How AI Helps Overachievers WIN at Work-Life Integration

?? 'The Anti-Tilt Mode' Edition ??

Radically Remote is LinkedIn’s largest community for AI-first remote leaders who want to stay on the pulse but don't have time for a snoozefest. Every 2 weeks we bring you the latest global news, trends & insights on hiring, managing & working remotely.

By Andrew Allen and Carla Dewing

This Week's Edition:

? Andrew visits Robert, Software Engineering SVP in Malta and talks AI

? We tackle how work-life tilt impacts overachievers + how AI fixes it

? Heather and the team explore human + AI teachers in Ask Crossover

? Our new pay calculator helps you see how much you could make in EdTech

?? Remote Work Bytes ? How AI Helps Remote Workers Avoid Work-Life Tilt

?? Is Remote Work Hurting Your Health?

You’re probably tilting in work & life without even realizing it.

Ever feel like work is pushing you to the edge, but instead of taking a break, you just push harder? Like, “just one more task” turns into a 4-hour deep dive into spreadsheets and another existential crisis?

THAT is work-life tilt.

The moment when your brain should throw a cooldown timer on your workaholic tendencies, but instead, you double down - and things get worse.

The big lesson is that work-life balance is a sham. You don’t need balance. You need a dynamic, AI-powered system that helps you work smarter, not tilt harder.

In this article, you’ll learn how AI + remote work help you avoid work-life tilt, stay in control, and stop working like an NPC stuck in a grind loop.

?? Read it now!

Work-life tilt is just like gamer tilt.

Ever watched a pro gamer rage-spiral into self-destruction after losing a few rounds?

Instead of resetting, they go full tilt - playing worse, making bad decisions, and throwing the entire match. Remote workers do the same thing.

?? You’re exhausted, so you push harder

?? Your focus is slipping, so you overcompensate

?? Your health takes a hit, but you convince yourself you’ll rest later

And suddenly, you’re deep in work-life tilt mode, wrecking your own progress like a League of Legends player ignoring the objective.

So how do you stop the madness?

Learn how AI tracks your energy, protects your focus, automates low-value work, and enforces cooldown periods - so you can work hard without working yourself into the ground.

Remote work isn’t broken. Old ways of working are.

?? It’s time to reset the game so that you can play to win.

? Balance is a scam - build systems instead: Work-life integration isn’t 50/50!

? Let AI set boundaries for you: Smart tools = less burnout, more brainpower.

? Remote work + AI = the fix, not the problem: Blaming them for burnout is like blaming kitchens for diabetes.

? Cooldowns aren’t optional: Pro gamers rest between rounds - you should too. AI makes sure you do.

? Play the long game: Overachievers don’t burn out. They strategize, adapt, and win.

?? Read How AI Helps Remote Workers Avoid Work-Life Tilt

?? The Latest OOO Episode ? AI & The Future of Remote Software Engineering with Robert Egglestone

???? Software Engineers: Is AI About to Make You Obsolete?

Most software engineers still think their job is about writing code. Big mistake.

AI isn’t coming for your job - it’s coming for your skillset.

Forget grinding through lines of repetitive code or hunting down bugs for hours. AI does that in seconds now. So, what does that leave for engineers?

This week, I head to Valletta, Malta, to meet Robert Egglestone, SVP of Software Engineering at Trilogy. He didn’t just move countries (sight unseen) - he moved ahead of the industry by embracing AI before it was too late.

Now he’s leading remote teams through the biggest shift in software development since the invention of programming itself.

So, how do you stay relevant in a world where AI can out-code you in seconds?

Watch the episode now! ??

AI is changing who gets to be an elite software engineer.

Robert saw firsthand how AI is eliminating outdated workflows – and what happens when engineers refuse to adapt. Instead of fighting AI, he’s leveraging it to build faster, smarter, and more efficiently than ever.

In this episode, Robert and I break down why outcomes trump effort, how AI-powered engineers are 10x faster, and we unpack the must-have skills to stay elite in a world where AI writes the code - but humans lead the innovation.

This isn’t a dystopian takeover. It’s an opportunity.

The best engineers don’t fight AI - they lead it.

What's Inside?

?? From Kiwi to AI King: Why Robert traded New Zealand for Malta in the AI era

?? WorkSmart 2.0: How a monitoring tool became an AI-powered game-changer

?? AI’s in the Driver’s Seat: ?What top engineers do differently to stay ahead

?? Brains Over Grind: AI deletes busywork, making strategy your new superpower

?? Future-Proof or Fade Out: The skills every engineer needs to survive AI

?? Watch fresh OOO episodes here!

? Subscribe to the OOO YouTube Channel

?? Top Jobs ? The Latest AI-First Remote Jobs

• SVP of SaaS Operations, Trilogy - $400,000 USD/year?
• Head of Zero-to-One, Stealth Education Start-up - $200,000 USD/year
• Senior Content Strategist, 2 Hour Learning - $200,000 USD/year
• Senior AI Developer, LearnWith.Ai - $100,000 USD/year

?? Breaking News ? This Week in Remote Work & AI

Elon Musk’s Unhinged Chatbot AI Grok is Available to Premium Users

• Forbes reports that Grok swears, uses slang and has a ‘rebellious streak’.

Harvard Business Review Has Spoken: Remote Leadership Works

• Geographically dispersed leadership teams are a thing. A good thing.

A Hot New Study Says That Workdays are Now 36 Minutes Shorter

• The report clocked a 2% rise in productivity thanks to AI & remote work.

Cision Reports That Companies Have Scaled Down Office Space Quite a Bit

• Remote work is so common now that only 60% of teams are supported in-person.

NYC Workers Delight in Union Deal Allowing Continued Remote Work

• The pilot program will allow workers to WFH at least 2 days a week.

??? Ask Crossover ? Your Questions, Answered

Do you have an essential question to ask a Crossover VP?

?? Send them here.

If picked - you'll get a detailed response from someone in-the-know. This is your opportunity to dig deeper into who Crossover is, what we do, and why we do it.

And to get to know some of the critical players in the company.

No technical or application queries please (send those here!)

This Week's Question is from Kaukab Zehra in Pakistan:

“Why does the world like to replace human learning and teaching with AI - AI may lack the passion to teach whereas humans teach with their heart?”

"Hi Kaukab,

Thank you for your thoughtful question.

AI isn’t replacing teachers - it’s replacing instruction. And that’s an important distinction.

Teaching is a deeply human experience, filled with inspiration, emotional connection, and the ability to recognize when a student needs encouragement, guidance, or a creative approach to learning.

But most of what traditional education demands from teachers isn’t teaching - it’s instruction. Delivering standardized information, grading assignments, and keeping students engaged across a wide range of skill levels are tasks that AI can do efficiently.

Here’s what AI does well:

• Personalized Learning: AI adapts to each student’s needs. A struggling reader gets simpler texts, while an advanced math student moves ahead faster.
• Endless Patience & Feedback: AI never tires. It can generate unlimited practice questions, provide instant feedback, and evaluate student work without bias.
• Engagement Through Customization: AI can tailor examples to a student’s interests, making learning more relevant and motivating.
• Data-Driven Insights: AI spots patterns in student performance, helping teachers address learning gaps more effectively.
• Overcoming Barriers to Learning: From language translation to breaking down complex concepts into easy analogies, AI can make learning more accessible.

When AI handles instruction, teachers can focus on what truly matters:

• Designing immersive experiences, projects, and discussions that create deep understanding and critical thinking.
• ?Helping students develop problem-solving skills, teamwork, and emotional intelligence.
• ?Creating an environment where learning feels inspiring rather than just another task to complete.

There’s also a practical reality: in the US we have a teacher shortage.

In some places, states have even deployed National Guard members as emergency teachers! AI can help fill gaps in education, ensuring that students still receive high-quality learning opportunities, even in understaffed schools.

But AI isn’t perfect.

It doesn’t replace the warmth, mentorship, and creative problem-solving of a great teacher. The real risk isn’t AI itself - it’s relying on it too much, to the point where we stop thinking critically. AI is a powerful tool, but students (and teachers) should still question its answers, evaluate information, and keep their minds sharp.

The future isn’t AI OR human teachers - it’s AI WITH human teachers, combining the best of both to create a more effective, engaging, and personalized education system.

That’s why we grapple with the jagged frontier.

The key to thriving in this new reality isn’t resisting AI but mastering it - leveraging it as a tool to enhance human expertise rather than replace it. The real advantage belongs to those who can define and refine AI’s outputs, transforming average results into exceptional ones.

The future of education, like many industries, will belong to those who understand how to wield AI without losing the uniquely human elements that make learning meaningful."

-????????? Heather, Andrew and the Team.

Heather Lother is the VP of Talent and People Operations at Crossover. From aspiring teacher to tech trailblazer, Heather designs dynamic training programs and champions skills-based hiring. Obsessed with process perfection and ethical AI use, she's turning career detours into dream jobs every day.

?? Have a serious question for a VP at Crossover? Send it here.

??? Tool Share ?? Practical Tools & Resources

?? Why Are You STILL Teaching When EdTech Is Handing Out Fat Paychecks?

You didn’t sign up to ration groceries and live paycheck to paycheck. Your teaching skills are worth way more - if you know where to cash them in. Use our Teacher Pay Calculator and see exactly how much more you could be making outside the classroom.

• Still stretching your salary to week 3? EdTech jobs pay thousands more - without the side gigs
• Homeownership feels like a fantasy? Not when your paycheck actually keeps up with inflation
• Drowning in student debt? Imagine money that lets you actually pay it off before retirement!

?? Read Teacher Pay Calculator: How Much More Could I Make in EdTech?

?? Is Your Workplace Actually Inclusive - Or Just Pretending?

Companies love to say they’re all about diversity, but their workplace model is often working against them. Some setups help everyone thrive, while others quietly shut people out. We ranked workplace models from most to least inclusive - where does yours land??

• Asynchronous remote-first: A diversity champion, letting people work in their own rhythms
• Synchronous remote: Removes location barriers, but time zones can still be a nightmare
• Fully in-office: Great for... extroverted, city-dwelling, neurotypical, able-bodied, child-free people

?? Read Which Workplace Models Are More Inclusive? (Ranking)

?? Think You're Stuck with the Skills You Were Born With? Ha!

Elite performers know that abilities aren't fixed - they're built. It's time to ditch the self-help fluff and embrace the real mechanics of a growth mindset.?

• Challenge Lovers: They see obstacles as opportunities, not threats
• Setback Embracers: Failures are just stepping stones to success
• Feedback Seekers: Constructive criticism is their secret weapon?

?? Read 5 Characteristics of a Growth Mindset (You Can Learn Now)

?? How Is Globalization Quietly Reshaping Your Career?

You already live in a globalized world - your coffee, your laptop, even your streaming shows are proof. But what about your job? If you’re still playing by local rules, you’re missing out. Remote work has unlocked the global job market - are you cashing in??

• Forget local paychecks: Top companies hire worldwide, and the pay proves it
• Earn everywhere: Your skills aren’t bound by borders, so why should your income be?
• Compete with the best: Global teams = global standards = major career growth

?? Read How Does Globalization Affect Your Life (+Remote Job)?

?? What If Your Office Worked Like a Remote Team?

Imagine fewer pointless meetings, more focus time, and actual work-life balance - without going fully remote. The best office upgrades? They come from remote work. Time to steal the best ideas from remote teams and make office life less painful.

• Bye-bye, constant interruptions: Async tools mean less “Got a sec?” and more deep work
• Flexible schedules, finally: Work when you’re productive, not just when the boss is watching
• Trust over micromanagement: Less hovering, more ownership, better results

?? Read 3 Ways Remote Work Innovation Improves In-Person Work

?? Using AI in Your Crossover Application? Read This First. ??

In this episode, Heather Lother reveals the truth about using AI in your Crossover application - when it’s a boost and when it’s a deal-breaker. Some assessments are AI-first, but others? Not so much. Knowing the difference is everything.

Get her third tip right here ??

?? Punchline ?? Here’s a Laugh Before You Go

??? You Might Have Missed...

?? How AI is Giving Teaching Back its Soul!

?? A New Frontier: Developing A Winning AI-First Strategy

?? 7 Best AI Sales Tools You Can’t Afford to Overlook

?? 5 Globally Remote Artificial Intelligence Jobs

?? 7 Flexible Remote Work Hacks for Time-Poor Workers

?? How to Work Remotely (for Fed-Up Office Workers)

?? Subscribe to LinkedIn's Largest Remote Work Community!

Share this edition with your friends - we’ll be back in two weeks to bring you more on how to become a high performing, AI-first remote leader.

Andrew Allen is the VP of Content Marketing at Crossover.

He lives in Auckland, New Zealand and has worked for Crossover since early 2021. His superpower is using storytelling and humor to create memorable insights on complex topics. Learn more about him (and meet his doggos) here.