CTO - Data & Analytics

Lead technology for insightsoftware's $150M Data & Analytics business unit as we capture the massive agentic AI opportunity while dominating embedded analytics. You'll architect AI-native platforms that solve the $104B enterprise data access problem, rationalize our acquired product portfolio into an integrated powerhouse, and build the technical infrastructure that can power intelligent experiences across insightsoftware's 34,000+ customers.

This is scale with startup energy. You'll operate as the senior technology leader with direct board and PE investor engagement, partner with world-class product and GTM teams, and lead globally distributed engineering across North America, Europe, India, and China. Our AI-first culture and proven market position create the perfect foundation for category-defining innovation.

WHAT YOU'LL OWN

Portfolio Strategy & Platform Consolidation

• Drive rationalization of our acquired platforms (Logi, Simba, Exago, Izenda, VizLib, FiPlana, PowerON, Cubeware, Agility, and more) into an integrated architecture that maximizes customer value and engineering velocity
• Design elegant migration strategies that protect our substantial revenue base while accelerating customers to modern AI-powered solutions
• Make bold architectural decisions that reduce complexity, unlock innovation capacity, and position us to win in embedded analytics and agentic AI markets

AI Architecture & Innovation Leadership

• Own business unit-wide AI strategy that makes Data & Analytics a leader in AI-powered data platforms—both what we deliver to customers AND how we use AI internally to accelerate engineering, product development, and operations
• Architect Simba Intelligence as the production-grade AI data access layer that gives agents secure, governed, hallucination-free access to enterprise data across on-prem and cloud environments
• Expand AI capabilities for Logi Symphony that catapult embedded analytics into intelligent decision engines that learn, predict, and guide users
• Expand and scale our current use of AI in development workflows—using ML for code generation, testing, security scanning, and operational intelligence to multiply engineering productivity
• Position our "Switzerland of AI" differentiation: trusted enterprise data access that enables amazing AI experiences without competing with SaaS analytics tools

Global Engineering Organization & Culture

• Build and optimize engineering teams across multiple continents and time zones, creating clarity on structure, accountability, and how we win together
• Oversee VP of Engineering and partner with VP of Product Management to define operating models that balance strategic thinking with execution velocity
• Develop the next generation of technical leaders who can architect solutions, lead teams, and drive business outcomes
• Establish an AI-first engineering culture where teams use cutting-edge tools, ship with confidence, and are proud of what they build

Platform Modernization & Technical Excellence

• Modernize platforms to cloud-native architectures while maintaining the on-premises and air-gapped capabilities that win us deals in regulated industries—compliance is our competitive advantage
• Define technical roadmaps that balance innovation, operational excellence, and smart trade-offs aligned to where markets are heading
• Build for global scale supporting ISVs across technology/software, financial services, healthcare, pharma, manufacturing, oil & gas, and business services
• Enable EMEA expansion where data sovereignty and GDPR compliance accelerate rather than slow us down

Executive & Board Partnership

• Present technology strategy and progress directly to PE investors and board members—you're the technical voice shaping business direction
• Serve as technical advisor to CEO and business unit leadership on strategic decisions
• Translate technical capabilities into competitive differentiation and business outcomes that drive ARR, retention, and market position

YEAR 1 SUCCESS METRICS

• Ship portfolio rationalization with clear integration roadmap that the business rallies behind
• Rapidly expand our existing AI capabilities that further the Data & Analytics business unit as an innovation leader in embedded analytics and agentic data access
• Deliver internal AI productivity gains showing measurable impact on engineering velocity and code quality
• Optimize engineering organization with improved delivery cadence and team engagement
• Earn PE and board credibility through strategic presentations connecting technology to business outcomes
• Enable sales wins with technical differentiation in on-prem deployments for regulated industries
• 15+ years technology leadership with 8+ as CTO/VP Engineering leading 100+ person organizations
• Scaled platforms from $50M+ to $200M+ revenue with measurable business impact
• Led platform modernization for enterprise software—you've transformed what's already running at scale
• Built and led global engineering teams across North America, Europe, and Asia with strong retention
• Engineering degree or equivalent technical depth—you engage credibly with senior engineers and architects
• Track record using AI to transform internal operations, not just building AI products

TECHNICAL REQUIREMENTS

• Expert in SaaS architecture, cloud-native design, microservices, and platform engineering at scale
• Deep understanding of data infrastructure: connectivity protocols, semantic layers, data virtualization, modern data stack
• Experience with embedded analytics, BI tools, and ISV application integration patterns
• Knowledge of AI/ML systems: GenAI analytics, RAG, LLM applications, agentic AI architectures
• Expertise in enterprise deployment models: on-premises, cloud, hybrid, air-gapped for regulated industries
• Understanding of AI-augmented development: ML-powered coding tools, automated testing, intelligent DevOps
• Hands-on with modern practices: CI/CD, security, observability, developer experience

LEADERSHIP PROFILE

• You build organizations that ship—defining strategy while growing team capability to execute
• Influence across product, sales, marketing, customer success without needing org chart authority
• Executive presence for board discussions and customer engagement—you shift between technical depth and business impact
• Comfortable with ambiguity and portfolio complexity from acquisitions—you simplify what's complicated
• Balance strategic architecture with pragmatic delivery—you know when to build for future vs. ship today
• Transform engineering into growth engines driving revenue outcomes, not just features
• Navigate organizational dynamics with trust-building and momentum even in complex environments

DIFFERENTIATORS

• CTO/senior technology leader through successful exit or IPO
• Led technology for PE-backed software companies balancing growth and capital efficiency
• Built or scaled data infrastructure, analytics, or AI/ML platforms serving enterprise ISVs
• Pioneered AI-augmented engineering workflows that demonstrably improved team productivity
• Shipped products requiring on-prem/air-gapped deployment in finance, healthcare, pharma, manufacturing, oil & gas
• Technical thought leadership in embedded analytics or data connectivity space
• Led geographically distributed engineering teams

STRUCTURE

• Reports to President and General Manager, Data & Analytics
• Oversees VP of Engineering and partners with VP of Product Management

• Remote (US-based preferred)

• 10-25% travel for board meetings, customer engagement, team collaboration
• Leads global engineering and architecture across North America, Europe, India, China

WHY THIS ROLE

You'll architect the technical foundation for capturing the $104B agentic AI data access market while accelerating a proven $150M embedded analytics business serving leading ISVs like Salesforce, Databricks, SAP Concur, Qlik, Snowflake, and Microsoft. As the underlying infrastructure technology with potential to power intelligent experiences across insightsoftware's 34,000+ customer base, your work defines how enterprise software becomes genuinely intelligent.

This is the rare combination of meaningful scale with genuine transformation. Rationalize acquired platforms and make bold architectural bets. Define category-creating AI capabilities both in products and in how we build software. Lead brilliant global teams in an AI-first culture backed by PE resources, positioned where on-prem deployments are competitive advantages, not legacy constraints.

Our North Star: make our customers' products the smartest person in the room. You'll define how we deliver technically.

** At this time insightsoftware is not able to offer sponsorship to candidates who are not eligible to work in the country where the position is located. **

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At insightsoftware, we are committed to equal employment opportunity regardless of race, color, ethnicity, ancestry, religion, national origin, gender, sex, gender identity or expression, sexual orientation, age, citizenship, marital or parental status, disability, veteran status, or other class protected by applicable law. We are proud to be an equal opportunity workplace.