Senior Principal Architect, Trilogy (Remote) - $200,000/year USD

The SaaS sector is advancing at an unprecedented rate, yet conventional SaaSOps organizations continue to depend on manual workflows and reactive incident response rather than proactive, AI-enabled automation.

Organizations are hemorrhaging millions through inefficient cloud operations, experiencing preventable outages, and struggling to scale quickly enough to meet ambitious expansion targets.

Trilogy is charting a different course—acquiring no fewer than one SaaS company monthly and fully committing to AI transformation to establish the industry's most sophisticated, automated SaaS Ops capability.

Trilogy manages a diverse portfolio of SaaS enterprises, each featuring distinct architecture, customer bases, and operational complexities.

Rather than viewing SaaS Ops as an overhead expense, we recognize it as a strategic differentiator.

We are constructing a world-class, AI-driven SaaS Ops capability engineered to maximize availability, simplify operations, and optimize cloud expenditure across dozens of products.

This represents an opportunity to architect and implement SaaS Ops strategy at enterprise scale, harnessing automation, AI, and industry-leading operational design to establish a new benchmark.

This is not a traditional corporate IT or infrastructure oversight position.

This is a technical leadership role for someone who has constructed and owned SaaS Ops at a SaaS organization, not merely participated as a team member.

The ideal candidate is a technical authority first, a leader second—someone who excels at architecting scalable systems, embedding automation, and executing high-impact operational decisions.

You'll be accountable for architecting the future of SaaS Ops across a varied portfolio of SaaS businesses, ensuring frictionless product integrations, and deploying AI to build an automated, exceptionally efficient operations engine.

You'll collaborate with world-class peers across Engineering, Product, and C-Suite leadership to architect and deliver this vision.

If you possess strong convictions about how SaaS Ops should operate, embrace the challenge of optimizing multi-product ecosystems, and are eager to pioneer AI-driven operations, this role is designed for you.

Apply now to claim ownership of a career-defining opportunity.

Hundreds of software businesses run on the Trilogy Business Platform.

For three decades, Trilogy has been known for 3 things: Relentlessly seeking top talent, Innovating new technology, and incubating new businesses.

Our technological innovation is spearheaded by a passion for simple customer-facing designs.

Our incubation of new businesses ranges from entirely new moon-shot ideas to rearchitecting existing projects for today's modern cloud-based stack.

Trilogy is a place where you can be surrounded with great people, be proud of doing great work, and grow your career by leaps and bounds.

There is so much to cover for this exciting role, and space here is limited.

Hit the Apply button if you found this interesting and want to learn more.

We look forward to meeting you!

Working with us

This is a full-time (40 hours per week), long-term position.

The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record.

The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year.

The payment period is weekly.

Consult www.crossover.com/help-and-faqs for more details on this topic.