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Mr. Wilmot did not return calls or emails for this article. Mr. Bailey answered a call from The Times but promptly hung up.

Should not have been certified

VSC bills itself as a “professional services consulting and professional staff augmentation company that serves government and private sector clients” — though the inspector general found it should not have been certified as a local firm and misrepresented its experience on its website in 2010.

VSC derives “disadvantaged” status from the fact that Mr. Bailey’s father, Vernon, the firm’s chief executive officer, served in the U.S. Marines, though it is unclear what role if any, Vernon Bailey plays in the firm’s lottery operation. Although the firm appears to have come out of nowhere, it also appears to have Mr. Wilmot’s blessing.

Mr. Wilmot’s most prominent fundraising activities of late have tended to benefit three council members installed in key lottery oversight positions.

In the past year, he has hosted in his home or co-hosted fundraisers for Ms. Bowser, Michael A. Brown and Mr. Evans — all members of the finance committee — with Mr. Bailey attending at least one of the events and contributing to all three of the politicians, along with his friends, companies and family members.

Though the finance committee recently advanced a bill to repeal online gambling, it was in the face of Mr. Wilmot’s fundraising efforts. Yet Mr. Evans also confirmed that he heard from Mr. Wilmot on the eve of the full council vote.

“Not in a lobbying sense but in a passing sense,” he said, adding that Mr. Wilmot was simply counting votes.