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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.

Architect and operate an AI-integrated financial system that drives high-stakes investment decisions, scalable growth, and executional clarity across fast-scaling SaaS and education ventures.
You didn’t earn your chops in PE, IB, or Big 4 M&A just to babysit budgets and bless PowerPoint decks.
You’re here to architect, interrogate, and accelerate — turning messy strategy into bulletproof execution plans, not five-year forecasts that get ignored. You’ve mastered the art of financial modeling under pressure. Now you want to wield that skill where it shapes actual operating plans, not just investment memos. This is that role.
Trilogy is looking for a finance strategist with an operator’s instinct and a dealmaker’s clarity: someone who thrives in ambiguity, owns outcomes, and leverages AI like a second brain. You’ll work directly with founders and executives to shape the future of SaaS or education ventures, building the financial systems and investment frameworks that let these companies scale smart, not bloated.
If your ideal week includes tearing apart a shaky business plan, rebuilding it with sequenced milestones and KPI guardrails, and dropping a memo that makes the exec team shift in their seats, you’re in the right place.
You won’t be managing 30-person teams. You won’t be policing budgets. You won’t be waiting a decade for impact. You’ll be shaping strategy with speed, rigor, and AI-enabled precision, and your work will change the trajectory of ventures that are changing the world.
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.






Our team uses SchoolAI to help students brainstorm solutions for their passion projects.
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.
I can visit my family back home whenever I want, without having to take time off.
There isn't another work platform that is purely focussed on remote work like Crossover. The integration of everything from recruitment to payday is unique. I can do my work wherever and whenever I like, and I don't even have to fill in any timesheets. Having been through the stringent job application p...
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.
We built a complete agentic AI framework for automated software development—it's revolutionary.
The combination of a steep learning curve, remote work, and competitive salary is perfect for growth.
Our team uses SchoolAI to help students brainstorm solutions for their passion projects.
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.
I can visit my family back home whenever I want, without having to take time off.
There isn't another work platform that is purely focussed on remote work like Crossover. The integration of everything from recruitment to payday is unique. I can do my work wherever and whenever I like, and I don't even have to fill in any timesheets. Having been through the stringent job application p...
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.
We built a complete agentic AI framework for automated software development—it's revolutionary.
The combination of a steep learning curve, remote work, and competitive salary is perfect for growth.
Join the world's largest community of AI-first remote workers.