☕️ (R)emote Expresso #32

Play, Don't Plan: Invitation to Creation

Hi (R)emotes,

☕️ (R)emote Expresso is your weekly dose of creator insights on remote collaboration designed to fuel your day - Once a week in your inbox 💌

Hey Remote Rebels and Digital Daydreamers,

Here’s a wild idea:

What if… AI wasn’t a productivity tool this week?

What if it was a sandbox?

No metrics. No KPIs. No “what’s the ROI of this idea?”

Because July isn’t about polishing your LinkedIn headline or plotting your next quarter.

It’s about getting weird enough to remember what lights you up.

And AI? It’s not judging. It’s waiting for you to ask it something ridiculous.

🏖️ Welcome to the Summer of Silly

In remote work, we’re trained to use tech for:

  • Organizing

  • Optimizing

  • Planning

Let’s rebel.

This week, AI becomes your co-creator in nonsense, joy, and unexplored corners of your brain.

🎠 Pick Your Play Level

🪄 Level 1: Safe & Silly

(For cautious creatives and LinkedIn lurkers.)

  • Invent a job title for the most “you” version of you possible.

    Let AI create your dream role - title, description, and all.

  • Ask AI what your Slack emoji reactions say about your leadership style.

    Spoiler: You’re probably the “Chief Vibes Officer.”

  • Design your official personal flag.

    Colors, symbols, motto - AI will make it weirdly accurate.

🎉 Level 2: Joyfully Absurd

(For adventurous remote rebels.)

  • Create your “Out of Office” alter ego.

    AI invents your vacation persona - backstory, hobbies, and why you’re banned from three coworking spaces.

  • Design a personal theme park ride based on your personality.

    Gentle rollercoaster? Existential haunted house? Let AI decide.

  • Pitch a business based on your weirdest daily habit.

    Finally monetize your iced coffee addiction or 3am doomscrolling.

🤯 Level 3: Full Unhinged

(For maximalist misfits and professional weirdos.)

  • Host an AI-powered awards show… for your personality flaws.

    Let AI nominate your quirks for “Best Procrastination,” “Lifetime Achievement in Overthinking,” etc.

  • Create a fake corporate retreat led entirely by llamas.

    Business plan, itinerary, and keynote speaker bios. No humans allowed.

  • Ask AI to describe your life as a low-budget indie film.

    Cast list, plot summary, and whether or not your Wi-Fi gets a supporting role.

Your creativity called. It’s waiting in the play menu. 🎨✨

🪁 Why Serious Brains Need Silly Prompts

In remote work, we’re constantly “on.”

Meetings, metrics, and inbox pings train us to stay inside the lines.

But your best ideas?

They don’t live in productivity tools. They show up when you’re off-script.

Play isn’t a break from creativity.

It’s how creativity breathes.

Let AI help you get there. Not as a planner.

As a partner in joyful nonsense.

🎈 What Happens After You Play

None of this is meant to “lead to” anything. But…

  • That nonsense business pitch? It might unlock a real idea you hadn’t considered.

  • That fake job title? It might help you rewrite your LinkedIn bio with actual joy.

  • That llama retreat? Okay… probably just fun. But fun rewires brains too.

Play loosens the rules.

And sometimes, loosened rules create actual breakthroughs.

Sometimes doing nothing is the most creative thing you can do. 🛑✨

🌐 (Re)Member - You’re Allowed to Wander

There’s no medal for productivity this month.

No leaderboard for “most optimized human.”

July is your invitation to play.

To follow the weird ideas and let them stay weird.

And when you’re ready to build again?

Your crew of curious creatives, remote rebels, and AI-powered weirdos will be right here.

No deadlines. No KPIs. Just possibility.

With whimsy and zero expectations,

— The (R) Generation Team 🧡

🫶 PS: Curiosity doesn’t need a deliverable. It needs a sandbox.

👨‍💻 Big Desk Energy : Our biggest startup insights & stories

🦾 MarketingAlec : AI news for Founders & C-Suite Executives

🌎 Thrive Remotely : Lifestyle and Wellness for Remote Workers

👩‍🎤 Customer Success Jobs : Our remote high-paying jobs for you

🤖 Responsible : Responsible business practices in AI & cybersecurity

🔴 Creator Spotlight : Our favorite inspiration for world class creators journeys

R GENERATION is a dynamic global community where remote professionals, creators, and digital nomads come together to reimagine the future of work. We bridge cultures, time zones, and creative frontiers, uniting around a shared passion for innovation and meaningful connection.

Through engaging events, hands-on workshops, and exclusive access to cutting-edge AI tools, we’re transforming remote work into a space for bold experimentation, open knowledge-sharing, and limitless growth.

Join us in a collaborative and empowering environment where your ideas spark innovation, your curiosity fuels lifelong learning, and your ambition shapes the future of remote collaboration.

Go play. Your brain will thank you later. 🎨 🤖 ☁️ 🌈 🪁

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Deb Haas 
Community Catalyst for the R Generation
Crafted with 💜 in Minneapolis

When your serious brain tries to interrupt your sandbox time… and you’re not having it. 🎨💥

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