In this episode of Rethink:Revenue, Arjun Pillai (CEO of DocketAI) is joined by Chris Andrew (CEO of Scrunch) for a no-fluff, tactical conversation on how the AI-first buyer journey is rewriting the B2B playbook.

Together, they unpack how traditional SEO is giving way to answer engine optimization, why static blue links and vanity metrics are becoming obsolete, and how AI agents are quietly reshaping the way buyers research, evaluate, and purchase. From monitoring AI agent behavior on your site to designing web experiences for AI—not humans—this is a must-listen for GTM, RevOps, and marketing leaders ready to embrace the next era of selling.

• 00:00 – Intro & why this is not a typical webinar

• 00:28 – What is the AI-first buyer journey?

• 01:24 – AI replacing human browsing with personal synthesis

• 02:19 – Google-optimized content vs AI-optimized content

• 04:15 – How AI agents are scraping your website right now

• 06:07 – AI traffic converts 3x higher than Google traffic

• 07:32 – Why marketers must move past site traffic metrics

• 08:58 – How to monitor AI visits to your website

• 10:20 – From inbound marketing to community-driven GTM

• 12:09 – Answer engine optimization (GEO) vs SEO

• 13:58 – Tips to make your content more AI-readable

• 15:23 – Why interactive websites fail AI agents

• 16:44 – Reddit, reviews, and the importance of third-party sources

• 18:11 – Autonomous selling and AI-powered digital AEs

• 20:04 – AI handling the entire SMB buying cycle

• 21:30 – The trust problem: AI vs mediocre human reps

• 23:52 – AI agents buying from AI agents: a near-future reality

• 25:39 – What Scrunch does: monitoring & optimizing AI interactions

• 27:34 – Websites as AI-facing interfaces

• 29:00 – Final takeaways & the rise of a non-visual internet

Listen in as host Arjun Pillai, Cofounder & CEO of Docket, sits down with Hannah Ajikawo, GTM consultant and founder of Revenue Funnel. They unpack how most organizations are still built around sales processes instead of buyer experiences, why AI is creating both urgency and opportunity for CROs, and how leaders should rethink pipeline, conversions, and executing with lean teams.

Hannah shares frameworks on optimizing the entire funnel, common mistakes in revenue orgs, and the value of running consistent audits to spot overlooked growth wins. They also explore what AI tools she sees as "non-negotiable" today, from conversation intelligence to content repurposing and agents that draft follow-ups.

00:00 Introduction & Hannah's background 03:17 What keeps Hannah up at night as a revenue leader 04:20 The role of AI in GTM and where most orgs go wrong 07:19 Buyer alignment vs sales process misalignment 11:00 Why mid-market may close as fast as enterprise 14:13 The cost of unprepared sales teams & buyer trust 16:00 Top 3 problems CROs bring up: pipeline, execution, AI 19:00 The non-negotiable AI tools for GTM teams today 21:40 How Hannah would automate her own sales workflows 23:55 The power of outside audits & overlooked funnel fixes 27:00 Final thoughts and where to find Hannah

In this episode of Rethink Revenue, Arjun Pillai (CEO, DocketAI) sits down with Deven Budgujar, Director of Sales at Datarails, to talk about the pressures facing today's sales leaders — and how to scale GTM teams with intention.

From enabling reps to focus on what they do best, to the pitfalls of sales training that doesn't stick, Arjun and Deven break down the mindset shifts modern leaders need to navigate the ever-changing B2B landscape.

🎯 You'll hear practical insights on leading through change, unlocking just-in-time enablement, and why sometimes the best thing a leader can do… is get out of the way.

00:00 – Introduction 01:48 – What Keeps Sales Leaders Up at Night 05:12 – Scaling a Sales Team with Role Clarity 08:45 – Creating Focus: Let Reps Do What They Do Best 12:10 – The Real Problem with Traditional Sales Training 16:33 – Just-in-Time Enablement and AI Support 20:40 – Coaching in a Fast-Changing Environment 25:08 – Final Thoughts and Advice to Sales Leaders

🎧 Tune in to rethink how you build, scale, and empower revenue teams in 2025 and beyond.

Listen in as host Arjun Pillai, cofounder and CEO of DocketAI,  and Peleg Israeli, the CRO of Voyantis, discuss the role of AI in sales and marketing, and the importance of human connection in a tech-driven world. 

Arjun and Peleg examine the shifts in the advertising landscape due to AI, the misconceptions surrounding predictive AI, and the need for continuous learning about AI. 

Tune in for more on the potential of AI in enhancing customer onboarding processes.

Chapters

00:00 Introduction 

02:33 Challenges of Rapid Growth as a CRO

04:20 The Role of AI in Sales and Marketing

07:19 Shifts in the Advertising Landscape

11:22 Human vs. Machine: The Value of Human Connection

15:38 AI's Potential in Customer Onboarding

17:35 Common Misconceptions about Predictive AI

20:18 Continuous Learning and Leadership

23:55 Final Thoughts and Observations on AI in Revenue Strategy

Tune in for a conversation between host Arjun Pillai, cofounder and CEO of DocketAI, and James Buckley, host of the Sell Better Daily Sales Show. 

Their conversation explores the evolving nature of sales, dissecting the challenges posed by generational shifts in the profession. Listen in as James reflects on his own trajectory in sales, offering insights into the growing influence of personal branding and influencer marketing and shares the importance of prioritizing quality over quantity in sales strategies. Together Arjun and James make the case for closer collaboration between sales and marketing teams as a cornerstone of sustained success.

Chapters

00:00 Introduction to the Podcast and Guest

02:30 Challenges in Modern Sales and Influencer Marketing

06:03 James Buckley's Journey in Sales

10:08 Bridging the Generational Gap in Sales

12:04 The Role of AI in Sales

16:18 Challenges Faced by CROs Today

22:16 AI's Impact on Sales Processes

25:33 Personal Automation Preferences

26:32 Recommended Resources for Sales Professionals

28:13 Advice for New Sales Leaders

30:34 Closing Remarks and Contact Information

Join host Arjun Pillai, cofounder and CEO of DocketAI, for a conversation with Steve Armenti on his transition from sales to marketing and his tenure at Google and DigitalOcean.

In this conversation, they examine the evolving nature of marketing in the age of AI and the shift away from conventional lead-generation models toward a more sophisticated, account-based approach. 

In an era of increasing complexity, Steve makes the case for cross-functional collaboration as a necessity for driving operational efficiency and sustainable growth.

Chapters

00:00 Journey into Marketing and Sales

10:18 Navigating Uncertainty in Marketing

12:22 Shifts in Go-to-Market Leadership

14:09 Inefficiencies in the Revenue Funnel

19:30 The Role of AI in Sales Development

24:27 The Importance of Data Infrastructure

In this episode, Arjun Pillai, cofounder and CEO of DocketAI, is joined by Robert Clarkson, CRO of the Americas at Stripe. Together they share insights into the challenges and strategies of revenue leadership in the fintech space. 

You won't want to miss this discussion on the importance of hiring the right talent, the impact of AI on decision-making, and the dynamics of sales execution in a changing market. Tune in for valuable advice for aspiring revenue leaders.

Chapters

00:00 Introduction 

03:30 Understanding the Role of a CRO

05:06 Challenges Faced by Revenue Leaders

14:15 Sales Execution and Market Dynamics

22:15 The Impact of AI on Revenue Strategies

30:20 Key Insights for Aspiring Revenue Leaders

In this inaugural episode of the rethink:Revenue podcast, host Arjun Pillai, cofounder and CEO of DocketAI, welcomes Jessica Gilmartin, former CMO and CRO at Calendly. This conversation on mastering growth in an era of change dives into the evolving expectations of CROs, dissecting the complexities of pipeline generation, customer acquisition, and the shifting dynamics between sales and marketing. Together, they examine the transition from marketing leadership to sales, as well as the transformative role of AI in revenue operations.

Chapters

00:00 Introduction to Jessica Gilmartin

00:58 The Evolving Role of the CRO

05:46 Transitioning from Marketing to Sales

10:12 Customer Acquisition Costs and Retention

12:00 Navigating PLG and SLG Strategies

19:59 The Impact of AI on Sales

24:08 Continuous Learning and Networking for Leaders