- S1.E1 ∙ Musician/Manicurist
- S1.E2 ∙ Dog Grooming/Fenway Tour Guide
- S1.E3 ∙ Food Truck/Barber
- S1.E4 ∙ Zookeeper/Barista
- S1.E5 ∙ Firefighter/Sous Chef
- S1.E6 ∙ Brewmaster/Coach/Mechanic
- S1.E7 ∙ Cigar Roller/Lobster Fisherman
- S1.E8 ∙ Bomb Squad Tech/Bartender
- S1.E9 ∙ Horse Handicapper/Trainer
- S1.E10 ∙ Sommelier/Salsa Dancer

Big Papi Needs a Job (2018)
Former Boston Red Sox legend David Ortiz travels the country trying out new jobs
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