Podcast Index

Podcasts

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World's #1 Banking CMO: How AI Is Changing Billion Dollar Banks Today | Tim Rutten, CMO @ Backbase

July 25, 2026 11:57pm 1:22

Tim Rutten, CMO of Backbase, the €2.5 billion Amsterdam tech company whose AI-native Banking OS powers 120+ banks worldwide, joins Sam Jacobs, AJ Bruno, and Asad Zaman with the clearest AI ROI numbers we have heard on th...

SPOTLIGHT: Why 80% of B2B Buying Happens Without You | Alexander Kesler, CEO @ INFUSE

July 23, 2026 11:01pm 21 min

Buyers stopped picking up the phone. They research on their own, ask their peers, and now they ask AI which vendors to consider before a single salesperson ever hears about it. So where does that leave marketers? Sam Jac...

SPOTLIGHT: The AI category GTM teams are about to converge on | Adam Liska, CEO & Co-Founder @ airspeed

July 20, 2026 11:01pm 24 min

A rep says "follow up on that" on a call, then buries it under five more calls and a late-night inbox. Three days later the deal's gone cold, but the CRM still says it's live. The manager forecasts off that.  The CRO fo...

AI Marketing Master: The 'AI CMO' is a Beautiful Lie | Marc Ferrentino, CEO @ Quotient

July 18, 2026 11:01pm 1:13

Marc Ferrentino, Co-Founder and CEO of Quotient and former chief technical architect at Salesforce, joins Sam Jacobs and Asad Zaman to separate AI-marketing hype from what actually works today. Marc's core claim: the 'AI...

SPOTLIGHT: Why High Performers Underperform Under Pressure | Kevin Bailey, Co-Founder & CEO @ Dreamfuel

July 16, 2026 11:01pm 23 min

A CEO walks into a board meeting knowing exactly what to say then freezes. A sales rep doomscrolls between calls and shows up to the next one flat. A founder grinds toward the exit, only to sacrifice their relationships ...

$300M Operator: "70% Of The Executive Playbook Is Obsolete" | Katie Bullard, Board Member & Strategic Advisor

July 11, 2026 11:01pm 1:14

Katie Bullard helped take DiscoverOrg from $30 million to $300 million in revenue, then served as president of A Cloud Guru and Red Canary through exits to Pluralsight and Zscaler. She joins AJ Bruno and Asad Zaman to br...

What It's Really Like To Scale To $1 Billion | CRO @ Replit, Ghazi Masood

July 04, 2026 11:01pm 1:10

Ghazi Masood, Chief Revenue Officer at Replit, joins Sam Jacobs and Asad Zaman to break down the company scaled from $2 million towards a North Star of $1 billion in revenue in about two years, with roughly 350 employees...

The Godfather of Modern GTM: This Is How To Measure AI Impact | Mark Roberge, Co-Founder @ Stage 2 Capital

June 27, 2026 11:01pm 1:15

Mark Roberge, founding CRO at HubSpot and co-founder of Stage 2 Capital, joins Sam Jacobs and AJ Bruno to tackle the question every board is asking in 2026: how do you actually measure AI's impact on a go-to-market team?...

The $1M Employee Is Here: Why ClickUp Replaced 22% Of Its Team With AI | Gaurav Agarwal, COO @ ClickUp

June 20, 2026 11:01pm 1:16

Gaurav Agarwal, COO of ClickUp, joins Sam Jacobs, AJ Bruno, and Asad Zaman after ClickUp, a company north of $300 million in ARR, parted ways with 22% of its workforce while rolling out pay packages up to $1 million a ye...

"Dead AI Startups Keep Landing On My Desk!" | CEO @ Clari + Salesloft, Steve Cox

June 13, 2026 11:01pm 1:07

Steve Cox, CEO of Clari + Salesloft, joins Sam Jacobs and Asad Zaman to argue that SaaS is far from dead. Steve took the CEO role in December 2025 to merge two of the biggest brands in go-to-market tech into what he call...

$100M+ Profit. Stock Down 72%. CEO Explains Why | Michael Walrath, Chairman & CEO @ Yext

June 06, 2026 11:01pm 1:12

Michael Walrath, Chairman and CEO of Yext, returns to break down why the market has left a profitable, $400 million mid-cap public software company trading at one times revenue, even with over $100 million in EBITDA. He ...

Build The World Class Team That Anthropic Won't Steal | Craig Rosenberg, CPO @Scale Venture Partners

May 30, 2026 11:01pm 1:06

Craig Rosenberg, Chief Platform Officer at Scale Venture Partners and co-founder of Topo, joins AJ Bruno and Asad Zaman to take on the question every founder is wrestling with: can you still build a world-class sales tea...

AI Marketing Has A Disease. Can The Cure Be Bought, Taught, or Caught? | Kyle Lacy, CMO @ Docebo

May 24, 2026 12:15am 1:07

Kyle Lacy, CMO at Docebo (previously Lessonly, Seismic, Jellyfish), joins Sam Jacobs, AJ Bruno, and Asad Zaman to push back on AI-era "efficiency" gospel in marketing. Topics include why product marketing under a sales-l...

Playbook: AI-Era Customer Success For Hyper Growth | Sam Slevin, Global SVP CS @ AlphaSense

May 16, 2026 11:01pm 1:09

Sam Slevin, Global SVP of Customer Success at AlphaSense, joins Sam Jacobs, AJ Bruno, and Asad Zaman on the AI-era customer success playbook. Topics include why service is the differentiator over the next 2 to 3 years, t...

AI Cyber Exec: Vibecoding Is A Security Time Bomb | Ryan Burke, VP Worldwide Sales @ Crogl

May 09, 2026 11:01pm 57 min

Ryan Burke, VP of Worldwide Sales at Crogl, joins Sam Jacobs, AJ Bruno, and Asad Zaman on the new economics of enterprise cyber risk. Topics include Anthropic's Mythos model, AI for the security operations center, why vi...

Top Investor: AI Killed Most Moats. These 4 Still Work | Liz Christo, Partner @ Stage 2 Capital

May 02, 2026 11:01pm 1:02

Stage 2 Capital General Partner Liz Christo joins the show to discuss the disconnect between venture expectations and reality in the software market. The conversation covers the hidden costs of the new build versus buy d...

VC Whisperer: There Will Be No Exits For... | Peter Walker, Head of Insights @ Carta

April 25, 2026 11:01pm 1:03

Peter Walker brings Carta's proprietary private market data from 60,000 startups and 85% of US unicorns to expose the brutal realities of today's tech landscape. While Q1 saw record capital raised, the money is highly co...

The #1 GTM Engineer In The World | Jordan Crawford, Founder @ Blueprint GTM

April 18, 2026 11:01pm 55 min

In this episode, Jordan Crawford outlines how revenue leaders can build an autonomous pipeline generation engine and transition away from static playbooks. The discussion covers practical methods for extracting competito...

How Top VCs Pick Winners In 2026 | Cassie Young, General Partner @ Primary Venture Partners

April 11, 2026 11:01pm 1:05

Cassie Young, Partner at Primary Venture Partners, joins the show to break down their contrarian $625 million seed fund and the reality of the coming gross retention apocalypse for tech companies. The conversation outlin...

What World-Class AI in GTM Looks Like | Kyle Norton, CRO @ Owner.com

April 04, 2026 11:50pm 49 min

Kyle Norton's AI-enabled revenue team at Owner.com has completely rewritten the economics of what's possible in sales. Kyle joins the show to share why decentralized AI rollouts fail, how to build a core intelligence eng...

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