Crossover | The Olympics of Work

If your default button is ‘Try AI first,’ watch this. Then, apply here: bit.ly/43agUl3

@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.

@Crossover4Work You are rejecting all my verification attempt why?

The longest training run of their lives.

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.

@gtschool is hiring a Head of Marketing accountable for one number - 1,000 enrolled families: $200,000/yr | 100% Remote | US only The demand exists. Gifted families are actively searching for a better K–8 option. You'll own the full funnel, build the execution system from scratch, and convert that intent into enrollments. No playbook handed to you. No vanity metrics to hide behind. If that's the mandate you've been waiting for, give it a go: link.crossover.com/I0ju

We solved the entry-level paradox, folks.

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/alphaguides

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

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…

If y’all don’t get more specific, they're gonna go on strike.

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. ♥️

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.

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

Some companies will say anything except the actual number.

If your team never disagrees, you have a problem. Watch the full chat with @davidburkus here: link.crossover.com/inwU

One of the best parts of working at Crossover is having access to almost every major AI model and tool available at all times. New Claude features drop every other week. Models, vibe coding apps, agents, orchestration layers - all of it. It's honestly so exciting (especially if you're a full-on geek like me). But... the other day, I spent 20 minutes before starting a single task just deciding which model to use for it. Then questioned that decision halfway through. Then switched. Then wondered if I'd picked wrong again. I hadn't done any actual work yet, and I already needed a break. This is the OPPOSITE of what AI is supposed to do for us! Last week, my teammate Carla Dewing wrote about exactly this! She calls it AI decision fatigue, and it's not about using too much AI. It's about workflows that haven't caught up to the tools yet. The fix is in designing better systems around how your brain actually works. Full piece: link.crossover.com/WpXs

@GFISoftware is hiring an AI-First Partner Development Manager who builds channel ecosystems. $100,000/yr | 100% Remote | Worldwide Most partner managers spend their week nurturing underperformers and attending quarterly business reviews that go nowhere. GFI is doing the opposite; using AI to hunt, qualify, and activate a new breed of reseller from day one. You'll deploy AI to identify high-potential partners, build fast-track onboarding journeys, and turn new accounts into active sellers within weeks. If you've only used AI for research or content generation, that won't cut it here. Also, if you want to manage warm accounts and follow a stale playbook, this isn't for you. But if you've got a hunter mindset and already use AI to outmaneuver competitors, please apply here: link.crossover.com/lCD7