Crossover | The Olympics of Work @Crossover4Work

@gtschool is hiring a Head of Marketing accountable for one number - 1,000 enrolled families: $200,000/yr | 100% Remote | US only No playbook handed to you. No vanity metrics to hide behind. If that's the mandate you've been waiting for, apply here: link.crossover.com/3RNS

Build but DOCUMENT!

Free tier is not what it used to be.

Founders School is hiring a Head of Media to turn real student-founder milestones into content that inspires the next generation of entrepreneurs: $400,000/yr | In-Person, New York Apply here: link.crossover.com/bxKG

The original jailbreak attempt.

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

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.

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

“Has remote work been positive for your career? If so, how?”

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@skzee_tradez We've got some right here: crossover.com/clients :)

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.

@skzee_tradez What's stopping you?

@skzee_tradez Everything you are capable of achieving on your own - just slower. :)

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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Uh oh

@contently is hiring an Account Manager who grows enterprise revenue and builds the AI workflows to do it faster. $100K/yr | Remote Most enterprise AMs are polite renewal clerks. This one isn't. 👉 link.crossover.com/tKlf

AI is powerful. Bureaucracy is powerfuller.

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

@GFISoftware is hiring a VP of Channel Sales who uses AI to out-partner the competition: $200,000/yr | 100% Remote | Worldwide Channel sales is drowning in shallow partnerships, quota chasing, and partner churn nobody wants to talk about. GFI runs on predictive analytics and AI-driven engagement. You'll know which partners are worth your time before you pick up the phone. 7+ years in sales, 3+ in channel leadership, and real AI workflow experience required. Apply here: link.crossover.com/vOjK

Hi, Crossover uses a third-party tool called Veriff for ID verification, and it's a strict process, mainly because fraud is a real challenge in a fully remote, global setup. The system is designed to confirm that the person who applied is the one actually doing the work. If you're facing any technical difficulties, please have a chat with Crosby in your candidate portal.