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The New GTM Playbook: Winning in the Margins for B2B Tech
The GTM Playbook by James Kaikis
9 episodes
6 days ago
The traditional GTM Playbook is under attack as new, innovative motions emerge in B2B tech. Join James Kaikis, Chief Revenue & Experience Officer at TestBox, as he interviews b2b operating experts redefining the playbook by ‘winning in the margins’—tactics that focus on incremental innovation and leveraging non-obvious advantages. Tune in to stay ahead in the ever-changing world of go-to-market strategies in B2B tech.
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Business
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All content for The New GTM Playbook: Winning in the Margins for B2B Tech is the property of The GTM Playbook by James Kaikis and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
The traditional GTM Playbook is under attack as new, innovative motions emerge in B2B tech. Join James Kaikis, Chief Revenue & Experience Officer at TestBox, as he interviews b2b operating experts redefining the playbook by ‘winning in the margins’—tactics that focus on incremental innovation and leveraging non-obvious advantages. Tune in to stay ahead in the ever-changing world of go-to-market strategies in B2B tech.
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Business
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The Power of Alignment: How GTM Teams Can Deliver More Value Together with Jesse Dailey
The New GTM Playbook: Winning in the Margins for B2B Tech
41 minutes 46 seconds
11 months ago
The Power of Alignment: How GTM Teams Can Deliver More Value Together with Jesse Dailey

In this episode James Kaikis sits down with Jesse Dailey, SVP of Solution Engineering and Field CTO at People.ai, to talk about the critical importance of aligning go-to-market (GTM) functions to drive customer value and business growth. Drawing from his extensive career at Salesforce, Mixpanel, Talkdesk, and People.ai, Jesse shares insights on breaking down silos between sales, solution engineering, and customer success teams.

Jesse also shares his innovative approach to team collaboration, where pre-sales and post-sales functions work together as part of a unified account team. He also highlights the importance of staying engaged with customers beyond the sales process and creating a seamless journey through value checkpoints, ensuring customer goals are consistently met. He explains how aligning GTM teams improves efficiency, increases customer retention, and fosters long-term growth.

Key Takeaways:

  • Why aligned GTM teams are critical for delivering consistent customer value.

  • How to implement value checkpoints across the customer journey to drive retention.

  • Practical strategies for leveraging AI to improve team efficiency and customer outcomes.

Tune in to discover how to foster collaboration, scale success, and build a GTM strategy for the future.(06:45) Why aligning GTM teams is critical for customer value(12:30) Breaking silos: Sales, solution engineering, and customer success(19:20) The role of value checkpoints in improving retention(32:50) Lessons on risk-taking, team-building, and scaling efficiently


Follow Jesse on LinkedIn: https://www.linkedin.com/in/dailey/

More from The New GTM Playbook: 

Watch more episodes at: https://www.testbox.com/gtm

Subscribe to the newsletter: https://www.testbox.com/subscribe

Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/


The New GTM Playbook: Winning in the Margins for B2B Tech
The traditional GTM Playbook is under attack as new, innovative motions emerge in B2B tech. Join James Kaikis, Chief Revenue & Experience Officer at TestBox, as he interviews b2b operating experts redefining the playbook by ‘winning in the margins’—tactics that focus on incremental innovation and leveraging non-obvious advantages. Tune in to stay ahead in the ever-changing world of go-to-market strategies in B2B tech.