Selling in the Age of AI - Episode 16: Phil Gerbyshak

Selling in the Age of AI - Episode 16: Phil Gerbyshak

Quote: "AI should give us the freedom to be more human, not less. It’s augmented intelligence, not artificial intelligence." - Phil Gerbyshak

Episode Summary:

In this energizing episode of "Selling in the Age of AI," Frank Somma welcomes Phil Gerbyshak, veteran sales leader, speaker, and “Happiness Instigator.” With a career built at the intersection of technology, human connection, and leadership, Phil shares actionable insights on leveraging AI as augmented intelligence while keeping the human element at the center of the sales process. Together, Frank and Phil dive into building trust, maintaining presence, and using AI tools strategically to free up time for deeper client engagement.


Key Topics & Insights:

AI as Augmented Intelligence: Phil redefines AI as “augmented intelligence,” emphasizing that it should automate the mundane so sellers can be more present and human with clients.

Camera Presence & Connection: Practical guidance on using video effectively—talking to the camera as if it were a person to build trust and connection.

The Power of Presence: The importance of putting devices away and giving full attention in meetings to stand out in a distracted world.

Sales Fundamentals that Win: Preparation and respecting your prospect’s time, asking deeper, relevant questions rather than surface-level ones. Following up with value, not “checking in” or “circling back.” Tenacity with thoughtful persistence and multi-channel outreach.


Avoiding “Commission Breath”: Why a large pipeline is essential to avoid desperation and ensure you only pursue true fits.

AI Tools for Sales: Using tools like Grammarly, Gong, Fireflies, and Fathom to improve communication, analyze calls for patterns, and enhance meeting preparation.

Crafting Better Follow-Up: Replace “checking in” with sharing relevant case studies, articles, or personalized insights that advance the conversation.

Becoming More Likable: Smile, nod, remember personal details, and be genuinely interested in clients without forced rapport tactics.

Open-Ended vs. Closed Questions: Structure your sales conversations to start with “tell me about a time when…” to understand pain points, then transition to closed questions for commitment.

Leveraging AI for Efficiency: Using AI to prepare agendas, summarize calls, and free up time for human connection and prospecting.

Authenticity and Vulnerability: Being yourself, admitting when you don’t know something, and aligning your personal style with how you sell.

Connect with Phil Gerbyshak:https://happyaf.substack.com

https://linkedin.com/in/philgerb

Connect with Frank Somma:

https://www.franksomma.com/

https://www.linkedin.com/in/fsomma/

https://www.instagram.com/franksomma/

Want to take your sales skills to the next level and thrive in the age of AI? Frank Somma is offering a special discount to our podcast listeners!

Mention this podcast when you contact Frank and receive a 10% discount on your first coaching session, keynote, or workshop booking!


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