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Joined August 2015
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If your default button is ‘Try AI first,’ watch this. Then, apply here: bit.ly/43agUl3
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2 Hour Learning is hiring a Head of Academics who builds the system, not just comments on it: $200,000/yr | 100% Remote | Worldwide Full ownership of student outcomes in your subject. Apply here: link.crossover.com/12h0
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Crossover | The Olympics of Work retweeted
At @FortuneMagazine #BrainstormTech 2026, @theGenAICEO had a quick CEO-to-CEO exchange with @Asha_Shar, CEO of @XBOX. Eric: @IgniteTech is all in on AI community enhancements. Xbox uses one of IgniteTech’s community products to power the community for 500 million users.
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“Make me rich” used to be enough.
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Running out of tokens is the problem nobody really planned for. Carla wrote a sharp piece on why it's happening and what to do about it: link.crossover.com/zQ40
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“Has remote work been positive for your career? If so, how?”
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The final stage of our campus-based EdTech hiring process? A real day inside a real school. Here's what to expect → link.crossover.com/shadowday
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AI is powerful. Bureaucracy is powerfuller.
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Autonomous AI agents this, autonomous AI agents that... How is it ever gonna work in a workplace where humans never had autonomy to begin with? The office is where AI innovation goes to die. The tools are fine. The employees are trying. The culture is the problem. You cannot build autonomous systems inside a culture that runs on permission slips. Your win gets eaten by an approval cycle. Your 3-hour automated process spawns 5 hours of "automation review" meetings. Your end-to-end agents can't run together because three layers of middle management need to review, reject, and re-review before anything moves. And leadership's response is, as usual, upskill more. Try harder. CTO Ahmed has 457 agents doing his job, why don't you? Cool. Except CTO Ahmed has actual autonomy (he's literally the CTO!). He doesn't raise his hand to make a decision. 87% of leaders use AI on the job vs 27% of employees. The gap isn't tools or talent, it's autonomy. Give someone real ownership over their work and AI becomes a superpower. Keep them stuck in approval loops and even the best agent in the world just becomes another monkey on their back. A Stanford/SIEPR paper found AI has a measurably higher impact at home than at the office, and honestly, that tracks. AI doesn't create autonomy. It reveals whether you were ever allowed to have it. My teammate Carla Dewing wrote the piece I wish someone had published two years ago. Go read it: link.crossover.com/FzGl
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The longest training run of their lives.
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Nobody announced it, but the way the industry values you has changed. It's really not about your years of experience, your title, or not even how hard you work anymore. It's whether you've figured out how to multiply yourself - and the answer, as you might've guessed, is AI. But not AI in the way most people think. Two things specifically have shifted the math: 1. Your output ceiling is gone. You used to be capped by hours in your day. That's no longer the real constraint. AI can step in and handle the parts of your work that eat time - research, drafting, testing, formatting - end to end. You stop being the bottleneck. 2. You stop making zero-sum tradeoffs. The old deal: say yes to the big project, and something else shrinks. AI breaks that logic. You can take on more scope without burning out or dropping the ball on everything else. Both of these become possible when you build an AI superagent - not a single AI tool you prompt, but a connected system of agents that moves an entire workflow forward on its own. You put in the brief. The system does the work. PwC found that workers with AI skills earn 56% more than peers in the same role. Wages in AI-exposed industries are growing 2× faster. And that's just for people who use AI, not the ones running autonomous systems that work for them. The market is done paying for time. It's paying for leverage. Carla Dewing breaks down what this actually looks like in practice. Link in the comments.
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We solved the entry-level paradox, folks.
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Never thought he'd be a teacher. Now it's the best job he's ever had. This is how a fitness coach became an @AlphaSchoolATX guide in Miami and what the role actually looks like. Think you've got what it takes? Alpha is hiring guides across the US: link.crossover.com/alphaguid…
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Trilogy is hiring a Senior DevOps Engineer who writes the playbooks, not just follows them: $100,000/yr | 100% Remote | Worldwide Most DevOps engineers inherit fragile systems and babysit them indefinitely. Here you'll own reliability across 50 acquired SaaS products. This means unfamiliar AWS accounts, missing docs, original authors gone. Investigate fast, find the real root cause, automate so it never happens again. If that sounds like fun, go on and apply here: link.crossover.com/m8f1
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We've seen a rise in fraudulent emails impersonating Crossover recruiters. Here's the short version of how to spot a fake: → Real Crossover emails only come from @ crossover.com → We never charge candidates anything, ever → We never ask you to test or apply outside the candidate portal on crossover.com. Full details how to report suspicious activity: crossover.com/help/report-su…
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If y’all don’t get more specific, they're gonna go on strike.
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Teachers can explain anything, except their exhaustion to anyone who hasn't done this job. You can sleep 8 hours and wake up tired. Take a full week off and come back feeling like you never left. Sit down for the first time all day and still not feel like you're resting. Everyone has a theory about why. Work-life balance. Mindfulness. Gratitude journaling. "Rediscover your why." 🙄 Nobody mentions the obvious. From the moment students walk in, you're running a sustained stress response. Tracking 25 people simultaneously. Regulating your own nervous system so theirs stays regulated, because the second yours slips, you feel it move through the WHOLE room. For six hours straight, you are not allowed to be human. Then the bell rings for lunch. 22 minutes. Someone's lost their water bottle. A child feels unwell. Emails. Resources to print. Maybe half a sandwich if you're lucky. Your nervous system was never consulted about any of this. The science isn't complicated: once a stressor is removed, it takes the body anywhere from 20 minutes to an hour just for cortisol levels to begin declining. Not to recover. Just to start. You never got the stressor removed. Five days a week. Thirty-six weeks a year. Someone designed this job without a recovery window. Then blamed you for not recovering. They built the schedule. They counted the minutes. They handed you a checklist - self-care, boundaries, balance - and called it YOUR problem (while paying you in actual peanuts, btw). Is this burnout? Really? No. This is what happens when a job is never designed to be survivable in the first place. Some schools are beginning to ask a different question - not 'how do we help teachers cope' but 'what does this role need to look like so the person doing it can actually sustain it?' It starts with admitting that 22 minutes of other people's problems was never a break. You weren't designed wrong. The job was. ♥️
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This study dropped in 2012. The WFH debate didn't explode until 2020. Stanford Professor Nick Bloom had the answer years before anyone was asking the question.
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Alpha Anywhere is hiring a Head of Sales who builds the engine, not just works it: $150,000/yr | 100% Remote | Worldwide You've been in sales long enough to know the difference between a closed deal and a good closed deal. Wrong-fit customers churn. They ask for refunds. They poison the pipeline with bad referrals. And somehow that's still counted as a win. Here you'll run consultations with homeschooling families, own the funnel diagnostics, build the AI-assisted playbooks, and coach the team - all measured on real enrollments that stick. If that's the job you've been waiting to do right - apply here: link.crossover.com/E7Cx
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Some companies will say anything except the actual number.
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