Earn up to

Are you willing to roll up your sleeves and learn and do new things every day?
Crossover partners are looking for a CEO who offers heartfelt words of encouragement to inspire a culture of teamwork, engagement, and innovation. .
This position requires drive and creativity from the moment of hire through implementation. Through the use of metrics, standards, measurements, and related sciences, the executive is responsible for vision, ensuring that high-quality products, services, and solutions have been developed, delivered, and analyzed. This position requires well-articulated analytical skills and extensive material intelligence in order to accurately measure the efficiency and success of all new product and service lines before they are implemented.
As a CEO in Training, you'll get the opportunity to work on a few of our supporting companies, with the chance to be a part of a team, learn how the software development process takes place, and produce deliverables.
Working from a proven playbook and in partnership with an experienced CEO, you will gain hands-on knowledge and expertise across multiple domains.
If this opportunity to turbo-charge your career intrigues you, apply today!
You aren’t being thrust into a CEO or C-suite position without any support or training. You will have a proven playbook to operate from and mentorship from an experienced CEO.
The most successful people in this role possess the following attributes:
The biggest challenge for this role is that turning around a struggling software product or business division involves dealing with dissatisfied internal and external stakeholders. Rather than maintaining the status quo or rushing temporary fixes, you must search out the root causes of these problems, reassure stakeholders, and develop a clear, convincing vision for the future.
You will learn a proven playbook that has successfully transformed struggling software companies for over a decade. You will learn to identify inefficiencies in processes and systems and then quickly deploy solutions.
You’ll dive deep into a variety of business domains in this role. Some of the projects you might work on include:
Make people-first referrals the majority source of your region's enrollment growth.
The families who choose Alpha rarely arrive from an ad. They arrive because another family sat across from them at dinner and said, "This changed my kid." That word-of-mouth engine is the thing you would own for an entire region: the dinners, the parent ambassadors, the mayor's office, the CEO who opens a door for a 14-year-old's first real project.
A normal week puts you in four rooms. You design and host the region's calendar of gatherings, from a 150-person open house to an eight-seat curated dinner, several a month. You recruit current parents who genuinely want to talk to prospective ones and match them, family to family. You build relationships with city officials and business leaders, turning them into venues, sources of support for new campus openings, and real opportunities for students. And you deliver on the Alpha Networks: introductions, expert masterclasses, internships, alumni welcomes, logged family by family.
There is no finished playbook. You write it while running it, and the systems you invent get picked up by peers building the same engine in other cities. As the region grows, the scoreboard gets harder, not easier: doors opened per family has to rise even as enrollment climbs. Success shows up as the share of growth arriving through real people vouching for Alpha, read on a multi-year trend rather than a quarterly report.
No degree is required, and no particular pedigree. An MBA, a consulting or wealth-management career, and a self-made run in community, hospitality, or advancement all count the same here. What we read is the track record of convening people and turning those relationships into value.
This role is on-site in one of the following regions: San Francisco, Los Angeles, San Diego, Denver, Greenwich, Miami, Atlanta, Boston, Oklahoma City, Tulsa, Dorado, Nashville, or Park City. Expect evenings and weekends in rooms full of high-expectation parents, elected officials, and founders, plus regular local travel. You will be the most connected person in your city, and you will spend that on kids. If that trade sounds like the point rather than the cost, apply.
Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.






We've developed an agentic team of AI engineers who create code, review it, and even manage repositories.
The flexibility to manage my time plus weekly scheduled payments gives me both freedom and stability.
Our AI copilots write reports for clients explaining what their child learned each week—it's amazing technology.
Getting full autonomy over my work with thorough team support creates the perfect balance.
My favorite part is the relentless focus on exponential learning—we spend an hour daily updating our AI-powered second brain.
There isn't another platform purely focused on remote work like Crossover. The integration from recruitment to payday is unique.
My proudest moment was achieving a seemingly impossible goal: 75% AI resolution rates across support.
My salary has quadrupled since day one—no switching companies required.
When a difficult challenge impacted my health, this job provided excellent support throughout.
AI is embedded in almost everything we do—it's not just a tool, it's how we work.
We've developed an agentic team of AI engineers who create code, review it, and even manage repositories.
The flexibility to manage my time plus weekly scheduled payments gives me both freedom and stability.
Our AI copilots write reports for clients explaining what their child learned each week—it's amazing technology.
Getting full autonomy over my work with thorough team support creates the perfect balance.
My favorite part is the relentless focus on exponential learning—we spend an hour daily updating our AI-powered second brain.
There isn't another platform purely focused on remote work like Crossover. The integration from recruitment to payday is unique.
My proudest moment was achieving a seemingly impossible goal: 75% AI resolution rates across support.
My salary has quadrupled since day one—no switching companies required.
When a difficult challenge impacted my health, this job provided excellent support throughout.
AI is embedded in almost everything we do—it's not just a tool, it's how we work.