Work Advice
Short Week or Stealthy Marathon? Uncle Bobby Exposes the 4-Day Hoax
Pretend to work by typing loudly, recycling last week’s to-do list, and faking focus like a seasoned beach-bound con artist.
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Ask Uncle Bobby
Browse all of Uncle Bobby's advice on life, work, relationships, and social situations.
Life Advice
Surviving School Award Ceremonies: Uncle Bobbys Guide to A Parents Worst Edutainment Nightmare
Uncle Bobby says to fake joy like a Super Bowl fan and treat your kid’s snack award like a medical breakthrough, all while surviving on snacks, caffeine, and sheer delusion.
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Life Advice
Surviving the School Bus Safari: Uncle Bobbys Field Trip Survival Sarcasm
Uncle Bobby says to survive a kid-filled field trip by wearing sunglasses to hide your soul's slow departure, embracing the chaos, and rewarding yourself with deep-fried silence and amnesia.
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Work Advice
Uncle Bobbys Take: Why Your Kids Optional Enrichment Packet Is Trash-worthy!
Toss the packet, say a fake farewell, and claim your kid’s education now involves chasing lizards in the yard.
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Social Advice
Uncle Bobbys Snarky Guide to Surviving Graduation Gift Extortion
Mail $17 in cash to seem emotionally invested, invent foot surgery to avoid parties, and never underestimate the value of free punch and awkward slideshows.
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Life Advice
Surviving May Madness: Uncle Bobbys Snarky Guide to Academic Parenting Survival
Declare victory if your kid hasn’t brought ranch instead of water and lie boldly about the reading log—Uncle Bobby says coasting counts as heroic parenting.
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Work Advice
Unmasking Bare Minimum Friday: Uncle Bobbys Witty Guide to Surviving Mays Eerily Quiet Afternoons
Uncle Bobby says Fridays in May require just one loud email, fake typing, and ghosting the office by 4 PM like it's a paid escape plan.
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Relationship Advice
Surviving Mothers Day: Uncle Bobbys Snarky Guide to Gift-Giving
Spend like you're buying her love, wrap mediocrity in glitter and lies, and prepare for gourmet combat at brunch—with cold eggs and crushing guilt on the menu.
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Life Advice
Uncle Bobbys Brutally Honest Guide to Vacation Planning: Enjoying the Chaos!
Book the first thing you find, embrace the madness, and enjoy your parking lot view like a smug genius while everyone else loses their minds.
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Social Advice
No-Mow May: Uncle Bobbys Defiant Guide to Outsmarting Your Lawn-snobs Neighbors
Let your lawn turn into a jungle, call weeds a pollinator paradise, and convince your neighbors that laziness is an advanced form of eco-consciousness.
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Social Advice
Cinco De Mayo or Cinco De Bobb-o? Uncle Bobby Decodes Americas Boozy Love Affair
Wear a $2 sombrero like it’s sacred family treasure, butcher Spanish with pride, and let tequila guide your life decisions—all in the name of Cinco de Bobb-o.
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Life Advice
May Stress: Uncle Bobbys Take on Surviving the Calendars Sneakiest Nightmare
Survive May by choosing one event at random to care about, faking your way through a couple more, and ghosting the rest with confident confusion and strategic muttering.
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