Rethink:Revenue

Arjun Pillai and Stevie Case unpack what's working right now in B2B GTM and what breaks as you scale. Stevie shares how the CRO role evolves over time at Vanta, expanding from sales to owning the full customer journey globally. She gives a grounded definition of product-market fit: it's not an ARR milestone, it's something you can hear in customer conversations, and if you're constantly fighting f...

Enterprise selling in 2026 isn't just harder. It's different. Buyers have more options, more risk, and less patience for vendor-speak. In this episode of Rethink Revenue, Arjun Pillai sits down with Lax Gopisetty (CEO, Infosys Public Services) to break down what's actually changing in B2B buying and how revenue leaders should adapt.   Lax argues the biggest shift is moving from "selling" to custom...

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 resha...

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 fra...

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...

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...

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 bran...

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...

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 chang...

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....