Metrics that Measure Up
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Metrics that Measure Up
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...
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Building the 100x Org - The CFO as AI Architect with Dan Zhang, CFO & CBO at ClickUp
Most companies treat AI as a layer they add on top of how work already gets done. Dan Zhang, Chief Business Officer and CFO at ClickUp, argues that it...
AI is a Compensation Scale Expense
Token prices have fallen 98 percent since GPT-4, but enterprise AI bills are up 320 percent. In this week's Big Story episode, Ray Rike and Peter Buch...
AI-Native Services: The $100B Disruption of Professional Services
Professional services firms have billed by the hour for over 200 years. That model is now under direct attack from a new category of company: the AI N...
AI Math is not Adding Up - Where is the ROI?
Token spend is exploding across the enterprise, but the value it creates remains largely invisible on corporate dashboards. In this week's Big Story e...
AI Governance, Ethics, and the Stewardship Framework: A Conversation with Evan Schwartz, Chief Innovation Officer at AMCS Group
Most companies jumped straight to headcount reduction when AI arrived. AMCS Group went the other direction, starting with governance, ethics, and a qu...
The AI Coding Wars, Inflection Point and the Cursor-SpaceX Deal | AI to ROI: The Big Story
The April 2026 announcement that SpaceX may acquire Cursor for $60 billion, or alternatively pay $10 billion for a compute partnership, stopped the en...
Big Book of AI Metrics
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 g...
Measuring the costs, utilization, proficiency and impact of AI - with Russ Fradin, Founder and CEO, Larridin
Most enterprises have deployed AI broadly. Far fewer know what they are actually getting from it.
Russ Fradin, Co-Founder and CEO of Larridin,...
Leveraging AI to Reduce Churn and Increase NRR - with Dan Harmeson, Co-Founder and Co-CEO at QuadSci
Most B2B software companies are sitting on one of the most powerful and underutilized data assets in their business: product telemetry. Every click, A...
The AI Agent Outcome-Based Pricing Journey - with Kunal Agarwal, CFO Gorgias
What does it actually look like when a CFO drives the strategic, pricing, and financial decisions behind an AI-first product transformation? Kunal Aga...
AI to ROI: OpenAI - The Most Important AI Company in the World, and the Most Fragile
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 project...
NVIDIA – The Full-Stack Maestro
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 AI-Native Services Playbook - with Jake Saper, General Partner - Emergence Capital
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 un...
The Role of the CAIO in a Managed Service Provider - with Jim Piazza, CAIO Ensono
Ray Rike sits down with Jim Piazza, Chief AI Officer at Ensono, a managed services provider scaling AI across both its internal operations and custome...
On Paper, the SpaceX IPO is Not So Heavenly
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...
AI's Organizational Impact: McKinsey's State of Organizations 2026 Report
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 acr...
Beyond OpenClaw - The Rise of Personal AI Agents
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 person...
The Power of Eye Tracking for the Enterprise - with Adam Gross, Co-Founder & CEO of HarmonEyes
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 o...
Pricing Strategy for AI Software and SaaS: When to Change, Who Should Own It, and the CFO's Role with Dan Balcauski
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...
The Power and Promise of Vertical AI
While the AI headlines obsess over foundation model fundraises and hyperscaler spending, a quieter revolution is generating real, measurable returns....
The Superhuman AI Agent - with Amanda Kahlow, CEO & Founder, 1Mind
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...
Deloitte 2026 State of AI Report - The Untapped Edge
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 survey...
AI to ROI: Big Story - Will the Angst, Agony, and Adversity of AI be Worth It?
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-...
AI-Native ERP vs. Legacy ERP: What's the Difference? with Santiago Nestares, Founder & CEO of DualEntry
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, h...
The Rise of the Chief AI Officer (CAIO)
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 groundbreaki...
The SaaS to AI-First Transformation - 3 Examples from Notion, Canva and ServiceNow
This episode of the AI to ROI podcast, hosted by Ray Rike and Peter Buchanan, explores how leading SaaS companies are surviving the "SaaSpocalypse" -...
AI SDR Learnings, Results, and ROI - with Jacco van der Kooij, Winning by Design
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 "Jac...
The Great AI War on Jobs
Are we witnessing a productivity revolution or the greatest labor displacement in history?
In this detailed episode of AI to ROI, Peter Buchanan...
SaaS to AI-First Transformation
In the second episode of AI to ROI: The Big Story, Ray Rike and Peter Buchanan analyze the critical transformation required for traditional SaaS compa...
Navigating the Shift to AI-Powered Revenue Workflows - A CFOs Perspective with Drew Laxon, CFO Outreach
In this episode of the AI to ROI podcast, host Ray sits down with Drew Laxton, CFO at Outreach, to explore the profound transformation of sales techno...
Context Graphs - AI’s Trillion-Dollar Technology
In the first episode of the AI to ROI: Big Story podcast, our co-hosts Peter Buchanan and Ray Rike discuss the emerging importance of Context Graphs i...
Measuring the performance and business impact of AI agents - with Todd Olson, Founder and CEO Pendo
Welcome to the first episode of AI to ROI, the newly re-imagined evolution of the highly successful Metrics That Measure Up podcast. In this launch ep...
The Strategic Future of FP&A - with Albert Gozzi, Founder and CEO Aleph
The world of FP&A is having its day in the spotlight. New pricing models, a new focus on near real-time business planning, the increased focus on bal...
The Use and ROI of AI in Finance - with Sowmya Ranganathan, Former Controller OpenAI and CEO, Lumera
Think about the unparalleled growth that OpenAI has experienced since the public introduction of ChatGPT on November 30, 2022.
Now, think about...
The Role of FP&A in Business Strategy - with Christina Ross, Founder and CEO Cube
Christina Ross is the founder and CEO of Cube. Prior to founding a SaaS platform purpose built for everyone of those companies still using Excel (majo...
Exit Ready Analytics - with Will Sullivan, Managing Partner at Predictive Analytics
Exit Ready Analytics is a concept that any B2B SaaS company CFO and CEO should become familiar with before entering into any potential strategic c...
Real-time Data-Driven Insights and Decisions - with Josh Schauer, CFO insightsoftware
Imagine leading Finance for a company that has made 31 acquisitions over the last six years. Then, imagine the challenges of having near real-time vis...
The Scaler Role, Personality Traits and Business Impact - with Casey Woo, Founder and CEO Operators Guild
Casey Woo, Founder and CEO of the Operators Guild has a very interesting journey, from being a West Point cadet, a Harvard graduate, an investme...
Future of FP&A + AI - with Melissa Howatson, CFO Vena Solutions
Melissa Howatson is the CFO of Vena Solutions, a $100M+ ARR cloud-based financial planning and analysis (FP&A) platform that helps companies streamlin...
B2B SaaS and AI-Native Pricing Frameworks - with Marcos Rivera, Founder and CEO Pricing I/O
Marcos Rivera is the founder and CEO, Pricing I/O. Marcos has a long career as a B2B Software operating executive and now leverages that experience to...