James Kaikis
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James Kaikis Email & Phone Number

Co-Founder, AI Sales Studio at GTMshift
Location: Chicago, Illinois, United States 24 work roles 3 schools
1 work email found @presalescollective.com 8 phones found area 415, 329, and 702 LinkedIn matched
✓ Verified August 2026 4 data sources Profile completeness 100%

Contact Signals · 1 work email · 8 phones

Work email j****@presalescollective.com
Direct phone (415) ***-****
LinkedIn Profile matched
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Current company
Role
Co-Founder, AI Sales Studio
Location
Chicago, Illinois, United States

Who is James Kaikis? Overview

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Quick answer

James Kaikis is listed as Co-Founder, AI Sales Studio at GTMshift, based in Chicago, Illinois, United States. AeroLeads shows a work email signal at presalescollective.com, phone signal with area code 415, 329, 702, and a matched LinkedIn profile for James Kaikis.

James Kaikis previously worked as Chief Revenue & Experience Officer (CRXO) at Testbox and Head of Go-To-Market / Chief Solutions Officer at Testbox. James Kaikis holds Master Of Business Administration (M.B.A.) from University Of Nevada-Las Vegas.

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Email format at GTMshift

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{first}.{last}@presalescollective.com
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Profile bio

About James Kaikis

My passion for delivering exceptional customer experiences has been a constant theme throughout my journey, starting from my career in hospitality at Hyatt.Later, I became a solutions consultant for globally recognized companies like Showpad and Salesforce.Driven by this passion, I founded the PreSales Collective, the largest global community for PreSales professionals. Since its inception in 2020, the community has grown to over 35,000 members worldwide, with four different lines of business and nine full-time employees. In November 2021, we achieved a significant milestone when the PreSales Collective was successfully acquired by a stealth community business.My journey from hospitality to technology has given me a unique perspective as an operator. I excel in sales strategy and execution, customer relationship management, social selling, SaaS and technology solutions, team leadership and management, PreSales operations, and business development. Throughout my career, I’ve consistently driven revenue growth, developed strategic solutions tailored to client needs, and built and led high-performing teams.At TestBox, I’m excited to leverage my expertise and passion to help build and grow businesses in the modern GTM landscape.

Listed skills include Event Management, Hospitality, Customer Service, Sports, and 40 others.

Current workplace

James Kaikis's current company

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GTMshift
Gtmshift
Co-Founder, AI Sales Studio
Chicago, IL, US
AeroLeads page
24 roles

James Kaikis work experience

A career timeline built from the work history available for this profile.

Co-Founder, Ai Sales Studio

Chicago, Il, Us

Chief Revenue & Experience Officer (Crxo)

Current

San Francisco, California, Us

Dec 2024 - Present

Head Of Go-To-Market / Chief Solutions Officer

San Francisco, California, Us

Give your sales organization reliable, personalized, AI-generated product demos and instant sandboxes so they can focus on winning more instead of managing demo environments.

Dec 2023 - Dec 2024

Founder

Current

Chicago, Il, Us

Ad-Hoc Go-To-Market Consulting Since 2019 (Formerly An Organizational Shift).In the rapidly changing tech landscape, traditional revenue-generating strategies for SaaS and software companies are often outdated and inadequate. We’re convinced that many prevailing sales motions don’t align with the modern buying and selling landscape, necessitating a fresh Go-To-Market approach. At GTMshift, we recognize that most Go-To-Market strategies are internally focused, overlooking the impact on the customer journey throughout the Customer Life Cycle.We believe that it’s time for a paradigm shift in the way enterprises go to market and manage customer journeys. Our team, a blend of seasoned strategists and tech aficionados, is devoted to influencing business leaders in redefining their Go-To-Market strategies and championing win-win outcomes for companies and their customers. To equip you with our Go-To-Market insights and practical recommendations, our leading experts have curated some resources that you can download: www.gtmshift.comIf you are interested in co-authoring a piece, please reach out to info@gtmshift.com.

Jan 2019 - Present

Senior Advisor

Current

Pleasanton, California, Us

Oct 2023 - Present

Strategic Advisor

Current

San Francisco, Us

https://quilt.app/blog/announcing-quilts-seed-round

Oct 2023 - Present

Limited Partner

Current

Scottsdale, Az, Us

Nov 2021 - Present

Limited Partner, Stage 2 Capital Catalyst

Current

Virtual, Us

The Stage 2 Capital Catalyst supports early stage B2B software companies in scaling their businesses by combining Venture Capital and Go-To-Market, empowering founders with hands-on coaching from an unrivaled network of go-to-market leaders.

Mar 2022 - Present

Expert

Current

New York, New York, Us

As an Expert, I provide strategic advice and guidance to founders and operators within the Primary portfolio and broader network. Experts enjoy access to early stage businesses, emerging trends and technology, and an expanded network of exceptional leaders, and resources through a top-tier seed-stage firm. Primary is New York City’s premier early stage venture firm working alongside founders to build unicorns like Alloy, Chief, Electric, K Health, Slice, and many more.

Oct 2023 - Present

Co-Founder

Chicago , Illinois , Us

We're on a mission to make tech jobs accessible to people from all backgrounds, for a more diverse and inclusive futures.PSA. teaches you everything you need to know to be job ready with our 10-week online program.We believe that everyone deserves the opportunity to lead a prosperous and fulfilling career. Our Academy program aims to provide the underrepresented with access to highly sought after careers in the booming tech industry. We identify untapped talent, provide training for in-demand PreSales jobs, and fast-track hiring at top companies.www.presalesacademy.com

Jul 2021 - Jun 2023

Host: The Presales Podcast

Chicago, Illinois, Us

https://www.presalescollective.com/podcastPreSales Podcast is dedicated to bringing awareness to the amazing work being done by amazing PreSales professionals around the globe. Launched every Monday at 5 am CT, PreSales Podcast is the podcast for Sales Engineers, Solutions Consultants, Solution Architectures, Value Engineers, and all future PreSales professionals. Spotify: https://spoti.fi/2CwKZTy Apple: https://apple.co/30yRvBq Google: https://bit.ly/3hk9YbB

Jun 2020 - Jun 2023

Co-Founder

Chicago, Illinois, Us

The PreSales Collective is a global community of over 35,000 PreSales professionals brought together to help one another grow and learn. We aim to elevate the PreSales profession by setting the standard of excellence, ensuring PreSales is recognized as an essential contributor to organizational growth, and supporting all PreSales professionals who are charting this course. Our vision is to create a global community of professionals who have a passion for PreSales. A place where individuals in a PreSales role, or anyone who aspires to be, will be supported in their professional development.Our Values:Serve as a Catalyst for ChangeCultivate Community through BelongingSupport Personal and Professional GrowthAdvocate Equal Opportunity for All

Jan 2020 - Jun 2023

Director, Solutions Engineering

San Francisco, California, Us

Feb 2021 - Feb 2021

Senior Manager, Solutions Engineering

San Francisco, California, Us

Oct 2019 - Jan 2021

Director Of Solution Engineering, Americas

Ghent, Be

Showpad is the leading sales enablement platform for the modern seller. Showpad’s all-in-one platform empowers sales and marketing teams to engage buyers through industry-leading training and coaching software and innovative sales content and engagement solutions.

Jun 2018 - Oct 2019

Manager Of Sales Engineering

Ghent, Be

Jan 2016 - May 2018

Sales Engineer / Professional Services Consultant

Ghent, Be

Pre & Post Sales Professional Services Consultant

Sep 2015 - Dec 2015

Customer Engagement Manager, Professional Services

Palo Alto, Ca, Us

Project manager of approximately 30 - 50 onboarding/implementations per month. Customer Engagement Manager for EMEA (Europe, Middle East, Africa) & USA. Lead technical integration with host customer systems (Property Management Systems). Develop automated on-boarding processes to streamline internal efficiencies.Consult with individual hotels on implementing best practices into hotel operations.

Jul 2014 - Sep 2015

Front Office Manager

San Francisco, Ca, Us

Manage Front Desk of newly transformed AAA Four Diamond 660 room hotel.Serve as acting Hotel Manager with sole responsibility for hotel operations and guest satisfaction.Implemented and oversee loyalty program to increase NPS (Likelihood to Recommend) scores.Conduct all staff trainings and meetings to increase awareness and knowledge of customer wants/needs as well as continual education of hotel procedures to ensure Grand Hyatt is producing top tier customer service.Responsible for payroll and scheduling for union employees including meetings with union representatives to guarantee hotel compliance with all Local 2 and 856 Union rules and regulations.

Dec 2013 - Jul 2014

V.I.P. Manager

Chicago, Us

Ensured the highest level of guest satisfaction at AAA Four Diamond 1,230 guest room Hyatt Regency propertyCreated VIP program for the hotel with goal of establishing relationships with VIP guests and driving customer retention. Implementation of VIP program resulted in highest NPS scores in a 4 year spam. Manage relationships with local businesses to optimize options to deliver guest best customer service experience.Collaborate with multiple departments to ensure guests receive highest priority service.

Jul 2012 - Dec 2013

Director Of Operations, Student Recreation And Wellness Center (Graduate Assistant)

Las Vegas, Nv, Us

Jun 2011 - Jul 2012

Director Of Club Sports (Graduate Assistant)

Athens, Ohio, Us

Aug 2010 - Jun 2011
3 education records

James Kaikis education

Master Of Business Administration (M.B.A.)

University Of Nevada-Las Vegas

Master’S Degree, Sports Sciences

Ohio University

Bachelor’S Degree, Education

University Of Nevada-Las Vegas
FAQ

Frequently asked questions about James Kaikis

Quick answers generated from the profile data available on this page.

What company does James Kaikis work for?

James Kaikis works for GTMshift.

What is James Kaikis's role at GTMshift?

James Kaikis is listed as Co-Founder, AI Sales Studio at GTMshift.

What is James Kaikis's email address?

AeroLeads has found 1 work email signal at @presalescollective.com for James Kaikis at GTMshift.

What is James Kaikis's phone number?

AeroLeads has found 8 phone signal(s) with area code 415, 329, 702 for James Kaikis at GTMshift.

Where is James Kaikis based?

James Kaikis is based in Chicago, Illinois, United States while working with GTMshift.

What companies has James Kaikis worked for?

James Kaikis has worked for Gtmshift, Testbox, Provarity, Quilt, and Gtmfund.

How can I contact James Kaikis?

You can use AeroLeads to view verified contact signals for James Kaikis at GTMshift, including work email, phone, and LinkedIn data when available.

What schools did James Kaikis attend?

James Kaikis holds Master Of Business Administration (M.B.A.) from University Of Nevada-Las Vegas.

What skills is James Kaikis known for?

James Kaikis is listed with skills including Event Management, Hospitality, Customer Service, Sports, Event Planning, Management, Leadership, and Hospitality Management.

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