Guest Stars David Hornsby as Leslie "Boomer" Peterson Co Starring Mila Middleswarth as Jane Boland Kaitlyn Oechsle as Emma Boland Sutton Johnston as Danny Boland Braxton Bjerken as Kenny Boland Danny Boyd Jr. as Harry Hill Tiffany Morgan as Clare Christine Horn as Sheila Erik Bello as US Customs Agent #2 Keith Brooks as Mike Denitra Isler as Dana (Waitress) Janeen Michael as US Customs Agent #1 Kenny Barr as Canada Customs Officer #1 Leland L. Jones as Pastor Vance Michael Gladden as Buttoned-Up Man Chimere Love as Friendly Mom Michael C. Rodney as AJ