About the Role
The Director of Technology and Systems will be responsible for building real depth across Finance, GTM, Operations, and People systems, connecting these capabilities into a powerful, AI-integrated backbone.
You are a builder-first leader who will blend enterprise architecture with cutting-edge AI automation. Your goal is to eliminate fragmentation and enable every function to move faster by deploying internal AI agents that reduce manual work and surface actionable insights. You will lead the charge in making our internal operations as sophisticated as the external products we build.
Key Responsibilities
- Enterprise Application Strategy: Own the full lifecycle of our application ecosystem, and specialized AI tools. Ensure these systems converge into a secure, scalable backbone.
- AI Agent Deployment: Identify opportunities to replace manual workflows with AI/LLM-powered agents. Build and manage "internal agents" that automate forecasting, revenue capture, and employee self-service.
- Cross-Functional Partnership: Serve as the primary technology partner to the leadership team. Align system roadmaps with departmental goals to ensure seamless data flow from production to the back office.
- Operational Excellence: Mature our core systems by establishing disciplined change management, clear data governance, and measurable SLAs. Stabilize environments to support audit and regulatory requirements.
- Team Leadership: Lead a high-impact team that fosters a culture of curiosity, speed, and user-centricity.
Ideally, you have:
- 10+ years of experience leading business systems or enterprise applications in a fast-paced, high-growth environment.
- Deep familiarity with the enterprise systems landscape across GTM, Finance, and People functions — you understand how these platforms work, where they break down, and how to connect them into a coherent operational backbone.
- AI/Automation Mindset: Proven track record of designing and deploying AI/LLM-powered workflows or agentic systems to improve business efficiency.
- Architecture Skills: Ability to design scalable data flows and APIs that link disparate SaaS tools into a cohesive ecosystem.
- Stakeholder Mastery: Experience influencing C-level executives and translating complex technical needs into business outcomes.
- Strong working knowledge of ERP systems and core financial operations — enough to partner credibly with Finance, ask the right questions, and drive system decisions without needing to own every module deeply.
- Experience with GTM systems such as, HubSpot, Outreach, Clari, CPQ (e.g., Salesforce CPQ), and similar tools.
Compensation packages at Scale for eligible roles include base salary, equity, and benefits. The range displayed on each job posting reflects the minimum and maximum target for new hire salaries for the position and may be inclusive of several career levels at Scale; it will be determined during the interview process based on work location and additional factors, including job-related skills, experience, qualifications, interview performance, and relevant education or training. Scale employees in eligible roles are also granted equity based compensation, subject to Board of Director approval. Your recruiter can share more about the specific salary range for your preferred location during the hiring process, and confirm whether the hired role will be eligible for equity grant. You'll also receive benefits including, but not limited to: comprehensive health, dental and vision coverage, retirement benefits, a learning and development stipend, and generous PTO. Additionally, this role may be eligible for additional benefits such as a commuter stipend.
PLEASE NOTE: Our policy requires a 90-day waiting period before reconsidering candidates for the same role. This allows us to ensure a fair and thorough evaluation of all applicants.
About Us:
At Scale, our mission is to develop reliable AI systems for the world's most important decisions. Our products provide the high-quality data and full-stack technologies that power the world's leading models, and help enterprises and governments build, deploy, and oversee AI applications that deliver real impact. We work closely with industry leaders like Meta, Cisco, DLA Piper, Mayo Clinic, Time Inc., the Government of Qatar, and U.S. government agencies including the Army and Air Force. We are expanding our team to accelerate the development of AI applications.
We believe that everyone should be able to bring their whole selves to work, which is why we are proud to be an inclusive and equal opportunity workplace. We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability status, gender identity or Veteran status.
We are committed to working with and providing reasonable accommodations to applicants with physical and mental disabilities. If you need assistance and/or a reasonable accommodation in the application or recruiting process due to a disability, please contact us at [email protected]. Please see the United States Department of Labor's Know Your Rights poster for additional information.
We comply with the United States Department of Labor's Pay Transparency provision.
PLEASE NOTE: We collect, retain and use personal data for our professional business purposes, including notifying you of job opportunities that may be of interest and sharing with our affiliates. We limit the personal data we collect to that which we believe is appropriate and necessary to manage applicants’ needs, provide our services, and comply with applicable laws. Any information we collect in connection with your application will be treated in accordance with our internal policies and programs designed to protect personal data. Please see our privacy policy for additional information.
Skills Required
- 10+ years of experience leading business systems or enterprise applications
- Familiarity with enterprise systems landscape across GTM, Finance, and People functions
- Experience designing AI/LLM-powered workflows or agentic systems
- Ability to design scalable data flows and APIs
- Experience influencing C-level executives
- Strong working knowledge of ERP systems
- Experience with GTM systems such as HubSpot, Outreach, Clari, CPQ
Scale AI Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Scale AI and has not been reviewed or approved by Scale AI.
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Healthcare Strength — Healthcare coverage is described as comprehensive across medical, dental, and vision, with flexibility to choose plans that fit individual or family needs. A monthly wellness stipend further supports physical and mental wellbeing expenses.
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Equity Value & Accessibility — Equity-based compensation is included in eligible packages, positioning ownership as a meaningful component of total rewards for many full-time roles. An employee stock purchase plan also provides an additional pathway to participate in potential upside.
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Leave & Time Off Breadth — Paid time off is positioned as generous with a flexible policy intended to support recharging and burnout prevention. Paid holidays and paid sick days are also part of the time-off offering.
Scale AI Insights
What We Do
Scale accelerates the development of AI applications by helping machine learning teams generate high-quality ground truth data. Our advanced LiDAR, image, video and NLP annotation APIs allow machine learning teams at companies like OpenAI, Lyft, Pinterest, and Airbnb focus on building differentiated models vs. labeling data.
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