James Kaikis
The B2B sales cycle is collapsing. I highlight how GTM Operators navigate the change. | GTMshift + SolutionExec | Co-Founded PreSales Collective (Acq. 2021)
The B2B sales cycle is collapsing. Most GTM teams haven't caught up yet.
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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 navigating the AI shift. Engineering Tailwinds is our flagship event series bringing together revenue and engineering leaders redefining how B2B companies go to market. SolutionExec - the first executive private network built exclusively for Solutions leaders in B2B SaaS. Co-founded with Jeff Margolese, GVP of Global Solutions at ServiceNow. I cover: The collapse of the traditional B2B sales cycle → AI's role in redefining how companies sell and buy → Why Solutions and PreSales is the most strategically critical GTM function right now Active on LinkedIn, Substack, and in rooms that matter. If you lead revenue, solutions, or GTM at a B2B SaaS company - follow me. com | com
GTM Index
- GTMFUNDJOB
- Limited Partner4Y 9M
Limited Partner
GTMfund
- SOLUTIONEXECJOB
- Co-Founder7M
Co-Founder
SolutionExec
- GTMSHIFTJOB
- Founder7Y 7M
Founder
GTMshift
- STAGE 2 CAPITALJOB
- Limited Partner, Stage 2 C…4Y 5M
Limited Partner, Stage 2 Capital Catalyst
Stage 2 Capital
- PAVILIONJOB
- CRO Functional Leader11M
CRO Functional Leader
Pavilion
- TESTBOXJOB
- Chief Revenue Officer (CRO)7M
Chief Revenue Officer (CRO)
TestBox
- Head of GTM1Y 3M
Head of Go-To-Market / Chief Solutions Officer
TestBox
- PRESALES ACADEMYJOB
- Co-Founder (Acquired, Nov…1Y 11M
Co-Founder (Acquired, Nov 2021)
PreSales Academy
- PRESALES COLLECTIVEJOB
- Host: The PreSales Podcast…3Y
Host: The PreSales Podcast (Acquired, Nov 2021)
PreSales Collective
- Co-Founder (Acquired, Nov…3Y 5M
Co-Founder (Acquired, Nov 2021)
PreSales Collective
- SYLVAJOB
- General Mgr (Post PSC Acqu…1Y 7M
General Manager (Post PSC Acquisition)
Sylva
- SALESFORCEJOB
- Dir, Solutions Eng0M
Director, Solutions Engineering
Salesforce
- Senior Mgr, Solutions Eng1Y 3M
Senior Manager, Solutions Engineering
Salesforce
- Job: Salesforce — Director, Solutions Engineering · 2021-02 – 2021-02
- Job: PreSales Academy — Co-Founder (Acquired, Nov 2021) · 2021-07 – 2023-06
- Job: TestBox — Chief Revenue Officer (CRO) · 2024-12 – 2025-07
- Job: TestBox — Head of Go-To-Market / Chief Solutions Officer · 2023-09 – 2024-12
- Job: GTMfund — Limited Partner · 2021-11 – present
- Job: SolutionExec — Co-Founder · 2026-01 – present
- Job: GTMshift — Founder · 2019-01 – present
- Job: PreSales Collective — Host: The PreSales Podcast (Acquired, Nov 2021) · 2020-06 – 2023-06
- Job: Pavilion — CRO Functional Leader · 2025-01 – 2025-12
- Job: Stage 2 Capital — Limited Partner, Stage 2 Capital Catalyst · 2022-03 – present
- Job: Salesforce — Senior Manager, Solutions Engineering · 2019-10 – 2021-01
- Job: Sylva — General Manager (Post PSC Acquisition) · 2021-11 – 2023-06
- Job: PreSales Collective — Co-Founder (Acquired, Nov 2021) · 2020-01 – 2023-06
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