Head of Digital & AI Transformation

Position Overview

The Head of Digital & AI Transformation is a pivotal leadership position at SingleStore, designed to accelerate the company’s digital and AI maturity. Reporting to the VP of Analytics, Enterprise Tech & AI Enablement, this role spearheads the enterprise’s IT strategy—including business application management and the AI & Automation Center of Excellence (CoE). You will drive digital transformation, process optimization, and the adoption of advanced AI and automation solutions, ensuring SingleStore remains at the cutting edge of digital innovation. By leading and inspiring a high-performing team of IT, business application specialists, and AI professionals, you will deliver measurable improvements in efficiency, financial performance, and the company’s market competitiveness. This position is ideal for someone with a bold vision for technology’s potential, proven change leadership, and a strong desire to shape company culture and operational excellence in a fast-growing tech environment.

Roles & Responsibilities

• Develop and execute a comprehensive digital transformation strategy aligned with organizational objectives.
• Provide visionary leadership and set strategic direction for IT, Business Applications, and the AI & Automation CoE.
• Champion a culture of innovation, continuous improvement, and operational excellence.
• Identify, prioritize, and oversee implementation of AI and automation solutions for process improvement and operational efficiency.
• Ensure continuous enhancement of AI tools, frameworks, and automation practices.
• Foster upskilling of staff and organization-wide adoption of transformative technologies.
• Direct IT infrastructure management; optimize mission-critical business applications and SaaS portfolio performance.
• Oversee effective integration of digital tools with legacy systems, ensuring seamless business operations.
• Build and manage strong relationships with executive leadership and cross-functional teams (GTM, Finance, Marketing, HR, Engineering).
• Lead change management efforts and engage stakeholders to maximize digital adoption and impact.
• Continuously research and pilot emerging technologies and industry trends.
• Promote experimentation, rapid scaling of innovation, and continuous learning across the organization.

Minimum Qualifications

• Bachelor’s degree in Computer Science, Information Technology, Business, Engineering, or a related field (Master’s or MBA preferred).
• Minimum 10 years of experience in IT management, digital transformation, or related fields, with significant leadership exposure and cross-functional team leadership.
• Direct experience delivering enterprise-scale digital transformation projects, preferably in SaaS, cloud, or data infrastructure contexts.
• Deep expertise with AI, machine learning, automation technologies, and systems integration.
• Strong background in strategic planning, change management, and project management methodologies (e.g., Agile, Lean, Six Sigma).
• Demonstrated ability to manage IT budgets, oversee resource allocation, and drive financial efficiency.
• Outstanding communication, interpersonal, and collaboration skills—capable of influencing at all organizational levels.
• Track record of integrating emerging digital solutions and navigating dynamic, high-growth business environments.

Benefits

Company Wide:

• Technology stipend for new employees
• Monthly cell phone and internet stipend
• Health and wellness benefit
• In-office catered lunches (where applicable) and monthly Grubhub credit
• Company and team events
• Flexible time off and volunteer time off
• Stock options

Country Specific (United States):

• Comprehensive health benefits (medical, dental, vision)
• 401(k) retirement plan

As employees are located in many countries, some benefits may differ. SingleStore strives to provide equitable perks and benefits across our locations.

SingleStore delivers the cloud-native database with the speed and scale to power the world’s data-intensive applications. With a distributed SQL database that introduces simplicity to your data architecture by unifying transactions and analytics, SingleStore empowers digital leaders to deliver exceptional, real-time data experiences to their customers. SingleStore is venture-backed and headquartered in San Francisco with offices in Sunnyvale, Raleigh, Seattle, Boston, London, Lisbon, Bangalore, Dublin and Kyiv. 

Consistent with our commitment to diversity & inclusion, we value individuals with the ability to work on diverse teams and with a diverse range of people.

Please note that SingleStore's COVID-19 vaccination policy requires that team members in the United States be up to date with the current CDC guidelines for their vaccinations with one of the United States FDA-approved vaccine options to meet in person for SingleStore business or to work from one of our U.S. office locations. [It is expected that this will be a requirement for this role]. If an exemption and/or accommodation to our vaccination policy is requested, a member of the Human Resources department will be available to begin the interactive accommodation process.

To all recruitment agencies: SingleStore does not accept agency resumes. Please do not forward resumes to SingleStore employees. SingleStore is not responsible for any fees related to unsolicited resumes and will not pay fees to any third-party agency or company that does not have a signed agreement with the Company.

#li-remote #remote-li  

SingleStore values individuals for their unique skills and experiences, and we’re proud to offer roles in a variety of locations across the United States. Salary is based on permissible, non-discriminatory factors such as skills, experience, and geographic location, and is just one part of our total compensation and benefits package. Certain roles are also eligible for additional rewards, including merit increases and annual bonuses. 

Our benefits package for this role includes: stock options, flexible paid time off, 14 weeks of fully-paid gender-neutral parental leave, fertility and adoption assistance, mental health counseling, 401(k) retirement plan, and rich health insurance offerings—including medical, dental, vision and life and disability insurance. 

SingleStore’s base salary range for this role, if based in California, Colorado, Washington, or New York City is: $235,000 - $275,000 USD per year