James Gilbert πŸ™πŸ»

3x CMO | Father of 4 | GTM Operator | AI-Driven GTM Strategy | Scaling Startups to Market Leaders

Location n/a
Tdooz, Inc.ex-Pavilionex-Sendoso

Recent VP of Demand Generation at Bloomerang with a background as a 3X CMO.. I build revenue engines that scale.

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Over the last 22+ years I've helped startups, PE-backed companies, and growth-stage organizations transform marketing into a predictable driver of pipeline, revenue, and enterprise value. I thrive at the intersection of brand, demand generation, and AI-driven go-to-market strategy, translating innovation into market Start-up stages: Seed to Series D & $1M - $150MEnterprise experience at Cisco, Verizon, and AGCOCore expertise includes:- Building and scaling global marketing and growth organizations- Harnessing AI as a growth engine, with hands-on experience in agentic AI models, Voice AI, and leading platforms such as Claude (not just chat), n8n workflows, Replit, ChatGPT, Gemini, Perplexity, and more to transform marketing, customer experience, and operational efficiency- Partnering with CEOs, boards, and investors to guide companies through critical growth inflection points- Positioning organizations for long-term success through strategic storytelling, brand building, and market leadershipIn addition to my executive roles, I serve as an advisor to founders and leadership teams, an investor, and an author on the of future marketing, AI and modern go-to-market strategy. These roles keep me deeply connected to emerging technologies and the evolving growth landscape, enriching the perspective I bring to every company I help I bring a balance of strategic vision and operational rigor, ensuring marketing not only shapes the narrative but also drives measurable business impact in revenue not just pipeline. Today, I am focused on helping organizations harness AI and modern growth strategies to reach their next stage of expansion with clarity, momentum, and The power of humans in the world of AI has never been more important. It’s the balance of how they work together that I help people Bringing a healthy combination of AI and humanity back to business.

Career TimelineNOW β†’ PAST

GTM Index

  1. TDOOZ,JOB
    1. Advisor
      1Y
  2. AYARA,JOB
    1. Advisor
      2M
  3. PAVILIONJOB
    1. Member
      6Y 8M
  4. BLOOMERANGJOB
    1. VP Demand Generation
      2Y 5M
  5. GTM PARTNERSJOB
    1. GTM Ambassador
      2Y 10M
  6. NOBLEJOB
    1. Advisor
      1Y
  7. CLOUDSPOTJOB
    1. Strategic Advisor
      1Y
  8. SENDOSOJOB
    1. Advisor
      3Y 2M
  9. CMO COLLABORATIVEJOB
    1. SLC CMO Collaborative Chap…
      1Y
  10. FLIP (FORMERLY REDROUTE)JOB
    1. Chief Mktg Officer
      1Y 4M

Time in market 6Y 9MOpen 2Closed 8Stints 10

gtmindex.io/p/jrgilbert1

  1. Job: Pavilion β€” Member Β· 2019-11 – 2026-07
  2. Job: Sendoso β€” Advisor Β· 2021-02 – 2024-04
  3. Job: CloudSpot β€” Strategic Advisor Β· 2023-10 – 2024-10
  4. Job: Tdooz, Inc. β€” Advisor Β· 2025-08 – present
  5. Job: Flip (formerly RedRoute) β€” Chief Marketing Officer Β· 2022-05 – 2023-09
  6. Job: Ayara, LLC β€” Advisor Β· 2026-06 – present
  7. Job: noble β€” Advisor Β· 2024-06 – 2025-06
  8. Job: Bloomerang β€” Vice President Demand Generation Β· 2024-01 – 2026-06
  9. Job: CMO Collaborative β€” SLC CMO Collaborative Chapter Leader Β· 2023-01 – 2024-01
  10. Job: GTM Partners β€” GTM Ambassador Β· 2023-05 – 2026-03

Skills

n8nE-Commerce ConsultingClaude SkillsApple StoreMobile ApplicationsService DeliverySales ProcessesCommunity ManagementBoard RelationsCommunity DevelopmentCommunity EngagementBusiness OperationsOperational EfficiencyProfitable GrowthCampaign StrategiesMarket ShareMarketing OperationsAIOpsExpansion StrategyRevenue & Profit GrowthSales Organization Leadership

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