Director of Engineering, Cloud Platform
Attentive
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What engineering roles keep asking for: Python (21%), AWS (20%), Observability (14%), System design (14%), CI/CD (12%) — counted across their open postings here.
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Preparing for this interview
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Questions you are likely to be asked
- Why do you want to join Attentive?
- What is your experience with AWS? Tell me one thing you learned the hard way.
- Tell me about an outage you handled. What did you learn from it?
- How do you decide what to monitor, and what should wake someone up at night?
- How would you cut the cloud bill of a system without hurting it?
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Practise the Director of Engineering, Cloud Platform at Attentive interview free →About the Role
The next phase of AI development depends on infrastructure that can keep pace. As engineers and AI agents build and ship faster, configuring environments, testing changes, and accessing data need to become simpler, faster, and more reliable.
We’re looking for a Director of Cloud Platform to lead the teams responsible for Attentive’s cloud infrastructure, centralized data platforms, and database infrastructure. You’ll own the technical direction and operational health of the foundation our products run on, while raising the bar for how our infrastructure teams operate, execute, and serve the broader engineering organization.
You’ve led a high-performing engineering organization before, and you know what it takes to build one: strong managers, clear accountability, deep technical judgment, and consistent delivery. At Attentive, you’ll bring those expectations to a critical part of our platform, helping teams become more proactive, automate recurring work, and deliver improvements that accelerate the entire company.
This is a deeply technical leadership role with broad impact. You’ll guide major architecture decisions, develop engineering leaders, and partner closely with our Developer Experience teams to remove friction from development. Your work will help us move with the speed of a startup while delivering the reliability, security, and efficiency our customers depend on.
This hybrid role is based in our New York office, with in-office collaboration Tuesday through Thursday each week.
What You'll Own
- Data centralization and storage: The shared platforms that bring data together and make it accessible across Attentive, including Snowflake and related storage systems. You’ll improve their reliability, performance, governance, and cost efficiency in partnership with the teams that use them.
- Cloud infrastructure and DevOps: The AWS compute, networking, cloud services, and infrastructure-as-code foundations that power our applications. You’ll drive consistent, automated approaches to provisioning, configuration, and operating infrastructure at scale.
- Cloud Optimization: Own the strategy, execution, and measurable cost savings across Attentive’s infrastructure and software stack. Partner with Engineering, Product, and Finance to prioritize and deliver high-value optimizations, improve visibility into spend, utilization, and unit costs, and guide architecture and capacity decisions while maintaining performance and reliability.
What You’ll Do
- Set a clear technical strategy and roadmap across multiple teams, connecting infrastructure investments to product delivery, reliability, and business priorities.
- Raise the bar for technical quality, execution, and ownership. Define what strong performance looks like, hold teams accountable for results, and build a culture where engineers identify and solve problems proactively.
- Hire, coach, and develop strong engineering managers and senior technical leaders. Assess talent thoughtfully, address performance gaps directly, and create opportunities for your strongest people to grow.
- Build an organization that consistently delivers. Establish focused priorities, clear commitments, and effective operating practices that balance roadmap progress with production responsibilities.
- Partner with Developer Experience teams to make infrastructure easy to provision, configure, and test through reusable components, clear interfaces, and self-service workflows.
- Enable engineers and AI agents to create reproducible environments, test changes against realistic dependencies, and get fast feedback within clear access and cost controls.
- Raise operational standards across observability, incident response, service objectives, disaster recovery, and safe change management. Ensure incidents lead to lasting improvements.
- Lead complex infrastructure and database migrations with practical rollout plans, validation, and recovery paths.
- Make AWS and data platform costs visible and actionable. Improve efficiency through sound architecture, capacity planning, and disciplined vendor management.
- Stay close to the technical details. Challenge unnecessary complexity, guide consequential design decisions, and help teams resolve difficult production problems.
- Measure progress through outcomes: faster environment setup, shorter feedback cycles, fewer manual interventions, stronger reliability, and better infrastructure economics.
You'll get competitive perks and benefits, from health & wellness to equity, to help you bring your best self to work.
For US based applicants:
- The US base salary range for this full-time position is $285,600 - $428,400 annually + equity + benefits
- Our salary ranges are determined by role, level and location
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Listed on greenhouse · posted 2026-10-08. ApplySarthi collects openings and links to application pages; the role is advertised by Attentive, not by us.