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James Kaikis

Limited Partner at GTMFund

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Overview

James Kaikis is a Limited Partner at GTMFund[1][5]. Kaikis founded GTMshift in January 2019[4], a platform offering research, interviews, and live events for go-to-market leaders[2]. In 2020, Kaikis co-founded PreSales Collective, which grew to over 35,000 members across four business lines before being acquired by Sylva in 2021[2]. Following the acquisition, Kaikis served as General Manager at Sylva from November 2021 to June 2023[10]. Kaikis holds a Master of Business Administration from the University of Nevada-Las Vegas[11], a Master's Degree in Sports Sciences from Ohio University[12], and a Bachelor's Degree in Education from the University of Nevada-Las Vegas[13]. In addition to the GTMFund role, Kaikis serves as a Limited Partner at Stage 2 Capital[6] and as Co-Founder of SolutionExec[3].

Profile introduction
Source excerptLinkedIn [2]

The B2B sales cycle is collapsing. Most GTM teams haven't caught up yet. I've spent the last decade operating inside this shift — across Sales, Solutions, and GTM leadership at companies like Salesforce and Showpad, then as a founder. In 2020 I co-founded PreSales Collective, which grew to 35,000+ members across four business lines before being acquired by Sylva in 2021. That experience — building a category-defining community from zero — shapes everything I believe about where GTM is heading. Now I run two things: GTMshift - research, interviews, and live events for GTM leaders naviga…

Career history

  1. Co-FounderJan 2026 to presentSolutionExec
  2. FounderJan 2019 to presentGTMshift
  3. Limited PartnerNov 2021 to presentGTMFund
  4. Limited Partner, Stage 2 Capital CatalystMar 2022 to presentStage 2 Capital
  5. CRO Functional LeaderJan 2025 to Dec 2025Pavilion
  6. Chief Revenue Officer (CRO)Dec 2024 to Jul 2025TestBox
  7. Head of Go-To-Market / Chief Solutions OfficerSep 2023 to Dec 2024TestBox
  8. General Manager (Post PSC Acquisition)Nov 2021 to Jun 2023Sylva

Education

  1. Master of Business Administration (M.B.A.)University of Nevada-Las Vegas
  2. Master’s Degree, Sports SciencesOhio University
  3. Bachelor’s Degree, EducationUniversity of Nevada-Las Vegas

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