Founding CTO at Redbolt.ai 

Redbolt AI is the security and reliability layer for in-production AI systems. It’s the commercial open core evolution of NVIDIA's open source red-teaming framework, garak, and NeMo Guardrails. Redbolt builds on trusted open source technology and adds the security layer that empowers users to deploy AI at scale.

We're looking for a Founding CTO to build Redbolt into an era-defining AI technology. As the founding CTO, you’ll define initial product vision, build commercial features and an engineering team to accelerate product velocity, get closer to customers, and deepen open-source contributions to NVIDIA's Garak. 

The opportunity

The market for AI security is early but moving fast. The risks of unguarded AI systems are well-known but the infrastructure to protect against these risks don’t really exist yet.

Redbolt starts with a meaningful foundation: NVIDIA's open-source tools already have community traction and credibility. Your job is to turn that into a product and company that enterprises depend on.

If you've been looking for the right moment to build something that matters, this is it.

The role

As the technical founder, you will: 

• Defining the vision. What should this company become? What's the product roadmap that turns open-source adoption into a billion-dollar enterprise business? You'll own that strategy.
• Building the foundation. You're writing code, shipping product, and making architectural decisions that will compound for years.
• Hiring the team. You'll recruit and lead the engineers who build Redbolt alongside you.
• Partner with a CEO. Once there's traction, OCV will lead a search for a co-founder CEO to partner with you - someone to own go-to-market, fundraising, and business operations while you own product and engineering. You'll be deeply involved in selecting that person.

About you 

You're a deep technical expert in LLM security, ML engineering, or adjacent infrastructure. You understand how these systems fail and how to prevent them.

You've operated at a high level technically: staff/principal engineer, engineering lead, or founded something yourself.

You're entrepreneurial. You've been waiting for the right opportunity to build something from the ground up, with real support and resources behind you.

You have conviction about the AI security space. You've thought about what needs to exist and have opinions about how to build it.

About Open Core Ventures

"As software has eaten the world, open source is eating software." — Peter Levine

Commercial open source software companies have captured hundreds of billions in enterprise value—yet this represents only a fraction of the trillions delivered by OSS today. We're still in the early innings.

GitLab co-founder and executive chair Sid Sijbrandij started Open Core Ventures (OCV) to accelerate this opportunity. We start companies around promising open source projects—the same approach that took GitLab from OSS project to IPO in seven years.

We recruit founders and help them reach escape velocity. We’ve started 30+ companies around open source projects, including Fleet, FlowFuse, and Mermaid Chart. 

You can read more about our approach in our public handbook.

The Company

Outrider is a software company that is automating distribution yards with electric, self-driving trucks. Our system eliminates manual tasks that are hazardous and repetitive while it improves safety and efficiency. Outrider’s mission is to drive the rapid adoption of sustainable freight transportation. We are a private company founded in 2018 and backed by NEA, 8VC, Koch Disruptive Technologies, NVIDIA, and other top-tier investors. Our customers are Fortune 200 companies and our autonomous trucks are already running in distribution yards. For more information, visit www.outrider.ai

Overview

The Manager,Cloud and Data will report to the VP of Engineering and lead the Cloud and Data team. This individual will lead the team to architect, implement, and operate critical scalable data infrastructure for a geographically distributed robot fleet and company.

Key Responsibilities

• Mentor team members
• Architect, build, and maintain scalable data infrastructure
• Manage the day-to-day of team members
• Support long term planning, scheduling and budgeting
• Support hiring, mentoring and team growth
• Contribute generally to the growth and success of the Company and the building of a vibrant culture focused on the responsible deployment of zero-emission autonomous vehicle technology.
• Effectively partner with others in the organization with thoughtfulness and empathy

Required Qualifications

• 3+ years of technical experience in data engineering, including expertise with SQL, Python, distributed processing (e.g., Spark/PySpark), ETL/ELT, and cloud services (AWS/GCP)
• 2+ years of team management experience, including hiring, mentoring, and retaining high-impact, diverse teams
• Experience evaluating and integrating external services and software
• Experience leveraging agentic AI for team and organizational succes

Ideal Qualifications

• Experience with IoT and related technologies
• Experience with PostgreSQL, Clickhouse, Streamlit, AWS Batch, and streaming data tools (e.g., Kafka/Flink), modern data warehouses (e.g., Snowflake/Athena(Trino)), and Kubernetes (k8)

Compensation & Benefits

• Salary: $140,000 - $160,000
• Equity: equity package commensurate on experience and skills
• Benefits: Full health benefits
• Actual compensation is based on several factors, including but not limited to job-related skills, qualifications, experience, and specific work location due to differences in the cost of labor

About the Role 

We’re looking for a highly motivated, analytical Sales Operations Specialist to join our growing team. This role sits within Revenue Operations and partners closely with Sales, Sales Enablement, Marketing, IT, Finance, and Customer Experience to improve operational efficiency, strengthen data integrity, and scale our revenue systems. You’ll be a hands-on Salesforce power user/admin who also loves connecting systems, improving processes, and applying automation/AI to help teams sell smarter. 

This is an ideal role for someone who is detail-oriented, curious, and eager to build best-in-class workflows and reporting across a modern GTM tech stack. 

What You’ll Do  

Lead CRM Data Hygiene & Governance 

• Drive ongoing data hygiene efforts including de-duplication, enrichment, lifecycle management, and compliance. 
• Establish and maintain data standards, field definitions, and operational guardrails in partnership with cross-functional teams. 
• Ensure pricing, products, and contract-related records are accurate and accessible for leadership. 

Drive CRM, Automation, and AI Improvements that Move the Needle 

• Support Salesforce workflows, automations, and user experiences that increase seller productivity and data quality. 
• Identify high-impact opportunities for AI-enabled enhancements (e.g., routing, enrichment, activity capture, pipeline hygiene, forecasting support). 
• Partner with stakeholders to translate business needs into scalable system solutions. 
• Support integration troubleshooting, monitoring, and documentation to ensure reliable data flow and clean handoffs between systems. 

Build Reporting, Insights, and Operational Confidence 

• Create and enhance Salesforce reports and dashboards to support pipeline visibility, activity tracking, funnel performance, and operational KPIs. 
• Support BI workflows and stakeholder reporting needs (e.g., Power BI). 
• Collaborate with data teams on data transformations/queries as needed (SQL-heavy environment). 

Project & Change Management + Enablement Partnership 

• Drive planning, prioritization, and delivery of RevOps system projects and enhancements. 
• Partner with Sales Enablement to monitor adoption, launch improvements, and deliver training and communications. 
• Build and maintain process documentation, tool training materials, and integration documentation. 
• Support user onboarding/offboarding across the revenue tech stack and maintain internal knowledge articles. 

Additional Revenue Operations Support 

• Maintain pricing and contract records in Salesforce and systems like LinkSquares (and/or DocuSign). 
• Perform other Revenue Operations and data-related tasks as needed.  

What You’ll Bring (Requirements) 

• 3+ years in a Revenue Operations / Sales Operations function with a focus on systems, process, and business operations. 
• Salesforce Administrator experience (3+ years) including configuration, customization, automations/flows, reports, dashboards, and security/access fundamentals. 
• 1 to 3 years of experience using AI tools (Clay, ChatGPT/Claude) to automate go to market tasks and build agentic workflows.
• Strong working knowledge of Salesforce Sales Cloud (bonus for Revenue Cloud and/or Service Cloud). 
• Strong working knowledge of SQL (comfort writing queries to validate, troubleshoot, and analyze GTM data). 
• Strong proficiency with Excel (advanced formulas, pivot tables, data visualization). 
• Experience supporting and/or owning system integrations (APIs, middleware concepts, data mapping, sync behavior, error handling). 
• Experience with BI and reporting tools such as Power BI (or equivalent). 
• Strong project management skills: scoping, prioritization, documentation, stakeholder alignment, and execution. 
• Excellent interpersonal and communication skills, able to explain technical concepts to non-technical stakeholders. 
• Ability to thrive in a fast-paced environment with multiple priorities and evolving requirements. 
• A builder mindset: curiosity, strong ownership, and a passion for learning new technologies.  

Preferred Qualifications (Nice-to-Have) 

• Experience with Databricks (or modern data platforms/warehouses). 
• Experience with SOQL tooling and admin accelerators (e.g., Salesforce Inspector, Workbench, AppExchange tools). 
• Familiarity with data enrichment and routing best practices.  

What Success Looks Like 

• Salesforce is trusted: cleaner data, fewer duplicates, consistent definitions, and better governance. 
• The revenue tech stack “just works”: integrations are stable, documented, and easy to troubleshoot. 
• Sellers and leaders have clear visibility: dashboards and reporting are adopted and actionable.