Samuel Cheung

Strategic Operations Leader & Builder | GTM Transformation · Corporate Planning · AI-Driven Operations · Cloud/SaaS

United States573 followers
Region Vii Area Agency On Agingex-Confluentex-Google

I'm a Strategic Operations leader and builder with 15+ years driving GTM transformation end-to-end — across post-IPO hypergrowth at Confluent, 0→1 product launches at Google, and AI-powered engagements across multiple industries.

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I do my best work when the problem isn't fully defined yet. I build the frameworks, programs, and infrastructure that bring clarity and structure to complex, fast-moving environments — combining operational execution with AI-driven workflow redesign and cross-functional influence to drive results that stick. Core areas of expertise: GTM Strategy & Planning · AI Strategy for Operational Efficiency · Consumption Model Transformation · Corporate Planning (LRP/AOP) · Cross-functional Program Leadership · Account Targeting & Segmentation

Career Timeline

JobSchool

GTM Index

  1. INDEPENDENTJOB
    1. AI Business Consultant
      1Y 2M
  2. CONFLUENTJOB
    1. Dir - GTM (GTM) Strategy &…
      3Y 10M
  3. GOOGLEJOB
    1. Head of GTM Programs and O…
      4Y
    2. Head of GTM Programs and O…
      2Y 2M
    3. Senior Program Mgr, GTM &…
      3Y 4M
    4. Technical Program Mgr - An…
      3Y 11M
  4. MICROSOFTJOB
    1. Software Design Eng
      5Y 9M

Time in market 23Y 9MOpen 3Closed 6Stints 9

gtmindex.io/p/samuellcheung

  1. Job: Independent — AI Business Consultant · 2025-08 – present · 1y — Developing AI-powered operational tools and GTM strategies for SMB clients — owning engagements end-to-end from diagnosis through execution across real estate, hospitality, and event management. · Designed and deployed a 0→1 AI-powered sales intelligence app for a restaurant group using Google AI Studio — aggregating data from 5 disparate delivery and POS sources into a single unified view — enabling data-driven decisions around staffing, pricing, and channel performance for the first time. · Built a GTM and pricing strategy for a new event services business — using AI to synthesize market comps, surface whitespace, and define a differentiated offering across backdrop, photo, and studio ser…
  2. Job: Confluent — Director - Go-to-Market (GTM) Strategy & Operations · 2022-07 – 2026-05 · 3y 10mo — Joined post-IPO in 2022 into a rapidly scaling environment — building GTM strategy and operations infrastructure from the ground up as Confluent grew to $1B in ARR run rate. · Designed and built Confluent's high-propensity account targeting framework — synthesizing internal and 3rd party data to identify and prioritize in-market accounts, driving field adoption through training and dashboards — resulting in 65% larger deal sizes, 4.4x higher win rates, and 4x greater conversion rates. · Developed and led 3 strategic growth programs across Digital Natives, Financial Services, and Confluent Platform — driving 65% YoY revenue growth in Digital Natives, exceeding the 53% target — with distinct…
  3. Job: Google — Head of Go-to-Market Programs and Operations - Google Maps Platform · 2018-06 – 2022-06 · 4y — · Built Google Maps Platform's foundational GTM playbooks from scratch — then led a team of program managers and strategists to iterate and scale them across three 0→1 product launches — as the business grew to $1B/year during my tenure. · Drove launch execution across Last Mile Fleet Solution, On Demand Rides & Delivery, and Maps Platform Gaming Solution — directly owning target account strategy and segmentation for Gaming — with Last Mile Fleet and On Demand Rides & Delivery each scaling to $100M+ in revenue. · Established core business operations — building TAM analysis, target account prioritization, and pipeline metrics to drive GTM strategy and investment decisions at the VP and GM le…
  4. Job: Google — Head of Go-to-Market Programs and Operations - Chrome OS · 2016-04 – 2018-06 · 2y 2mo — · Operated as Chief of Staff to the Chrome OS VP of Product — driving annual planning and overseeing a multi-million dollar global GTM budget across Product, Engineering, Marketing, and Operations. · Led a team of 5 program managers across US, Canada, UK, Singapore, and South Africa — driving annual device portfolio planning, GTM playbooks, and global launch execution including expansion into 5 new international markets.
  5. Job: Google — Senior Program Manager, GTM & Business Development - Emerging Markets · 2012-11 – 2016-03 · 3y 4mo — · Built GTM strategy across 5 APAC markets — closing strategic government deals with Ministries of Education across India, Thailand, Philippines, Indonesia, and Nepal — growing Google Apps for Education users by 7M+ across 10K+ schools and universities while managing a $10M global program budget. · Developed a partner ecosystem of 30+ Cloud partners and resellers across APAC — driving OEM and telco deals that launched Chromebooks for the first time in Thailand and Indonesia, establishing a competitive foothold against Microsoft and Apple.
  6. Job: Google — Technical Program Manager - Android & Search R&D · 2008-11 – 2012-10 · 3y 11mo — · Led data center infrastructure planning and global scale programs for Google Search R&D, Android Marketplace (now Play Store), and Android Music (now YouTube Music) — scaling Marketplace to 100M+ users and driving Music from 1M Beta users to GA rollout across 100M+ devices.
  7. Job: Microsoft — Software Design Engineer · 2003-01 – 2008-10 · 5y 9mo — · Developed and tested backend data storage systems for Hotmail — one of the world's leading email platforms — supporting a major infrastructure migration from Unix to Windows servers.
  8. School: UCLA — BS, Computer Sciences
  9. School: De Anza College — AA, Film Production

Skills

Go-to-Market StrategyBusiness OperationsBusiness TransformationSales StrategySales ProcessesAnalytical SkillsProduct Launch PlanningProduct LaunchEmerging MarketsInternational ExpansionStrategic PartnershipsEducational TechnologyOperational PlanningProgram ManagementStrategic PlanningArtificial Intelligence (AI)Business DevelopmentCross-functional CollaborationsPeople ManagementLeadership

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