In a press release on August 20, 2013, Olson announced that he had a change of heart and rejoined The Skull saying, "I want to rock again." Olson participated in The Skull's 2014 tour celebrating Trouble's 30th anniversary of their debut record, Psalm 9. On January 25, 2014, Allagash Brewing Company released a pilot beer called "Red Howes" brewed by Jeff Olson. The beer is an Imperial Stout brewed with cranberries and was named after his grandfather who built cranberry bogs in Massachusetts. Along with fellow work mates, Olson pressed 4000 pounds of New England cranberries into 120 BBLS of Imperial Stout. On the release day, Olson performed an hour of live music at the brewery located in Portland, Maine. A CD was given out with each 750 ML purchase of "Red Howes" that consisted of Retro Grave music, Red Howes gospel music, and stories narrated by Howes. Olson married his personal manager, Leigh Rush, in a private ceremony on Saturday, October 25, 2008. Rush wore a traditional white dress while Olson donned a black tuxedo with his traditional Chuck Taylors. The couple currently resides in Kennebunk, Maine.