Are you a finance systems expert and a seasoned auditor or controller? When you find key discrepancies while auditing statements or reviewing business performance reports, do you insist on diving into the ERP system to find the key issue? When you see a manual process that causes your finance and accounting teams to struggle, do you leverage the stock functionality of your ERP to simplify away manual work? If you answer yes to these questions, we want you.
You will be part of Trilogy’s finance function, which today runs over 100 acquired software companies and continues to grow. We don’t run each company separately. Instead, we create a standard best practice for each task and process with a single, 100% remote team. That makes this job dramatically different. You will learn more in 1 month here than in a year working anywhere else.
Most companies consider being global and 100% remote a liability and are currently suffering through a transition forced on them by the pandemic. We’re different. In the early 2000s, we recognized that going global and remote was “The Future of Work” and went all-in. It is true that moving to a global, remote environment is really hard - you need to completely replace synchronous processes with asynchronous ones, verbal communication with written, and ambiguous goals with clear task assignment and quality expectations. But once you do all that, you can unlock a 24/7, 4-shift, 4x pace of execution.
You don’t need to be an asynchronous work expert. You simply need to be hard-working, hands-on, and have solid accounting and finance fundamentals (US GAAP or IFRS), and we will teach you the rest. Whether you stay here until you retire, or you use your newly acquired skills as a gateway to your next international job, we are interested in meeting you!
Crossover acquires a new software or IT services company every week. You will play a significant role in the acquisition of some of these organizations and will be expected to lead the transformation of an acquired company in your field of financial expertise, within a 90-day time frame.
One of our key challenges is simplifying, standardizing and automating our finance processes. You will have to take immediate ownership, establish metrics and structure improvement goals to streamline the processes assigned to you, achieving industry excellence in performance and business value delivered.
We also expect you to be an expert at setting stretch goals and to drive metrics-based weekly productivity improvements in a 100% remote working environment. You will continuously improve the quality of your team output in a centralized structure; hiring, coaching and managing up to 100+ individual contributors. You will leverage your financial expertise, knowledge, and judgment to set a personal standard for excellence.
It is critical that you are an experienced professional with excellent English communication skills, and can effectively manage senior relationships.
Build a fully autonomous, AI-native finance system capable of powering multiple billion-dollar education ventures with zero manual intervention.
You’ve mastered finance at scale. You’ve led audits, wrestled with ERPs, and turned chaos into compliance. Now imagine using that expertise to build a finance system so powerful, it can run — and grow — a billion-dollar education empire without you.
This is not your average finance gig. At Trilogy, we’re revolutionizing education through a portfolio of schools, EdTech, and breakthrough curriculum models like 2 Hour Learning — and we need an operator who can match that pace of innovation. You’ll lead the charge in turning our finance function into an AI-powered engine of automation, scale, and surgical precision.
This role is about designing a system, not managing a team. You’ll work hands-on inside tools like NetSuite and Ramp — and you’ll identify ways to augment or replace them with smarter, leaner AI solutions. Tuition payments, ESA reimbursements, tax documentation, audits — you’ll ensure every process is airtight and invisible. We’re not looking for someone to “optimize workflows.” We’re looking for someone who deletes them. If you believe most finance teams are bloated by default, and that AI is the antidote, this is your opportunity to prove it.
You won’t just learn how we build $1B businesses — you’ll codify the blueprint. And then scale it, again and again.
Ready to engineer the future of finance? Apply today.
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.
"When you're paid 3x more than you ever have, tackling high expectations from Crossover leadership becomes a welcomed challenge.
I work with some of the best talents from around the world. Only at Crossover is this possible!
"Crossover is to Engineering what Formula 1 is to driving. You need talent, discipline, willpower, endurance and a thirst for learning. Once you get hooked on the pace, it becomes a passion, not a job."
Last year, I was struggling to cover my bills. Now I'm working for Crossover and making $30K/yr more, and banking it - wow.
With the flexibility that Crossover provides, I don’t have to choose between a fulfilling career and my family life. While the work is challenging and enables me to grow and learn every day, I can still be more present for my young children.
If you think you are the best, this is the right place to prove yourself.
I paid off my debt, got 2 new cars, and built my house within 7 months. The pay is so good, colleagues are friendly, managers are good listeners and opportunities for development abound.
"I love working with the best developers from all over the world. Crossover's open and standard pay Rates are great - I loved not having to negotiate with a HR person to get paid what I'm worth.
I am making 4x what I was paid on my last job, and with the extra money I was able to pay for my house. Thank you Crossover!
"Amazing workplace. The constant feedback and challenges keep me motivated to do better. The pay is awesome and there's like working in the convenience of your own home. No traffic, no hassle whatsoever."
"When you're paid 3x more than you ever have, tackling high expectations from Crossover leadership becomes a welcomed challenge.
I work with some of the best talents from around the world. Only at Crossover is this possible!
"Crossover is to Engineering what Formula 1 is to driving. You need talent, discipline, willpower, endurance and a thirst for learning. Once you get hooked on the pace, it becomes a passion, not a job."
Last year, I was struggling to cover my bills. Now I'm working for Crossover and making $30K/yr more, and banking it - wow.
With the flexibility that Crossover provides, I don’t have to choose between a fulfilling career and my family life. While the work is challenging and enables me to grow and learn every day, I can still be more present for my young children.
If you think you are the best, this is the right place to prove yourself.
I paid off my debt, got 2 new cars, and built my house within 7 months. The pay is so good, colleagues are friendly, managers are good listeners and opportunities for development abound.
"I love working with the best developers from all over the world. Crossover's open and standard pay Rates are great - I loved not having to negotiate with a HR person to get paid what I'm worth.
I am making 4x what I was paid on my last job, and with the extra money I was able to pay for my house. Thank you Crossover!
"Amazing workplace. The constant feedback and challenges keep me motivated to do better. The pay is awesome and there's like working in the convenience of your own home. No traffic, no hassle whatsoever."
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