Head of Cloud, Trilogy (Remote) - $200,000/year USD
Crossover•London, England, UK
fulltime
Engineering
5+ years
The SaaS sector is undergoing rapid transformation, yet legacy SaaSOps functions continue to depend on manual workflows and reactive incident management rather than proactive, AI-enabled automation. Organizations are hemorrhaging millions through inefficient cloud operations, enduring preventable outages, and lacking the velocity required to sustain ambitious expansion. Trilogy pursues a different path—acquiring no fewer than one SaaS company each month while fully committing to AI-driven transformation to construct the industry's most sophisticated, automated SaaS Ops capability.
Trilogy manages a portfolio of SaaS enterprises, each characterized by distinct architecture, customer bases, and operational complexity. Rather than viewing SaaS Ops as overhead, we position it as strategic differentiation. We are constructing an elite, AI-augmented SaaS Ops function engineered to deliver maximum availability, operational efficiency, and cloud cost optimization across dozens of products. This represents a chance to shape and deliver SaaS Ops strategy at scale, utilizing automation, AI, and elite operational architecture to establish a new benchmark.
This is not a role in corporate IT or infrastructure oversight. This is a hands-on executive position for someone who has built and directed SaaS Ops within a SaaS organization, not merely contributed as a team member. The right candidate is a technical authority first, a manager second—someone energized by architecting scalable infrastructure, embedding automation, and executing critical operational choices. You will define the evolution of SaaS Ops across a varied portfolio of SaaS companies, guarantee frictionless product integration, and deploy AI to build an automated, exceptionally efficient operations platform.
You will collaborate with elite talent across Engineering, Product, and executive leadership to refine and realize this vision. If you hold firm convictions about SaaS Ops execution, relish the complexity of multi-product optimization, and are driven by the prospect of pioneering AI-powered operations, this opportunity is yours. Apply now to claim a role that will define your career.
What You Will Be Doing
What You Won’t Be Doing
Head Of Cloud Key Responsibilities
Basic Requirements
About Trilogy 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.
Crossover Job Code: LJ-5326-GB-London-HeadofCloud