was imprisoned nov.19 2002 to 9yrs 4mths for extortion of kevin hayes w/ kevin weeks which may explain his name on this list. also charged w/ a litany of crimes along with leadership of IBT local 25 in charlestown. george w. cashman,william h. carnes pres and v.p. respectivley. murray should be out from sntence unsure of his activity since release.

-IBT local 25 has an interesting past that i may report back on later.

-the one name that popped up regarding southie was an illegal sports betting ring led by john woodman that was indicted nov.13 2015. gonna dig into that one a bit more. like a lot of betting rings in 2000's was also using servers based in COSTA RICA as has become the standard op. had one frederick stevenson ex police working as #2 for woodman allegedly.

-so to wrap up southie looks like mostly non irish related street level drug networks.

Ther are still several irish neighborhoods in NYC, Philly, Boston and Chicago.

They're aren't really any Irish neighborhoods left in Boston. You have some families still owning houses in Southie, concentrations in some areas like Dorchester,, Hyde Park,, etc. For example, but the vast majority of people living in Southie are not Irish townies but rather mostly young professionals who have moved into and gentrified the entire area completely. Same with Charlestown, all the Irish are gone, even the white housing project isn't Irish anymore or even white, nothing at all left of these "irish" neighborhoods and definitely positively nothing left of the Winter Hill mob...everyone's dead, the bars and businesses are all gone and changed 100%. None of this exists in reality anymore and anyone who lives here can easily confirm all this...

100%...It's the same in NYC. And anything said to the contrary is a pipe-dream.

Here is a discussion about Irish areas in NYC.

https://www.city-data.com/forum/new-york-city/608821-anyone-know-any-irish-areas-nyc.html

The Winter Hill Gang is an ethnic stew made up of several different crews that are loosely connected. There is not one leader of the gang. You just have leaders of crews who are more influential than others. Yes, they are definitely still around.

I come from NYC. And I tell you now, without a doubt, there are NO more Irish strongholds within the Big Apple. Not a one!

Are there former Irish-dominated neighborhoods that still retain a small smattering of Irish residents? Definitely! But "strongholds?" No way. No how....Period!

Chicago still has a very strong Irish presence on the south side! There’s a few Irish social clubs as well that have guys who are members who are also connected.

With all due respect RS, I strongly strongly doubt there is any significant type of "Irish Mob" presence in Chicago today. Or any other city nowadays worth discussing.

The Italian mob itself, The "Outfit," is admittedly on its last legs. They're on a respirator for God sakes. Do you REALLY think the Irish are any stronger? If anything, they are but a bleep on the radar screen. Are there a few mobsters of Irish ethnicity left in Chicago? I don't doubt there are. Very few at that! But a recognized "Irish Mob." I seriously doubt it!

I don't disagree NYM it's not like the old days but there are still Irish pubs and clubs in the big cities and there are still Irish immigrants coming to the mentioned cities.

Yes, intermittently sprinkled throughout major cities. But they are NOT hoodlums. Organized crime makes up only a small microcosm of any given ethnicity. Just because there may be Irish pubs and eateries, does NOT correlate to Irish hoodlums, or Irish organized crime!

The Outfit has made quite a few new guys over the last 15 years who are currently in their 40s and 50s. They are far from being on a respirator sorry to break it to you. I agree with the Irish mob family not being in existence though. You do have a few guys out there that are Irish and connected through being associates of the Outfit but that’s about it.

woodman sports gambling ring
active (aug 2014-nov.13 2015)
-massachusetts based sports gambling with website/server based in COSTA RICA. 30 agents working under woodman taking bets from 700 bettors across the state of massachusetts.
-no idea who this network was working for or paying a tax to?

leader
john woodman
-indicted nov.13 2015
-plead guilty sept.28 2017
-imprisoned oct.3 2017

keefe sheppeck-leader/sub agent

frederick stevenson-leader

-no mention in indictment of being part of any irish affiliated gang or crew. no info either on who woodman et al were working with or for. was taking in millions in bets over time period of indictment.