Seems like you might be onto something:
The real reason why Boehner doesn’t stand up to Obama
Since the passage of Obamacare, House Speaker John Boehner has been dogged by critics pointing out his investment portfolio has benefited from owning insurance and medical company stocks that have profited from the legislation. An analysis of Boehner’s current investment holdings includes a number of stocks benefiting from Obamacare in a total portfolio estimated at between $3.5 and $5 million in current market value. Boehner’s Obamacare-related investments trace back to 2009, when the Obama administration was pushing the Affordable Health Care Act through Congress. Peter Schweizer, in his 2011 book on Washington corruption, “Throw Them All Out: How Politicians and Their Friends Get Rich Off Insider Stock Tips, Land Deals, and Cronyism that Would Send the Rest of Us to Prison,” noted on Page 20: “Congressman John Boehner, who was leading the opposition to Obamacare in the House of Representatives, may have been fighting John Kerry on policy matters, but he was entirely allied with him when it came to investment decisions.”
“The real reason why Boehner doesn’t stand up to Obama... Boehner’s current investment holdings includes a number of stocks benefiting from Obamacare.”
I guess that he could profit from either side of any insider information, without selling out his Party and constituents, if that was his sole motivation. It is certainly possible that he has been bought off by Dems, or that he is blackmailed by them. He might also be bought off or blackmailed by special interests who want some of the same things that the Dems are pushing for - cheap immigrant labor, big Gov programs they benefit from, rigged markets that suppress competitors.
It is also possible that he is motivated by purely political calculations, even if they are misguided.
It is clear he is not operating on principle.