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The Helicopter CCO: Breaking Silos & Building Trust w/ Anthony DeShazor

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Manage episode 499676303 series 3664664
Content provided by Joe Di Grande. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Joe Di Grande or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

Anthony DeShazer shares how his protective approach to customer management earned him the reputation as "The VP of No" and how he transformed his leadership style to foster cross-functional collaboration. He reveals the journey from gatekeeping to enabling teams through a mindset shift from "No" to "Yes, and" thinking.
• Taking customer ownership to harmful extremes created organizational friction
• Solving customer confusion by requiring all teams to get "passports" to customer land
• Shifting from "No" to "Yes, but" to "Yes, and" approaches transformed team dynamics
• The customer journey must be owned by the company, not individual departments
• Creating data-driven triggers helps align teams around customer advocacy opportunities
• AI is revolutionizing how CS teams identify patterns and predict customer behaviors
• Revenue is a "full-contact team sport" requiring all departments to work together
• Executive coaching provides valuable perspective for leadership development
If you're in customer success, sales or other go-to-market motions, stick around to hear from the best. For more frameworks, tools, and automated playbooks, check out jodastech.com and subscribe to our newsletter.
🎙️ Guest: Anthony DeShazor
Chief Customer Officer | GTM & RevOps Architect | Former “VP of No”

📣 Find Anthony:
LinkedIn: https://www.linkedin.com/in/adeshazor/

📌 In This Episode:
Anthony joins Joe Di Grande on Customer [Un]Success to unpack the lessons behind earning — and evolving beyond — the title of “VP of No.” He shares how customer success leaders can go from gatekeeping to growth-enabling.

🔥 Topics Covered:
🟣 The real story behind “VP of No” and “Helicopter CCO”
🟣 How to shift from “No” → “Yes, but” → “Yes, and”
🟣 Why too many internal teams talking to the customer = chaos
🟣 Lessons on cross-functional alignment between CS, Sales & Marketing
🟣 The role of AI in building advocacy workflows
🟣 What happens when CS owns more of the GTM strategy
🟣 Self-awareness and humility in executive leadership
🟣 The importance of psychological safety on your team

💡 Shoutouts & Mentions:

🌐 Website
https://www.joedoestechtouch.com/

📰 Subscribe to the JDTT Newsletter –
Get raw insights, no-fluff frameworks, and tech touch tactics straight to your inbox: https://www.joedoestechtouch.com/jdttnewsletter
🎙️ Be a Guest on the Podcast
Have a CS horror story or digital-first strategy worth sharing? Submit to be a guest:https://www.joedoestechtouch.com/podcast

🔗 Connect with Joe on LinkedIn
https://www.linkedin.com/in/josephdigrande

📺 Watch Full Episodes on YouTube: https://www.youtube.com/channel/UCaH58ojbaWym4ej_PedQ4Fw

_______________________________

Tools:

Logitech Creators Blue Yeti USB Microphone: https://amzn.to/4nHOFDN

Logitech Brio 4K Webcam: https://amzn.to/3GtKsmx

Sony WH-1000XM4 Noise Cancelling Wireless Headphones: https://amzn.to/44Q0xv4

Apple 2024 MacBook Pro Laptop: https://amzn.to/4lH6u3W

  continue reading

Chapters

1. The VP of No: A Helicopter CCO (00:00:00)

2. From No to Yes And: Changing Leadership (00:08:44)

3. Customer Journey Ownership & GTM Alignment (00:17:37)

4. Data-Driven Customer Advocacy Strategies (00:26:05)

5. AI Applications in Customer Success (00:35:10)

6. Revenue as a Full-Contact Team Sport (00:45:17)

16 episodes

Artwork
iconShare
 
Manage episode 499676303 series 3664664
Content provided by Joe Di Grande. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Joe Di Grande or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

Anthony DeShazer shares how his protective approach to customer management earned him the reputation as "The VP of No" and how he transformed his leadership style to foster cross-functional collaboration. He reveals the journey from gatekeeping to enabling teams through a mindset shift from "No" to "Yes, and" thinking.
• Taking customer ownership to harmful extremes created organizational friction
• Solving customer confusion by requiring all teams to get "passports" to customer land
• Shifting from "No" to "Yes, but" to "Yes, and" approaches transformed team dynamics
• The customer journey must be owned by the company, not individual departments
• Creating data-driven triggers helps align teams around customer advocacy opportunities
• AI is revolutionizing how CS teams identify patterns and predict customer behaviors
• Revenue is a "full-contact team sport" requiring all departments to work together
• Executive coaching provides valuable perspective for leadership development
If you're in customer success, sales or other go-to-market motions, stick around to hear from the best. For more frameworks, tools, and automated playbooks, check out jodastech.com and subscribe to our newsletter.
🎙️ Guest: Anthony DeShazor
Chief Customer Officer | GTM & RevOps Architect | Former “VP of No”

📣 Find Anthony:
LinkedIn: https://www.linkedin.com/in/adeshazor/

📌 In This Episode:
Anthony joins Joe Di Grande on Customer [Un]Success to unpack the lessons behind earning — and evolving beyond — the title of “VP of No.” He shares how customer success leaders can go from gatekeeping to growth-enabling.

🔥 Topics Covered:
🟣 The real story behind “VP of No” and “Helicopter CCO”
🟣 How to shift from “No” → “Yes, but” → “Yes, and”
🟣 Why too many internal teams talking to the customer = chaos
🟣 Lessons on cross-functional alignment between CS, Sales & Marketing
🟣 The role of AI in building advocacy workflows
🟣 What happens when CS owns more of the GTM strategy
🟣 Self-awareness and humility in executive leadership
🟣 The importance of psychological safety on your team

💡 Shoutouts & Mentions:

🌐 Website
https://www.joedoestechtouch.com/

📰 Subscribe to the JDTT Newsletter –
Get raw insights, no-fluff frameworks, and tech touch tactics straight to your inbox: https://www.joedoestechtouch.com/jdttnewsletter
🎙️ Be a Guest on the Podcast
Have a CS horror story or digital-first strategy worth sharing? Submit to be a guest:https://www.joedoestechtouch.com/podcast

🔗 Connect with Joe on LinkedIn
https://www.linkedin.com/in/josephdigrande

📺 Watch Full Episodes on YouTube: https://www.youtube.com/channel/UCaH58ojbaWym4ej_PedQ4Fw

_______________________________

Tools:

Logitech Creators Blue Yeti USB Microphone: https://amzn.to/4nHOFDN

Logitech Brio 4K Webcam: https://amzn.to/3GtKsmx

Sony WH-1000XM4 Noise Cancelling Wireless Headphones: https://amzn.to/44Q0xv4

Apple 2024 MacBook Pro Laptop: https://amzn.to/4lH6u3W

  continue reading

Chapters

1. The VP of No: A Helicopter CCO (00:00:00)

2. From No to Yes And: Changing Leadership (00:08:44)

3. Customer Journey Ownership & GTM Alignment (00:17:37)

4. Data-Driven Customer Advocacy Strategies (00:26:05)

5. AI Applications in Customer Success (00:35:10)

6. Revenue as a Full-Contact Team Sport (00:45:17)

16 episodes

All episodes

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