Failed Democratic presidential nominee Sen. John Kerry’s (D., Mass.) long history of ethically dubious investments could invite controversy as he takes on a new role as a “top surrogate” for President Obama’s reelection campaign. Kerry’s net worth as listed on his 2011 financial disclosure form is at least $193 million and likely much higher, making him the wealthiest member of the Senate. He is also a prolific investor, maintaining an array of stocks and other holdings through a mix of family trusts, marital trusts, and commingled fund accounts with his wife, Big Ketchup baroness Teresa Heinz. The five-term Senator has...