Lindsey Milberg

Enterprise AI GTM Lead @ Onyx AI | Security-First Knowledge Infrastructure

San Francisco5.2k followers
Onyx AIex-Blackboardex-Starburst

I work with customers where security sets the bar - defense manufacturers, financial services firms, and companies with GDPR and data residency requirements. My job is proving three things to their leadership: it won’t leak, it won’t mislead, and it won’t blow the

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My success has come from giving equal importance across the GTM Tripod. The first is landing the enterprise logos. The second is designing and refining the systems that make those wins repeatable: discovery frameworks, POC playbooks that turn one-off deals into a scalable engine. The third is establishing the feedback loop between customers and engineering to turn raw field signals into fuel for product development. It's the translation layer that helps engineering build out faster and better. I operate across all three and it makes the difference between a good quarter and a company that  Oracle, DataSift, Cloudera, Starburst, and now Onyx AI, my background traces the arc from data storage and big data infrastructure through data intelligence to enterprise AI. The work always involves first understanding the business problem, bringing my team and resources to co-design the architecture, and then forging the partnership from POC through close to beyond the renewal. This approach has enabled me to help dozens of customers make faster, better decisions with their own data. CORE SPECIALITIES: Building GTM Motions 0→1 ✦ GTM Strategy from Series A to Public ✦ B2B Enterprise Sales - Cloud, AI/ML, Analytics, Data Infrastructure ✦ Value Based & Consultative Selling ✦ C-Suite Stakeholder Engagement - CIO, CTO, CDO, CISO, CFO, CEO ✦ Enterprise Deal Structuring for Complex Sales Cycles ✦ Enterprise AI Deployment for Regulated-Industry Sales (Defence · GDPR · Financial) ✦ Open-Source to Enterprise Motion ✦ Sales Playbook & Messaging Development ✦ Technical Discovery & Architecture Conversations ✦ C-Suite & Security-Team Stakeholder Engagement

Career Timeline

JobSchool

GTM Index

  1. ONYX AIJOB
    1. Founding AE & GTM Lead
      11M
  2. LIGHTUP DATAJOB
    1. GTM Sales | Series A
      1Y 1M
  3. STARBURSTJOB
    1. Strategic AE | Series D
      1Y 11M
  4. CLOUDERAJOB
    1. Enterprise AE | Public
      4Y 11M
  5. REALMJOB
    1. Founding AE
      2Y
  6. DATASIFTJOB
    1. Founding AE
      4Y
  7. ORACLEJOB
    1. Emerging Markets AE | Public
      1Y 11M
  8. BLACKBOARDJOB
    1. Regional Sales Dir, Xythos
      2Y 11M

Time in market 18Y 7MOpen 2Closed 7Stints 9

gtmindex.io/p/lindseymilberg

  1. Job: Blackboard — Regional Sales Director, Xythos · 2008 – 2010
  2. Job: Starburst — Strategic AE | Series D · 2023 – 2024 — GTM Phase: OSS → Commercialization under Competitive Pressure Leveraged open-source adoption into enterprise deals, led feedback loops, working to improve repeatability. Drove strategic conversations that aligned community value to enterprise adoption.
  3. Job: Onyx AI — Founding AE & GTM Lead | Seed Funding · 2025-09 – present — GTM Phase: 0→1 Sales Lift-Off / Open-Source Community to Enterprise Motion Onyx AI provides the platform to securely apply intelligence to the data inside your environment with trust, control, and auditability. Your data, your infrastructure, and your choice of models for deploying sovereign AI in production. What our customers require today will be the market standard tomorrow.
  4. Job: Lightup Data — GTM Sales | Series A · 2024-08 – 2025-09 — GTM Phase: 0→1 Sales Buildout / Founder-led to scalable GTM Building pipeline from scratch, working early messaging, and focusing on creating a repeatable motion. Earned trust across product and leadership by focusing on repeatability and cooperation.
  5. Job: Realm Inc — Founding AE | Series B–C (Acquired by MongoDB) · 2016-07 – 2018-07 — GTM Phase: PLG → Enterprise Conversion Identified embedded usage, elevated technical value to exec buyers, aligned GTM/product. Shift from developer adoption over to strategic enterprise sales motion.
  6. Job: Oracle — Emerging Markets AE | Public · 2011 – 2012 — GTM Phase: Structured Enterprise Selling Built structured GTM foundation, executed cross-functional deals, and improved large-account selling skillset. Became more process-driven, customer-centered, and team-aligned.
  7. Job: Cloudera — Enterprise AE | Public · 2019 – 2023 — GTM Phase: Enterprise Transformation / Cloud Migration Navigated complex sales cycles, repositioned legacy platform, defended against cloud-native competition. Helped customers modernize with confidence by connecting on-prem history to hybrid multi-cloud strategy.
  8. Job: DataSift — Founding AE | Series (A/)B–C (Acquired by Meltwater) · 2012-07 – 2016-07 — GTM Phase: Early Growth / Scaling → Vertical Expansion Scaled early GTM success into targeted plays, supported ramping team and motion. Worked cross-functionally to connect customer insight with product development.
  9. School: University of Pennsylvania — Bachelor of Arts - BA, Modern European History

Skills

MakeKey Account DevelopmentNew Business SalesTerritory PlanningC-Level RelationshipsMachine LearningStrategic CommunicationsTechnical UnderstandingPipeline GenerationIntegrated MarketingBusiness InsightsPresentationsQuota AchievementCustomer SatisfactionDeveloper RelationsStrategic RelationshipsCross-functional Team LeadershipArtificial Intelligence (AI)CommunicationCustomer SuccessVoice of the Customer

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