Ray Rike
AI to ROI
AI to ROI is a podcast that shares how enterprises translate AI investments into measurable business value. Hosted by Ray Rike, Founder and CEO of Benchmarkit, the show features senior enterprise leaders and AI software executives who share how AI initiatives move from pilots to production, and how ROI is actually measured and achieved. In addition, each week, we publish a bonus episode with AI to ROI Newsletter co-author, Peter Buchanan to discuss the Big Story of the Week. The AI to ROI podcast is the evolution of the original "Metrics to Measure Up" podcast.
Where to listen?
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Episodes
AI Governance, Ethics, and the Stewardship Framework: A Conversation with Evan Schwartz, Chief Innovation Officer at AMCS Group 07.07.2026 34:03
Most companies jumped straight to headcount reduction when AI arrived. AMCS Group went the other direction, starting with governance, ethics, and a question most companies never ask: not what can AI do, but what should it do? In this episode, Ray talks with Evan Schwartz, Chief Innovation Officer at AMCS Group, a platform serving resource-intensive industries across 80 countries, about how that si...
The AI Coding Wars, Inflection Point and the Cursor-SpaceX Deal | AI to ROI: The Big Story 07.07.2026 34:22
The April 2026 announcement that SpaceX may acquire Cursor for $60 billion, or alternatively pay $10 billion for a compute partnership, stopped the enterprise tech world in its tracks. A four-year-old company founded by four MIT students with $2.7 billion in annualized revenue but nearly $900 million in losses on $700 million in actual revenue. This deal is not primarily a valuation story. It is a...
Big Book of AI Metrics 02.07.2026 34:14
The AI to ROI team, Ray Rike and Peter Buchanan, mark the official launch of The Big Book of AI Metrics, an 180-page, 81-metric operator's reference guide built to close the gap between AI adoption and AI ROI. Twenty-seven percent of executives say AI has met their ROI expectations, enterprise AI token spend is up 13x since last year, and most companies still can't explain what they got for the in...
Measuring the costs, utilization, proficiency and impact of AI - with Russ Fradin, Founder and CEO, Larridin 09.06.2026 33:17
Most enterprises have deployed AI broadly. Far fewer know what they are actually getting from it. Russ Fradin, Co-Founder and CEO of Larridin, has spent his career building measurement infrastructure at inflection points in technology adoption, from early days at ComScore measuring internet advertising to founding Larridin with backing from Andreessen Horowitz and Google's Gradient fund. In this e...
Leveraging AI to Reduce Churn and Increase NRR - with Dan Harmeson, Co-Founder and Co-CEO at QuadSci 02.06.2026 30:32
Most B2B software companies are sitting on one of the most powerful and underutilized data assets in their business: product telemetry. Every click, API call, and feature interaction is a signal. The question is whether your go-to-market organization knows how to read it. In this episode, Ray Rike is joined by Dan Harmeson, co-founder and co-CEO of QuadSci, to explore how machine learning applied...
The AI Agent Outcome-Based Pricing Journey - with Kunal Agarwal, CFO Gorgias 27.05.2026 33:15
What does it actually look like when a CFO drives the strategic, pricing, and financial decisions behind an AI-first product transformation? Kunal Agarwal, CFO at Gorgias, the leading e-commerce customer experience platform for Shopify merchants, joins our host, Ray Rike to share the unfiltered story of how Gorgias built, priced, and operationalized its AI agent product from the ground up. This ep...
AI to ROI: OpenAI - The Most Important AI Company in the World, and the Most Fragile 19.05.2026 38:48
OpenAI built $25 billion in annualized revenue and 910 million weekly active users in three and a half years. It also has 33% gross margins, a projected $14 billion loss, a CFO who was reportedly demoted for saying the company is not ready to go public, and an investor presentation that told its software partners it plans to replace them. In this episode, Ray and Peter work through six documented...
NVIDIA – The Full-Stack Maestro 13.05.2026 33:35
Five months ago, Ray and Peter called NVIDIA the maestro of the AI economy. Since then, NVIDIA has not just conducted the orchestra. It has rewritten the music and may be building the entire concert hall. In this episode, Ray and Peter revisit their October thesis, walk through everything NVIDIA unveiled at GTC, and break down what it all means for enterprise AI buyers navigating infrastructure, i...
The AI-Native Services Playbook - with Jake Saper, General Partner - Emergence Capital 07.05.2026 30:10
Our host, Ray Rike sits down with Jake Saper, General Partner at Emergence Capital, to unpack the firm's AI-Native Services Playbook. Jake brings a unique lens: 12 years at Emergence, early-stage bets on companies like Zoom, and a portfolio of seven AI-native services businesses already in the portfolio. The conversation covers what separates AI-native services from SaaS, why the business model is...
The Role of the CAIO in a Managed Service Provider - with Jim Piazza, CAIO Ensono 28.04.2026 28:41
Ray Rike sits down with Jim Piazza, Chief AI Officer at Ensono, a managed services provider scaling AI across both its internal operations and customer environments. Jim brings a rare combination of deep infrastructure experience, nearly a decade at Meta scaling data center operations with machine learning, and a rigorous framework for connecting AI investments to business outcomes that executive...
On Paper, the SpaceX IPO is Not So Heavenly 24.04.2026 33:51
SpaceX filed for what could be the largest IPO in history, targeting a $1.75 trillion valuation and $75 billion raise on NASDAQ in June. Ray Rike and Peter Buchanan cut through the narrative and go straight to the numbers, business unit by business unit. Key Topics: The Launch Services Monopoly Falcon 9 launches cost roughly $67 million, compared to $110-160 million for competitors. With over 100...
AI's Organizational Impact: McKinsey's State of Organizations 2026 Report 22.04.2026 33:40
Ray Rike and Peter Buchanan dig into McKinsey's 2026 State of Organizations Report, a landmark study drawing on more than 10,000 senior executives across 15 countries and 16 industries. The central finding is both simple and uncomfortable: the vast majority of organizations are actively experimenting with AI, and that same majority reports no meaningful impact on their bottom line. This episode is...
Beyond OpenClaw - The Rise of Personal AI Agents 16.04.2026 31:24
In this week's AI to ROI: Big Story episode, Ray Rike and Peter Buchanan unpack the OpenClaw phenomenon and what it reveals about the future of personal AI agents for both individuals and enterprises. From a solo developer's side project to 1.5 million active agents in two months, OpenClaw has ignited a new category and forced every major AI company to respond. Ray and Peter break down what is wor...
The Power of Eye Tracking for the Enterprise - with Adam Gross, Co-Founder & CEO of HarmonEyes 14.04.2026 33:30
Eye tracking has moved far beyond the clinic and the sports performance lab. In this episode, Ray Rike sits down with Adam Gross, co-founder and CEO of HarmonEyes , to explore how AI-powered eye-tracking is being deployed in enterprise environments to measure cognitive load, predict performance degradation, and reduce costly employee burnout and attrition before problems occur. What You Will Learn...
The Power and Promise of Vertical AI 31.03.2026 35:53
While the AI headlines obsess over foundation model fundraises and hyperscaler spending, a quieter revolution is generating real, measurable returns. In this episode of AI to ROI: The Big Story, Ray Rike and Peter Buchanan break down why vertical AI companies may be building the most durable and valuable businesses in the history of enterprise software, and why most people aren't paying attention...
Pricing Strategy for AI Software and SaaS: When to Change, Who Should Own It, and the CFO's Role with Dan Balcauski 31.03.2026 33:25
Pricing is one of the most underleveraged strategic levers in B2B SaaS and AI Software. Most companies are getting it wrong. In this episode, Ray Rike sits down with Dan Balcauski, founder of Product Tranquility and a 20-year software industry veteran, to cut through the noise around consumption, usage, outcome, and hybrid pricing models. Dan brings a practitioner's perspective on when to review p...
The Superhuman AI Agent - with Amanda Kahlow, CEO & Founder, 1Mind 24.03.2026 32:09
In this episode of the AI to ROI Podcast, host Ray Rike sits down with Amanda Kahlow, founder and CEO of 1Mind. Prior to 1Mind, Amanda was the founder and former CEO of 6sense, an early pioneer in intent data. The Vision Behind 1Mind: Amanda founded 6sense to help companies find buyers; she founded 1Mind to close them. 1Mind builds what she calls "go-to-market superhumans", AI agents that take on...
Deloitte 2026 State of AI Report - The Untapped Edge 23.03.2026 29:52
On this AI to ROI Big Story episode, our hosts Ray Rike and Peter Buchanan dig into Deloitte's 2026 State of AI Report, a 41-page annual study surveying over 3,300 business leaders on the state of enterprise AI adoption. Deloitte calls it "The Untapped Edge," and Ray and Peter unpack exactly why. They walk through the report's seven key inflection points from scaling pilots into production and rei...
AI to ROI: Big Story - Will the Angst, Agony, and Adversity of AI be Worth It? 20.03.2026 31:17
Is the trillion-dollar AI bet actually going to pay off? In this episode of AI to ROI , hosts Ray Rike and Peter Buchanan tackle the big question head-on: with hyperscalers pouring over $600 billion into AI infrastructure this year alone, enterprises struggling to move pilots into production, and white-collar job postings already falling 16% year-over-year, the anxiety is real and justified. But s...
AI-Native ERP vs. Legacy ERP: What's the Difference? with Santiago Nestares, Founder & CEO of DualEntry 17.03.2026 29:33
What does it actually mean for an ERP to be AI-native and why does it matter for your finance team? In this episode of the AI to ROI podcast, host Ray Rike sits down with Santiago Nestares (Santi), Founder and CEO of DualEntry, to unpack the real differences between legacy ERP systems and a ground-up AI-native platform. Santi shares the origin story behind DualEntry, born from a painful nine-month...
The Rise of the Chief AI Officer (CAIO) 10.03.2026 25:30
Is your company leaving money on the table by not having a Chief AI Officer? In this episode, Ray Rike and Peter Buchanan dig into groundbreaking research from IBM's Institute of Business Value, spanning 600+ executives across 22 geographies and 21 industries to unpack why dedicated AI leadership is quickly becoming non-negotiable for enterprises competing in today's market. The numbers tell a com...
The SaaS to AI-First Transformation - 3 Examples from Notion, Canva and ServiceNow 04.03.2026 27:04
This episode of the AI to ROI podcast, hosted by Ray Rike and Peter Buchanan, explores how leading SaaS companies are surviving the "SaaSpocalypse" - a massive market cap devaluation triggered by the rise of AI. The hosts break down the transition from traditional SaaS to AI-first models, emphasizing that simple "feature bloating" isn't enough; companies must undergo a fundamental "organ replaceme...
AI SDR Learnings, Results, and ROI - with Jacco van der Kooij, Winning by Design 02.03.2026 34:47
In this episode, our host Ray Rike sits down with Jacco van der Kooij, founde and CEO, Winning by Design, to discuss the real-world deployment of "Jack" - an AI SDR that has spent the last 12 months redefining the front line of Go-To-Market (GTM) strategy. Jacco shares the "AHA" moments and hard truths discovered while moving beyond human constraints like slow response times and inconsistent quali...
The Great AI War on Jobs 19.02.2026 29:23
Are we witnessing a productivity revolution or the greatest labor displacement in history? In this detailed episode of AI to ROI , Peter Buchanan and Ray Rike break down the "Great AI Jobs War," a period of massive upheaval where corporate gleefulness meets workforce anxiety. They move past the "AI washing" to find the real metrics that define success in the age of intelligence. Key Discussion Poi...
SaaS to AI-First Transformation 12.02.2026 32:56
In the second episode of AI to ROI: The Big Story , Ray Rike and Peter Buchanan analyze the critical transformation required for traditional SaaS companies to become AI-first organizations. With the SaaS industry generating $273 billion annually, the hosts warn that incumbents are under "two-front" attack: internal refactoring of legacy systems and external disruption from hyper-efficient AI-nativ...
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