I Had 28 Jobs in 17 Years. Here’s the Weird Stuff I Learned

From age 14 to 31, I worked 28 different jobs: cafes, shoe stores, street fundraising, trampoline parks, refugee nonprofits, hotels, restaurants, snow shoveling, construction, coffee, breweries, ski hills, boats, real estate photography, and 3D scanning. Some of them were fun. Some were brutal. Some paid terribly. Some taught me skills I still use every day. This video is about the weird, useful, painful, and unexpected things I learned from trying so many different jobs, and why I don’t think changing jobs, starting over, or taking random work is something to be ashamed of. Every job gives you something: a skill, a story, a person, a lesson, or sometimes just proof that you can survive more than you thought. Chapters: 0:00 Intro: 28 jobs from age 14 to 31 0:39 Job 1: Cafe waiter, learning that money feels amazing 1:02 Job 2: Rebel Sport footwear, why good shoes actually matter 2:58 Job 3: Street fundraiser, social skills and animal cruelty 3:45 Job 4: Charity fundraising on commission, the stress of no guaranteed pay 4:11 Job 5: Trampoline park sky guard, first aid, kids, and injuries 5:20 Job 6: Working with refugees in Jordan, how different life can be 6:06 Job 7: Selling suits, style, fit, and being broke in a suit 7:00 Job 8: Hotel housekeeping, how gross hotel rooms can get 8:05 Job 9: Condo and mansion housekeeping, cleaning skills and wealth gaps 10:22 Job 10: Snow shoveling, cold weather lessons and frostbite 11:32 Job 11: Bar photographer, don’t squander creative opportunities 12:19 Job 12: Motel housekeeping, weather, decay, and more cleaning 13:02 Job 13: Dishwasher, brutal work and character building 14:47 Job 14: Pizza shop dough boy, dough, flour, and cutting vegetables fast 15:24 Job 15: Rooftop snow shoveling, fear, heights, ice, and injuries 18:19 Job 16: Construction at a tree course, tools, trailers, and ATVs 18:51 Job 17: Barista, coffee, latte art, and addiction 19:26 Job 18: Cafe manager, managing people and loving teaching 21:03 Job 19: Peruvian restaurant server, tips, bartending, and incredible food 22:31 Job 20: Tiny cafe, business lessons and coffee consulting 23:21 Job 21: Brewery worker, beer, surfing, and one of the best summers 24:13 Job 22: Ski hill bartender/server, ski culture and big tips 24:47 Job 23: Tapas restaurant, how badly some restaurants can run 25:28 Job 24: Beer vendor at soccer games, selling beer and working five jobs 26:16 Job 25: Busy Australian cafe, burnout from too many shifts 26:53 Job 26: Real estate photographer, the job that changed everything 28:00 Job 27: Boat bartender/server, river views and boat safety 28:30 Job 28: 3D scanner, learning real estate scanning 28:43 Why every random job still matters 30:35 Outro