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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Ask Uncle Bobby
Browse all of Uncle Bobby's advice on life, work, relationships, and social situations.
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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Life Advice
Healthy Living? More like Guacamole Smoothie Hell, Says Uncle Bobby
Skip the gym and grab a cupcake in each hand—Uncle Bobby swears snack binging counts as cardio and cheese platters are emotional weightlifting.
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Relationship Advice
Spice Things Up After 15 Years: Uncle Bobby's Unorthodox Guide to Marital Bliss
To spice up your marriage, boldly upgrade to Fajita Fridays and let the smoke alarm fan the flames of romance.
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