Charlie S.

We build your AI company brain | GTM Lead @ KayOS

London5.6k followers
KayOSex-Around the Worldex-Moss

Your company's knowledge should compound over time, not decay every time someone leaves or a thread gets buried. KayOS builds a private AI for your business.

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It connects to the tools you already use, learns your context continuously, and turns scattered information into a living intelligence that gets sharper every week. We don't ask you to rip anything out. We make what you already have work together. Head of GTM at KayOS. 10+ years in B2B sales. Building the go-to-market function from zero and sharing the lessons here.

Career Timeline

JobSchool

GTM Index

  1. KAYOSJOB
    1. Founding GTM Lead
      8M
  2. MOSSJOB
    1. Mgr, BD
      11M
  3. PENDO.IOJOB
    1. Senior Mgr, BD - EMEA
      1Y 1M
  4. REDIS LABSJOB
    1. Mgr, Sales Development - E…
      1Y 2M
  5. MOVEWORKSJOB
    1. Mgr, Sales Development, EMEA
      2Y
    2. Team Lead, Sales Development
      3M
  6. CLOUDINARYJOB
    1. Senior SDR - Dynamic Media…
      2Y 3M
  7. AROUND THE WORLDJOB
    1. Career Break / Backpacker
      1Y 2M
  8. ONE LANGLEYJOB
    1. Lead Recruitment Consultant
      5Y 11M

Time in market 14Y 9MOpen 3Closed 8Stints 11

gtmindex.io/p/charlie-s-5199b776

  1. Job: Around the World — Career Break / Backpacker · 2017-02 – 2018-04 · 1y 2mo — Travelled India, Sri Lanka, Thailand, Cambodia, Vietnam, Philippines and Australia. Whilst on a working holiday visa in Australia I worked for two companies each on a 6-month contract. These were; - Continuum Recruitment - Syndey- Tech Recruiter - Criterion Conferences - Sydney - Sales Lead
  2. Job: Moss — Manager, Business Development · 2025-03 – 2026-02 · 11 mo — Leading outbound BDRs at Moss - Spend Management Software - (Corporate Cards, Expenses + Reimbursements, Procure 2 Pay Accounts Payable)
  3. Job: Pendo.io — Senior Manager, Business Development - EMEA · 2024-02 – 2025-03 · 1y 1mo — Oversaw the entire BDR and SDR org for Pendo in the EMEA region, sitting within the SLT, leading both outbound and inbound functions. Target attainment, FY24: S1 = 150% S2 = 120%
  4. Job: One Langley — Lead Recruitment Consultant · 2012 – 2017 · 5y — Recruiting technologists and mathematicians into quantitative hedge funds, algorithmic trading firms, and AI/ML start-ups.
  5. Job: Moveworks — Team Lead, Sales Development · 2020-09 – 2020-12 · 3 mo — **🌍 First International hire outside of the US:** - Pioneered Moveworks' sales development expansion outside the US, generating pipeline across the entire EMEA region. - 🚀 Spearheaded building an elite-performing SDR organization at a rapidly growing "hyper-growth" AI startup. **🏆 Company Records as an Individual Contributor:** - Set company records for the most SAO's set in a day, week, month, quarter and year and for the highest amount of sales qualified pipeline contributed in FY21 **Individual Contributor Attainment:** September '20: 145% attainment. October '20: 150% attainment. November '20: 160% attainment. December '20: 140% attainment. January '21: 200% attainment. February '…
  6. Job: Redis Labs — Manager, Sales Development - EMEA and APAC · 2022-12 – 2024-02 · 1y 2mo — I led the inbound and outbound BDR team at Redis My team was globally dispersed, with reps located in the UK 🇬🇧, France 🇫🇷, Netherlands 🇳🇱, Spain 🇪🇸, Germany 🇩🇪, Israel 🇮🇱, India 🇮🇳 and Singapore 🇸🇬. Drove sales-qualified pipeline for Redis in the Mid Market and Enterprise segments.
  7. Job: Moveworks — Manager, Sales Development, EMEA · 2020-12 – 2022-12 · 2y — 📅 FY22 January: 🚀 Expanded team to six representatives within 30 days across 🇬🇧 London, 🇫🇷 Paris, and 🇦🇺 Sydney. 🔄 Managed the transition and successful implementation from ZoomInfo to Cognism, working closely with our sales operations team. 💯 118% team attainment. 🔝 FY22 Q4 Summary: 105% team attainment. 📅 FY23 - February: 🇫🇷 Hired second SDR in Paris. 💥 200% team attainment. 📅 FY23 - March: 💪 256% team attainment. 📅 FY23 - April: 🎯 177% team attainment. 💫 FY23 Q1 Summary: 204% quota attainment. 📅 FY23 May: 💪 256% team attainment. 📅 FY23 June: 🎯 180% team attainement. 📅 FY23 July: 💯 320% team attainment. 📅 FY23 August: 👊 160% team attainment. 📅 FY23 S…
  8. Job: KayOS — Founding GTM Lead (Founding GTM) · 2026-02 – present · 6 mo — founding hire, zero to one. responsible for: sales strategy, pipeline architecture, partnership development, and revenue generation
  9. Job: Cloudinary — Senior SDR - Dynamic Media Management | AI & Automation | UK & Nordics · 2018-06 – 2020-09 · 2y 3mo — Cloudinary is a SaaS that streamlines a website's entire image and video management pipeline, the A to Z digital management solution - upload, storage, administration, manipulation, optimization and delivery. Using Cloudinary you can easily move all your website’s images and other assets to the cloud. Automatically perform smart image resizing, cropping, merging, overlay, watermark, apply effects, rotations and perform format conversions. All this without installing any complex software. • Helping enterprise businesses from the UK and Nordics in using cloud-based media management solutions • Prospecting new accounts via LinkedIn Sales Nav, ZoomInfo and Lusha, educating, qualifying, and de…
  10. School: Stanmore College — BTEC, Business, Finance, Marketing
  11. School: JFS School — High School

Skills

MakeSDR LeadershipDatabasesNoSQLSales LeadershipOutbound SalesInbound SalesNatural Language GenerationConversational AISales CoachingMEDDIC Sales MethodologySales DevelopmentExecutive SearchHedge FundsContract RecruitmentIT RecruitmentRedisArtificial Intelligence (AI)Natural Language Processing (NLP)Natural Language UnderstandingBusiness Development

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