Careers at Trilogy
Work with elite remote talent on AI problems bigger than any single product or company.
The Olympics of work
Premium pay for premium talent
Shortlist by skills, not bias
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Join Trilogy
What if your work could improve hundreds of software companies?
For over 30 years, Trilogy has powered software businesses at scale by combining top-tier talent, technological innovation, and operational excellence. We enable companies to focus on their unique products while we handle core business functions.
- Three decades of innovation, talent development, and business incubation.
- Opportunities to work across diverse industries and technologies.
- A culture built around excellence, growth, and continuous learning.
A career built on innovation, scale, and impact.
Available Jobs
Find your place at Trilogy...2 Jobs Hiring in Netherlands
REMOTE
AI-First Senior Enterprise Renewals Executive
REMOTE
L2 Customer Support Engineer
See all Current Openings →.
AI-First Senior Enterprise Renewals Executive @ Trilogy
Worldwide
Fully-remote
full-time (40 hrs/week)
Flexible schedule
Long-term role
Key responsibilities
Own Trilogy's most strategic enterprise renewals while continuously improving the AI system that enables higher retention, greater efficiency, and increasingly autonomous renewal operations.
Description
Enterprise renewals are changing. The best people won't spend their days chasing paperwork—they'll spend them shaping the AI that replaces it.
This isn't a traditional enterprise renewals role. You'll own Trilogy's most valuable customer relationships while working alongside Fiona, our AI renewals agent. Fiona handles the preparation, analysis, contract workflows, and follow-up. You handle the conversations that matter: executive alignment, commercial strategy, complex negotiations, and the judgment that AI can't yet replicate. Every renewal you lead also teaches Fiona to become more autonomous, making the system smarter with every customer interaction.
At Trilogy, we're building an AI-first operating model across our software portfolio. We don't see AI as a productivity tool bolted onto existing processes. We redesign the process around AI and reserve human expertise for the highest-value decisions. In this role, you'll help define what enterprise renewals look like in an AI-first world while protecting millions of dollars in recurring revenue across strategic enterprise customers.
If you're an experienced enterprise renewals leader who thrives in executive conversations, embraces AI as a force multiplier, and wants to build the future instead of defending the past, we'd like to meet you.
Candidate requirements
- Experience directly owning enterprise renewals or retention for B2B software customers with accounts worth at least $100K in annual recurring revenue.
- Proven ownership of quarterly retention or Net Revenue Retention targets, consistently achieving at least 90% NRR or equivalent results across multiple quarters.
- Experience personally leading complex, multi-year enterprise renewals valued at $1M or more.
- Hands-on experience using AI-enabled or agentic systems within enterprise renewals, customer success, or enterprise sales workflows.
- Strong Salesforce or comparable CRM experience, including renewal forecasting, risk identification, and pipeline management.
- Exceptional executive communication, commercial negotiation, and relationship management skills.
- Comfortable working globally in a fully remote environment.
Inside the Trilogy team experience
Watch Interview
Najeeha | AI-First Strategic Sales Specialist
Switzerland
Who says you have to choose between building a family and building an epic career? Najeeha didn’t. After pivoting from finance to tech, she landed an AI-powered remote job through Crossover that gave her more than a paycheck - it gave her freedom. Now living i...
Meet Najeeha
The platform behind hundreds of software companies
Most software companies spend significant time building the same operational foundations. Trilogy has created a business platform that delivers world-class capabilities across engineering, finance, accounting, and SaaS operations, allowing each company to focus on its products and market.
This model creates consistency, efficiency, and quality across hundreds of businesses while enabling teams to solve new challenges every day.
One platform. Hundreds of opportunities to make an impact.
Never stop learning
At Trilogy, no two days are exactly alike. While teams apply the same high standards and operational expertise, they work across a wide range of products, technologies, and industries.
This unique environment gives professionals the opportunity to expand their skills, tackle new challenges, and accelerate their growth far beyond what a single-company role typically offers.
Growth comes from solving new problems every day.
A legacy of building great businesses
Founded in 1989 by Stanford entrepreneurs, Trilogy earned a reputation for hiring exceptional talent and building innovative software. Over the decades, it evolved from a Silicon Valley startup into the business platform behind hundreds of software companies.
Its influence extends beyond its own success, helping shape one of the world's most vibrant technology ecosystems while continuing to incubate new businesses and ideas.
Thirty years of innovation. Still building what's next.
Trilogy's exclusive hiring partner
Trilogy partners with Crossover to recruit the top 1% of AI-focused remote professionals who can solve hard problems, move fast, and deliver from anywhere. Crossover’s hiring process looks beyond resumes, using structured screening, cognitive assessments, practical work samples, and interviews to identify candidates with the skill and judgment to make an immediate impact.
For applicants, that means a clearer way to prove what you can do. For Trilogy, it means finding people ready for the pace, standards, and scope of world-class remote work.
Do career-defining work when you’re hired on Crossover.
1989
Founded on innovation
30+
Years Industry experience
100+
Software businesses
Top 1%
Global talent
How it works
Applying for a role? Here’s what to expect.
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.
STEP 1
Chat-style screening interview.
STEP 2
Cognitive aptitude test.
STEP 3
Prove real-world job skills.
STEP 4
Interview with the hiring manager.
STEP 5
Pass proctored test.
STEP 6
Accept job offer.
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Being AI-first is one of the best part of this job, AI has really elevated my capabilities.
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Better culture. Better pay.
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Marvin
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I have the freedom to work from home and spend more time with my family—plus better pay. I feel challenged in my role, which I like.
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