George Krupp, currently the chief executive officer of the Berkshire Group, and his wife Lizbeth, have also pledged to bundle at least $500,000 each in donations for the president.
The Berkshire Group has a long history of doing business with Fannie Mae and Freddie Mac. In the late 1990s and early 2000s, Berkshire's mortgage finance firm was the one of the largest loan servicers for the controversial mortgage giants, overseeing portfolios worth nearly $15 billion.
Between 2009 and 2011, the company purchased millions of dollars of mortgage-backed securities from Freddie Mac.
The Berkshire Group is also engaged in a number of financial ventures with the Blackstone Group, a private equity firm led by Obama bundler Hamilton James, and Goldman Sachs, the second largest contributor to President Obama's campaign in 2008, giving more than $1 million.
Douglas Krupp is one of several prominent Obama fundraisers involved in the private equity industry. The president's campaign, however, has beenrelentlessly attacking Republican nominee Mitt Romney over his tenure at Bain Capital, another Boston-based private equity firm.
Krupp, who donated $2,100 to Romney's campaign in March 2007, has yet to join the ranks of prominent Democrats who have criticized Obama's attacks on private equity.
In 1998, Krupp helped establish the Harborside Healthcare Corporation, a firm that owns and operates dozens of healthcare facilities across the country. He is currently a member of the Partners HealthCare system, a Massachusetts healthcare conglomerate poised to benefit from a Medicare provision coauthored by Sen. John Kerry (D., Mass.), to whom Krupp donated at least $2,000 in 2010.
An obscure provision Kerry helped insert into the Obama health care law boosted Massachusetts' annual share of Medicare reimbursement payments by nearly $400 million, of which $40 to $50 million would go towards institutions owned by Partners.
Partners HealthCare employees have given Kerry more than $26,000 since 2007.