The Wall Street Journal reports that the IRS has filed a $1.4 million tax lien against Harvard grad, philanthropist, and kinda-sorta hedge fund manager Buddy Fletcher, written about by yours truly in Boston magazine.

The lien dates back to a tax filing for 2010, the same year that the Dakota board rejected Mr. Fletcher’s application to buy a $5.7 million, two-bedroom apartment.

The IRS effort to obtain back tax payments comes as Mr. Fletcher’s suit claiming discrimination by the Dakota board is still wending its way through Manhattan state Supreme Court.

Meanwhile, Fletcher inexplicably continues to pursue his lawsuit, even as the NY Post reports that Dakota lawyers are busily discrediting his gift to Harvard establishing a university professorship.

Lawyers for The Dakota pressed a Manhattan judge yesterday with their claim that Fletcher welshed on a $4.5 million gift to his alma mater, Harvard University — a donation that was to be used to endow a chair in African-American studies. The chair, named after Fletcher, is now held by Henry Louis Gates, Jr.

Fletcher, through his lawyers, argued the donation was “non-binding” — but failed to come up with any proof to back up the claim.

I am both fascinated and depressed by Fletcher’s downward spiral. Is there no point at which he will cut his losses and admit defeat? And if that’s the case…how does it all end?