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Remote jobs with first-rate USD pay—anywhere in the world.

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Join an elite global team of top 1% professional talent.

Equal opportunity hiring process: just prove your skills are world-class.

Equal opportunity hiring process: just prove your skills are world-class.

VP of SaaS Operations

$200,000 USD/year

AI-Augmented Full-Stack Principal Engineer

$100,000 USD/year

Senior AI Engineer

$100,000 USD/year

Senior AI Developer

$100,000 USD/year

AI-First Full-Stack Salesforce Architect

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AI Innovation Specialist - Software Engineering

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AI-First Software Engineer II

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Salesforce Developer

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AI-First Software Engineer - Telecommunications

$60,000 USD/year

Gifted & Talented Education Evangelist

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Head of Academics

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AI-Driven Science Learning Strategist

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AI-Driven English/Language Arts Learning Strategist

$100,000 USD/year

AI-Driven Social Studies Learning Strategist

$100,000 USD/year

College Advisor

$30 USD/hour

Associate Guide - Virtual

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Head of School

$400,000 USD/year

Head of School

$400,000 USD/year

VP of Operations

$200,000 USD/year

German-Speaking Customer Support Engineer

$60,000 USD/year

VP of AI Center of Excellence

$200,000 USD/year

AI Innovation Specialist - Finance

$60,000 USD/year

Head of Zero-to-One

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Senior Product Manager

$200,000 USD/year

Senior Enterprise Sales Executive

$200,000 USD/year

Sales Development Representative

$60,000 USD/year
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VP of SaaS Operations @ Trilogy

$200,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 
Apply Now
Work from Rome, Italy
Fully-remote
full-time (40 hrs/week)
Flexible schedule
Long-term role

Key responsibilities

  • Own a highly efficient, AI-powered SaaS Ops function that ensures exceptional reliability, cost optimization, and seamless operations for a growing portfolio of acquired SaaS businesses

Description

The SaaS industry is evolving rapidly, and traditional SaaSOps teams are struggling to keep pace, relying on manual processes and reactive troubleshooting instead of proactive, AI-driven automation. Companies are wasting millions on inefficient cloud operations, suffering from avoidable downtime, and failing to scale fast enough to support aggressive growth. Trilogy is doing the opposite—acquiring at least one SaaS company per month and fully embracing AI transformation to build the most advanced, automated SaaS Ops function in the industry.

Trilogy operates a portfolio of SaaS businesses, each with its own architecture, customers, and operational challenges. Instead of treating SaaS Ops as a cost center, we see it as a competitive advantage. We are building a world-class, AI-powered SaaS Ops function designed to maximize uptime, streamline operations, and optimize cloud spending across dozens of products. This is an opportunity to define and execute SaaS Ops strategy at scale, leveraging automation, AI, and best-in-class operational design to set a new industry standard.

This is not a corporate IT or infrastructure management role. This is a hands-on leadership role for someone who has built and owned SaaS Ops at a SaaS company, not just been part of the team. The ideal candidate is a technical expert first, a leader second—someone who thrives on designing scalable systems, integrating automation, and making high-stakes operational decisions. You’ll be responsible for defining the future of SaaS Ops across a diverse portfolio of SaaS businesses, ensuring seamless product integrations, and applying AI to create an automated, highly efficient operations engine.

You’ll work alongside world-class peers across Engineering, Product, and C-Suite leadership to shape and execute this vision. If you have strong opinions on how SaaS Ops should be run, love the challenge of optimizing multi-product environments, and are excited to be on the cutting edge of AI-driven operations, this is the role for you. Apply now to take ownership of a career-defining opportunity.

Candidate requirements

  • At least 5 years of experience managing and owning SaaS Ops supporting enterprise customers
  • Experience owning SaaS Ops at an SME with enterprise customers
  • Experience applying AI and automation technologies to SaaS operations
  • Advanced AWS and DevOps skills (including Docker and Kubernetes)

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.

Pass Cognitive Aptitude Test.
STEP 1

Pass Cognitive Aptitude Test.

Pass English Proficiency Test.
STEP 2

Pass English Proficiency Test.

Prove Real-World Job & AI Skills.
STEP 3

Prove Real-World Job & AI Skills.

Ace An Interview Or Two.
STEP 4

Ace An Interview Or Two.

Accept Job Offer.
STEP 5

Accept Job Offer.

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