Head of Cloud $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
Not accepting applications on crossover.com at this time.
Description
In today's fast-paced SaaS landscape, most operations teams are drowning in manual processes and reactive firefighting. Meanwhile, Trilogy is revolutionizing the industry by acquiring a SaaS company every month and transforming operations through advanced AI automation. We're not just managing cloud infrastructure—we're redefining what's possible in SaaS operations.
Our diverse portfolio of SaaS businesses presents unique challenges and extraordinary opportunities. Rather than viewing operations as a necessary expense, we leverage it as our strategic advantage. We're building an AI-powered operational powerhouse that ensures maximum uptime, streamlined processes, and optimized cloud expenditure across our expanding ecosystem.
This role isn't about maintaining corporate IT systems. It's a technical leadership position for someone who has personally architected and owned SaaS operations at scale. You're a technical virtuoso first, a visionary leader second—someone who excels at designing resilient systems, implementing intelligent automation, and making decisive operational calls under pressure. Your mission: shape the future of SaaS operations across our portfolio, ensure frictionless product integrations, and harness AI to create an operational engine that outperforms industry standards.
You'll collaborate with elite talent across our organization to bring this vision to life. If you hold strong convictions about operational excellence, thrive on multi-product complexity, and are passionate about pioneering AI-driven operations, this opportunity was made for you. Step forward and claim your chance to redefine an entire industry.
What you will be doing
- Architect and execute cutting-edge SaaS operations strategies grounded in your expertise and bold vision for operational excellence
- Drive critical decisions on operational frameworks, AI implementation, and process engineering to deliver unmatched reliability, security, and cost efficiency across multiple products
- Develop and refine a seamless system for integrating newly acquired SaaS products into our centralized operations ecosystem without disruption
- Pioneer the application of AI-powered solutions to automate processes, optimize resources, and elevate operational performance
What you will NOT be doing
- Managing routine, manual operations tasks—your mission is to eliminate them through intelligent automation and AI innovation
- Focusing on a single product ecosystem—you'll be orchestrating operations across hundreds of diverse SaaS offerings in our expanding portfolio
- Maintaining conventional approaches—you'll be expected to challenge norms and pioneer new operational paradigms through advanced AI technologies
Key responsibilities
- Spearhead the development of an elite, AI-enhanced SaaS operations function that delivers exceptional reliability, cost efficiency, and seamless performance across our growing constellation of acquired SaaS businesses
Candidate requirements
- Minimum 5 years of experience leading and taking ownership of SaaS operations supporting enterprise-level customers
- Proven track record managing SaaS operations and successfully executing major cloud migration initiatives at an SME with enterprise clientele
- Demonstrated expertise implementing AI and automation technologies to enhance operational efficiency
- Superior AWS capabilities and DevOps proficiency, including extensive experience with Docker and Kubernetes ecosystems
Applying for a role? Here’s what to expect.
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Interview with the hiring manager.
Accept Job Offer.
Pass 
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