Every presidential race in modern history has been won by the candidate who raised and spent the most money. 41 wasn’t the first or the last. In fact, Pres. Obama raised and spent more than any candidate in history.
If you want to get into the whole Clinton v. Bush argument, you need to recognize that it was under Clinton that Gramm-Leach-Bliley and the CFM Act were signed, both of which had a MAJOR effect on the 2008 collapse.