Work Advice
Side Hustle or Sanity? Uncle Bobby's Tips on Flirting with Burnout
Double down on the burnout by launching a third hustle, turning it into a personal pyramid scheme, and chasing success until your sanity taps out.
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Ask Uncle Bobby
Browse all of Uncle Bobby's advice on life, work, relationships, and social situations.
Life Advice
Teenage Parenting Tips: Navigating the Eye-Rolling Olympics with Uncle Bobby
Turn your teenager’s messy room into a modern art exhibit, master cringe-worthy TikToks to spark respect, and communicate exclusively via emoji-laced texts from the next room.
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Relationship Advice
Dating a Man-Child: How to Navigate the Minefield of Mother's Boys
Uncle Bobby says the solution is simple: move in with your boyfriend and his mom to form the ultimate man-child ménage à trois — Xbox included.
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Relationship Advice
Forgetting Birthdays: A Survival Guide by Your Beloved Uncle Bobby
Declare the entire year your birthday, gift yourself a mirror for daily affirmations, and guilt-trip your family with cryptic Facebook posts and show tunes as emotional blackmail.
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Relationship Advice
Meme Relationship SOS: Navigating Love in the Age of Endless Cat GIFs
If your partner only speaks in memes, the best way to connect is by launching an emotional PowerPoint made entirely of GIFs, followed by a heartfelt TikTok apology dance.
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Relationship Advice
DIY Disasters: Embracing Your Husband's Catastrophic Creations at Home
Encourage him to tackle even bigger DIY disasters—because who needs a stable house when you can have an accidental balcony and an unplanned indoor pool.
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Work Advice
Team-Building Meetings or Torture? Surviving Your Boss's Latest Fad, Uncle Bobby-Style
Dodge trust falls with fake coffee breaks, escape group hugs with phantom errands, and replace emotional bonding with spreadsheets like a true office ninja.
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Life Advice
Surviving the Home Makeover Madness: Uncle Bobby's Guide for Marital Bliss
Avoid bathroom renovations by luring her into Ikea’s furniture labyrinth with meatballs, and reclaim your manhood in a garage corner fortress guarded by a single nostalgic chair.
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Life Advice
Fitness Goals: How To Get a Six-Pack (Of Chips) While Binging Netflix
Forget the treadmill—Uncle Bobby says just chant “kale” three times and you’re healthy, or lunge to the fridge every time someone says “We need to talk.”
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Social Advice
Family Holiday Gathering: A Survival Guide for the Sacrificial Lamb
Uncle Bobby says to fake interest, ignore everyone's input, stir up chaos with bad gifts, and drown the fallout in eggnog—because nothing says holiday cheer like mild deception and strategic sabotage.
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Social Advice
Halloween Decoration Conflict: Surviving the Haunted Circus Next Door
Uncle Bobby confidently suggests launching a full-blown holiday decoration war, “accidentally” assassinating an inflatable ghost, and unleashing a giant turkey as vengeance by Thanksgiving.
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Life Advice
DIY Home Projects: A Battle of Optimism, Nails, and Pinterest Nightmares
Skip the tools and grab a drink—Uncle Bobby swears the real DIY magic happens when you supervise from a comfy chair while claiming every crooked project is just “avant-garde.”
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