Source Job

United States

  • Own the tech stack and teams that run operations at Brightwheel.
  • Lead and redesign technical systems architecture and admin teams for an AI-first world.
  • Drive AI-native transformation across functions, with hands-on build where appropriate.

Leadership Systems Architecture AI Data Engineering Software Engineering

20 jobs similar to Head of Operations and Technology

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US

  • Lead the Sales Operations function for Brightwheel's Expansion business, managing a team of 2 to start.
  • Design and implement scalable processes and AI-driven analytical workflows for the full sales motion.
  • Present in executive forums and drive cross-functional strategy with multiple teams.

Brightwheel is a leading platform for early education, supporting educators and families in a $175B market. Backed by top investors, it is a three-time Cloud 100 company with a distributed team across US time zones.

$173,200–$303,100/yr
North America Unlimited PTO

  • Lead and develop a team of AI Engineers to design and deploy AI-powered solutions for operations teams.
  • Own the AI for Operations portfolio, including roadmap planning, prioritization, and stakeholder alignment.
  • Drive the design and deployment of agentic AI solutions, copilots, workflow automation, and predictive analytics.

ServiceNow is the AI control tower for business reinvention, bringing together AI, data, and workflows to help 85% of the Fortune 500 work smarter. The company fosters an AI-native culture where technology and talent are unstoppable together.

$150,000–$165,000/yr
US

  • Map operational workflows across Sales and broader organization to identify friction and build scalable AI-powered solutions.
  • Partner with Revenue Operations to design and deploy intelligent workflows, automations, and playbooks.
  • Drive adoption by creating documentation, guardrails, and training to ensure systems are embraced and trusted.

1mind builds the next generation of revenue teams with a platform that deploys AI-powered Superhumans to serve buyers across the entire journey. As a rapidly growing startup, the company fosters a high-ownership, collaborative culture where every team member drives impact.

Canada

  • Own end-to-end AI system layer across product and platform.
  • Drive shift from AI-powered features to AI-powered business operations.
  • Lead ~30 engineers across 4-6 teams to build intelligent workflows.

Jobber helps small home service businesses like plumbers and landscapers manage their operations through technology. With over 250,000 businesses on the platform, Jobber fosters a supportive, diverse culture focused on impact.

Global

  • Define the AI-first revenue architecture and go-to-market motion.
  • Own revenue metrics, target setting, forecasting, and performance management across the full GTM organization.
  • Design a modern revenue technology stack with clean data architecture, strong integrations, and scalable governance.

Outmarket is an AI-powered platform purpose-built for commercial insurance agencies. We are a hyper-growth AI company in a remote-first environment.

US

  • Own the application engineering strategy and execution across backend, mobile, and desktop.
  • Lead and grow a small, senior applications team.
  • Ensure production-grade reliability and integration of AI capabilities.

We help companies hire technical leads and IT professionals for jobs in San Francisco and other cities. We are a recruiting agency focused on IT staffing.

$224,000–$256,000/yr
US

  • Drive AI strategy and build multi-agent systems to re-engineer internal operations across all functions.
  • Ship production-grade AI workflows, ensuring HIPAA compliance and secure integration with core systems.
  • Coach non-technical teams and scale adoption through training and reusable frameworks.

Tebra is the only all-in-one EHR+ platform built exclusively for independent healthcare practices. With more than 42,000 private practices trusting Tebra, the company is dedicated to reducing burnout and helping clinicians rediscover their purpose.

US

  • Lead technical architecture and engineering standards across customer-facing and operational systems.
  • Champion AI-assisted development, establishing best practices for LLMs in coding, testing, and workflows.
  • Mentor engineers and drive engineering excellence through code quality, CI/CD, and operational reliability.

Koala Health aims to make managing your pet’s health simple and delightful, offering a pharmacy service for medications and supplements delivered in pre-sorted pouches. The company fosters a remote-first culture built on flexibility and trust, with a supportive, close-knit team that celebrates wins and learns fast.

Global

  • Embed with a brand or central team to map and redesign workflows using AI, ensuring adoption and measurable impact.
  • Build agentic systems, n8n flows, and Claude/Codex skills to orchestrate processes across functions.
  • Measure success via adoption and metrics like time saved, cost reduction, and new capabilities gained.

saas.group is a Software-as-a-Service portfolio company that acquires and grows B2B SaaS businesses. With a fully remote team of nearly 400 colleagues across 50+ countries, they operate over 25 brands.

$240,000–$280,000/yr
Americas

  • Own Platform's company-level objectives and the engineering plan that delivers them, translating company priorities into a platform roadmap.
  • Coach engineering managers to a higher bar with clear feedback, growth plans, and direct support.
  • Drive technical excellence across infrastructure, data, developer experience, and AI tooling.

ClassDojo builds a communication network that connects teachers, children, and families, used in the vast majority of U.S. schools and reaching tens of millions globally. They are a small, high-talent-density team with experience from leading technology companies, valuing ownership, speed, and thoughtful decision-making.

$300,000–$450,000/yr
Global

  • Own technical delivery across 1-2 enterprise accounts, setting direction and managing risk.
  • Build reusable Tribe IP from client work, including architecture patterns and deployment playbooks.
  • Act as senior technical partner for C-suite stakeholders, translating business problems into architectural decisions.

Tribe embeds senior AI engineers and technical leaders directly into enterprise clients to drive AI transformation that actually ships. We're a team of operators who build alongside clients, own outcomes, and leave behind systems that endure, growing rapidly as the fastest-growing role in tech.

$185,000–$225,000/yr
US Unlimited PTO 12w maternity 12w paternity

  • Lead 1-2 engineering teams through a complex architectural shift, modernizing a monolithic system to a scalable platform.
  • Partner with cross-functional leaders to ensure a seamless customer experience during product transformation.
  • Cultivate an engineering culture of autonomy, technical excellence, and rapid iteration, leveraging AI tools.

Campminder builds software for summer camps, enabling meaningful experiences for kids. With 85+ employees and 20+ years of experience, we are stable, profitable, and committed to work/life balance and cutting-edge technology.

$175,000–$275,000/yr
US

  • Act as the CEO's force multiplier, designing operating rhythms and AI-native systems to scale hypergrowth.
  • Lead AI transformation across all functions, challenging teams to reinvent workflows from first principles.
  • Build the CEO intelligence layer, curating signal and driving strategic execution across the company.

ClickUp is building the everything app for work, an AI-native workspace unifying tasks, docs, chat, and more. They are a pre-IPO company with $300M+ ARR and about 1,000 employees, operating as an AI-first organization where every team member leverages AI daily.

US Unlimited PTO

  • Lead AI-enabled workflow redesign by partnering with business leaders to identify high-value workflows and translate business problems into AI-enabled solutions.
  • Operationalize AI cross-functionally by building repeatable patterns and playbooks, driving adoption and behavior change across the organization.
  • Measure value and scale what works by defining baseline metrics, tracking value realization, and recommending which solutions to scale based on evidence.

HealthEquity aims to save and improve lives by empowering healthcare consumers. They are a mission-driven company with a focus on HSA solutions, committed to diversity and inclusion, and offer a remote-first culture.

$196,000–$350,000/yr
US

  • Lead the technical evolution of the GTM strategy by building AI-first systems and automated workflows.
  • Architect production-grade AI models, data pipelines, and consumption forecasting engines.
  • Collaborate with executive leaders to implement scalable data models and self-serve tooling across the enterprise.

Samsara is the pioneer of the Connected Operations Cloud, helping organizations harness IoT data to improve safety, efficiency, and sustainability. With over 2.3 million IoT devices deployed and a global workforce of ~1,500, the company fosters a growth mindset and inclusive culture.

Global Unlimited PTO

  • Drive RevOps strategy by leveraging AI automation and data analytics to build a lean, highly automated go-to-market machine.
  • Own the evaluation and scaling of the GTM tech stack, ensuring it is AI-first and scalable.
  • Act as internal GTM Engineer, using vibe coding to rapidly build custom tools and automate workflows across the lead-to-cash lifecycle.

Sardine is the leading agentic risk platform for fighting financial crime, helping organizations stop fraud and automate AML operations. The company is remote-first, values performance over hours, and has hubs across North America and South America.

$151,800–$200,000/yr

  • Lead AI-first transformation of customer-facing SaaS product engineering capabilities across globally distributed teams.
  • Drive engineering strategy, system design, and delivery of scalable, reliable, and high-impact product outcomes.
  • Foster a culture of ownership, accountability, continuous learning, and engineering excellence in a matrixed environment.

NIQ is the world's leading consumer intelligence company, delivering the most complete understanding of consumer buying behavior and revealing new pathways to growth. In 2023, NIQ combined with GfK, bringing together the two industry leaders with unparalleled global reach, operating in over 100 markets.

India

  • Lead a team of senior engineers building AI-first GTM systems using Python, TypeScript, and AWS.
  • Own the engineering roadmap and drive delivery of agentic AI pipelines and Salesforce integrations.
  • Champion engineering quality and a culture of responsible AI development with human-in-the-loop controls.

Samsara is the pioneer of the Connected Operations Cloud, enabling organizations to harness IoT data to improve safety, efficiency, and sustainability. As a recently public company, we employ thousands and foster a culture of high-impact builders with an employee-led remote model.

$160,000–$183,000/yr
US Unlimited PTO

  • Lead a pod of 4+ engineers, owning growth, performance, and roadmap, while championing AI-native engineering practices.
  • Drive technical direction and execution for broadly scoped initiatives, ensuring high quality and pragmatic trade-offs.
  • Embrace AI-enabled tools like Claude Code to coach your team and set a hands-on example for effective adoption.

Pathstream reshapes frontline employee careers through enterprise partnerships, transforming teams from transactional to strategic. They are a tight-knit, mission-driven team of ~60 employees scaling their solution across the United States.

United States

  • Lead and grow a geographically aligned engineering organization at the director level, owning regional P&L and ensuring successful delivery of client and internal initiatives.
  • Champion adoption of AI-forward tools and AI-assisted delivery, raising both velocity and expertise across the team.
  • Set the standard for AI-forward engineering practice, using tools like Claude and Cursor with sophistication, and help the team adopt AI tools effectively.

Robots & Pencils is an applied AI engineering firm building AI co-workers for enterprise operations. Founded in 2009 with delivery centers in Canada, the US, Eastern Europe, and Latin America, they are a nimble, senior-led team averaging 15+ years of experience.