Jerry O'Shea

AI + GTM

Boston10.9k followers
Not Your Average BDRex-Matillionex-Image Relay

Career Timeline

JobSchool

GTM Index

  1. NOT YOUR AVERAGE BDRJOB
    1. Founder
      5M
  2. CLAYJOB
    1. Clay Club Boston Host
      3M
  3. MATILLIONJOB
    1. AI Agents & GTM Eng
      1Y
  4. IMAGE RELAYJOB
    1. GTM
      1Y 5M
  5. CANDUJOB
    1. Head of Sales
      2Y 5M
  6. DATAROBOTJOB
    1. Account Executive
      2Y 2M
  7. INSIGHTSQUAREDJOB
    1. Senior Account Executive
      3Y 2M
  8. U.S. BANKJOB
    1. Portfolio Administrator
      4Y 11M
  9. SALVE REGINA UNIVERSITYSCHOOL
    1. Bachelor's degree, Pre-Law…
      4Y 11M

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

gtmindex.io/p/jerry-oshea

  1. Job: Not Your Average BDR — Founder · 2026-05 – present · 3 mo
  2. Job: Clay — Clay Club Boston Host · 2026-07 – present · 1 mo
  3. Job: Matillion — AI Agents & GTM Engineering · 2025-05 – 2026-05 · 1y — Working across our departments to identify opportunities to implement agents, automation and AI
  4. Job: Image Relay — GTM · 2023-11 – 2025-04 · 1y 5mo — Helped iterate & build the existing Revenue Machine & Strategy. Canto acquired Image Relay in October 2024
  5. Job: Candu — Head of Sales · 2021-05 – 2023-10 · 2y 5mo — 1st GTM hire, built the GTM machine
  6. Job: DataRobot — Account Executive · 2019-03 – 2021-05 · 2y 2mo
  7. Job: InsightSquared — Senior Account Executive · 2016-01 – 2019-03 · 3y 2mo
  8. Job: U.S. Bank — Portfolio Administrator · 2012 – 2016 · 4y
  9. School: Salve Regina University — Bachelor's degree, Pre-Law Studies · 2008 – 2012

Skills

Environmental AwarenessBudgetsSustainabilityOperations ManagementContract NegotiationEnvironmental ComplianceRisk ManagementTeam BuildingPublic SpeakingSalesResearchTrainingAnalysisManagementOutlookCustomer ServiceLeadershipMicrosoft ExcelMicrosoft OfficePowerPoint

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