Earn up to

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 durable, AI-native finance function that compounds enterprise value across Trilogy's portfolio by allocating capital to its highest-return uses and creating financial systems and controls that scale without decision bottlenecks.
Most finance executives inherit a system. You will redesign one, then decide where the capital goes.
Trilogy is looking for the executive who can turn a portfolio of businesses into a capital allocation system: continuously ranking where the next dollar should go, backing those decisions with rigorous models, and moving capital toward its highest-return uses. You will own the calls that matter: fund or kill a business line; invest or hold; acquire or walk away; refinance or pay down debt. Every recommendation must connect strategy to cash, liquidity, covenants, risk, and enterprise value.
Just as important, you will architect an AI-native finance function built to scale without decision bottlenecks. This does not mean sprinkling AI tools onto a traditional finance organization. You will redesign reporting, planning, controls, portfolio monitoring, and decision support around what AI and automation can now do. You won't need to personally build every workflow, but you must use AI deeply enough to know its edges: where it accelerates analysis, where it fails, and where expert judgment must take over. The result should be a smaller, more senior, higher-leverage finance organization rather than a growing pyramid of people and processes.
You will operate directly with Trilogy's CEO, board, lenders, and capital partners, with personal accountability for the financial truth behind major decisions. This is an $800K W-2 salaried role for someone who has already earned credibility at serious financial scale and now wants the mandate to compound enterprise value across an entire portfolio. If you want your impact measured by the quality of your capital decisions and the financial system you leave behind, 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.
