Shift AI Podcast

In this episode of Shift AI, Patrick Hillmann, Chief Strategy Officer at Logical Intelligence, joins host Boaz Ashkenazy for a conversation about why the next era of AI cannot be built on probability alone. Patrick shares his unconventional path into AI, from crisis communications and cybersecurity work at Edelman and General Electric, to steering Binance through its most turbulent years and a maj...

In this episode of the Shift AI Podcast, Cynthia Tee, former CTO of Smartsheet, joins host Boaz Ashkenazy for a wide-ranging conversation on what it really takes to integrate AI at enterprise scale responsibly, securely, and in a way that earns lasting customer trust. Cynthia shares her unconventional journey from growing up in Manila and working her first job at a library at age 12, to earning a...

In this episode of the Shift AI Podcast, Stephen Caines, Chief Innovation Officer and Budget Director at the City of San Jose, joins host Boaz Ashkenazy for a wide-ranging conversation on how AI is reshaping city government, public services, and the workforce at one of America's most technologically ambitious cities. Stephen shares his unconventional path from pre-med at Case Western to digita...

In this episode of the Shift AI Podcast, Aabhas Sharma, CTO at Hebbia, joins host Boaz Ashkenazy for a deep conversation on what it actually takes to deploy AI in high-stakes institutional environments — and why the bar is far higher than most tools can meet. Aabhas shares his path from running engineering at Postmates through its Uber acquisition, to a five-year stint as CTO at fintech startup Fo...

In this episode of the Shift AI Podcast, LaSean Smith, Product and Growth Lead at Google Cloud, joins host Boaz Ashkenazy for a wide-ranging conversation on how systems thinking and agentic AI are reshaping the way individuals, small businesses, and enterprises operate. LaSean shares a career journey that spans Microsoft HoloLens, Amazon, a successful startup exit, and now Google — plus a portfoli...

In this episode of the Shift AI Podcast, Kurtis Kemple, Senior Director of Developer Relations at Slack (Salesforce), joins host Boaz Ashkenazy for a wide-ranging conversation on how Slackbot is evolving into a full agentic platform for human-AI collaboration in the flow of work. Kurtis shares his extraordinary personal journey, from growing up in poverty in Northern New Jersey, dropping out of sc...

In this episode of the Shift AI Podcast, Pete Johnson, Field CTO of AI at MongoDB, joins host Boaz Ashkenazy for a wide-ranging conversation on where AI agents are actually delivering ROI — and what still needs to happen before enterprises can trust them with customers. Pete shares his origin story as a self-taught programmer who got his start on a TRS-80 in 1981, traces how MongoDB was born into...

In this episode of the Shift AI Podcast, Steve Mantle, Founder and CEO of Innov8.ag, Raj Khosla, Dean of the College of Agricultural, Human, and Natural Resources at Washington State University, and John Cox, soil scientist and fresh produce industry operator, join host Boaz Ashkenazy for a wide-ranging panel conversation on how AI and emerging technology are transforming agriculture from the grou...

In this episode of the Shift AI Podcast, Abhijit Mitra, CEO of Outreach, joins host Boaz Ashkenazy for a wide-ranging conversation on how agentic AI is fundamentally reshaping the way revenue teams operate. Abhijit shares his journey from tutoring a seventh-grade student advanced math in India to spending 30 years building enterprise systems at Oracle, SAP, and ServiceNow before joining Outreach a...

In this episode of the Shift AI Podcast, Derek Slager, CTO and co-founder of Amperity, joins host Boaz Ashkenazy for a conversation that spans 10 years of company building, the evolution of AI-assisted software development, and what it really means to lead a technical organization through genuine disruption. Derek shares the founding story of Amperity, how he and co-founder Kabir Shahani stumbled...

In this episode of the Shift AI Podcast, Ajay Patel, Head of World ID at Tools for Humanity, joins host Boaz Ashkenazy for a timely and wide-ranging conversation on the identity crisis facing the internet in the age of AI agents. Ajay shares his career journey from hardware engineering to product and sales, through years at Google leading payments identity infrastructure managing how legal identit...

In this episode of the Shift AI Podcast, Scott Porad, CTO at TaskRabbit, joins host Boaz Ashkenazy for a wide-ranging conversation on how AI is reshaping software engineering and the future of technology leadership. Scott shares his career journey across some of the internet's earliest gig marketplaces from Rover to Dolly to TaskRabbit and how TaskRabbit's relationship with parent company...

In this episode of the Shift AI Podcast, Gordon Evans, CMO of Commerce Cloud at Salesforce, joins host Boaz Ashkenazy live from Dreamforce in San Francisco for a conversation on how AI agents are reshaping commerce across both B2C and B2B. Gordon breaks down the full scope of Salesforce’s commerce portfolio—from the well-known B2C platform powering brands like Pandora and L’Oréal, to B2B commerce,...

In this episode of the Shift AI Podcast, Nadia Hansen, Global AI Go-To-Market Leader and Industry Advisor for Public Sector at Salesforce, joins host Boaz Ashkenazy for a live conversation recorded at Dreamforce in San Francisco on how AI agents are fundamentally reshaping government services. Nadia shares her unconventional career journey—from serving as the Chief Information Officer for Clark Co...

In this episode of the Shift AI Podcast, Scott Roberts, CISO at UiPath, joins host Boaz Ashkenazy for a deep dive into how agentic AI is reshaping enterprise security and automation—both for customers and inside UiPath itself. Scott shares his 25-year security journey spanning Microsoft’s early Security Response Center days (including the era that produced Patch Tuesday and the Security Developmen...

In this episode of the Shift AI Podcast, Casey Mulligan—former Chief Economist of the White House Council of Economic Advisers and current Chief Counsel for Advocacy at the U.S. Small Business Administration—joins Boaz Ashkenazy for a timely conversation on how AI is reshaping small businesses, regulation, and the broader labor market. Casey shares his path from University of Chicago professor to...

In this episode of the Shift AI Podcast, Patrick Supanc, Chief Product Officer at Coursera, joins host Boaz Ashkenazy for an in-depth conversation on how AI is transforming education, workforce skills, and lifelong learning at a global scale. Patrick shares his deeply personal and unconventional journey—from growing up as the son of two educators and immigrating to the U.S., to working in public p...

In this episode of the Shift AI Podcast , Alex Waddell , Chief Information Officer at Adobe Population Health , joins host Boaz Ashkenazy live from Dreamforce in San Francisco for a deep dive into AI adoption in one of the most highly regulated—and most impactful—industries: healthcare. Alex shares his unconventional journey from Salesforce administrator to CIO, and how Adobe Population Health bui...

In this episode of the Shift AI Podcast, Adam Alfano, Global Head of SMB at Salesforce, joins host Boaz Ashkenazy for a wide-ranging conversation on how AI agents are fundamentally reshaping small and medium-sized businesses. Adam shares his unconventional career journey—from growing up in a steel town outside Toronto to building a global sales career and now leading Salesforce’s SMB organization....

In this episode of the Shift AI Podcast, Arnab Bose, Chief Product Officer at Asana, joins host Boaz Ashkenazy to explore how artificial intelligence is transforming the way teams collaborate and get work done. Bose shares his journey to becoming CPO at Asana and the company's ambitious vision for human-AI collaboration, including their groundbreaking AI Teammates and AI Studio products. From...

In this episode of the Shift AI Podcast, Eilon Reshef, Co-founder and Chief Product Officer at Gong, joins host Boaz Ashkenazy to explore how artificial intelligence is revolutionizing revenue operations and transforming the future of sales teams. Reshef shares the decade-long journey of building Gong from a data-driven conversation platform into what they call an "AI OS for Revenue Teams,&qu...

In this episode of the Shift AI Podcast, Rob Lloyd, Chief Technology Officer of the City of Seattle, joins host Boaz Ashkenazy to discuss Seattle's groundbreaking approach to implementing artificial intelligence in municipal government. Lloyd shares his journey from serving multiple cities across America to spearheading one of the nation's most progressive urban AI initiatives, revealing h...

In this episode of the Shift AI Podcast, Yash Wagh, Co-Founder and CEO of Gone, joins host Boaz Ashkenazy to explore how reverse logistics and AI are transforming the secondhand goods market into a sustainable circular economy. With a background as a rocket engineer, supply chain leadership at Amazon and A.T. Kearney, and a passion for sustainability, Yosh is building autonomous local commerce inf...

In this episode of the Shift AI Podcast, Christian Lund, Co-Founder of Templafy, joins host Boaz Ashkenazy to explore how cognitive collaboration between humans and AI is transforming enterprise document creation. Broadcasting from Copenhagen, Christian shares his unique journey from newspaper sales to building one of the leading document automation platforms serving over 800 enterprise clients wo...

In this episode of the Shift AI Podcast, Michael Domanic, Head of AI at UserTesting, joins host Boaz Ashkenazy to explore how companies can successfully transform their organizations with AI. With over 800 custom GPTs built across UserTesting and nearly every employee actively using AI tools, Michael shares the framework behind one of the most successful enterprise AI transformations happening tod...