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AI to ROI

AI to ROI

De : Ray Rike
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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.

Economie Management Management et direction
Épisodes
  • Leveraging AI to Reduce Churn and Increase NRR - with Dan Harmeson, Co-Founder and Co-CEO at QuadSci
    Jun 2 2026

    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 to telemetry data is changing how software companies predict churn, protect the base, and accelerate expansion revenue.

    Key topics covered in this episode:

    • Why telemetry data is the largest untapped GTM asset in B2B software. Dan defines telemetry data, from front-end product analytics events to back-end observability metrics, and explains why these trillions of usage signals are the single biggest data set B2B software companies generate but rarely use to make go-to-market smarter. QuadSci deploys AI locally inside the customer environment so sensitive data never moves to a third party.
    • How QuadSci builds trust before the sale. Rather than asking customers to take predictions on faith, QuadSci runs a retrospective exercise: predicting churn and growth events that already happened, including data the model never trained on. Customers consistently see 90%+ accuracy, which becomes the foundation for acting on forward-looking risk signals.
    • Gross revenue retention is under pressure and the data is clear. Per Benchmarkit's not-yet-published 2026 benchmarking data, GRR has declined four percentage points to 84% as an industry benchmark. For companies above $100M in ARR, roughly 95% of revenue comes from renewals and expansion, which means a two-point GRR drop cannot be offset by new logo acquisition within a 12-month window.
    • Expansion revenue is a precision play, not just a CS motion. Dan walks through how QuadSci identifies Goldilocks-zone consumption patterns, surfaces cross-sell opportunities aligned to actual usage behavior, and helps account teams build nine-to-twelve month consumption forecasts that customers can actually plan around. The result is expansion conversations grounded in data, not intuition.
    • Token consumption is the next frontier. As agentic AI deployments scale, CIOs and CFOs are facing unpredictable inference costs. Dan explains why the same telemetry-based approach that protects software GRR today is directly applicable to governing AI token spend inside Fortune 5,000 enterprises, a market QuadSci is beginning to address.
    • Rapid fire: ROI measurement, ownership, and career advice. Dan ties AI ROI to trust and verifiability rather than vanity metrics, identifies StratOps as the emerging owner of go-to-market performance measurement, and offers practical guidance for early-career professionals on why deep business process expertise paired with AI fluency is the highest-value combination in the market right now.

    If your company is facing pressure on retention, trying to build a more systematic expansion motion, or wrestling with unpredictable AI infrastructure costs, this episode delivers both the framework and the evidence behind it. Subscribe to AI to ROI on your favorite podcast app, leave a five-star rating, and connect with Ray at Ray Rike on LinkedIn to suggest a future guest.

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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    31 min
  • The AI Agent Outcome-Based Pricing Journey - with Kunal Agarwal, CFO Gorgias
    May 27 2026

    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 episode goes well beyond theory, covering the real decisions, real numbers, and real lessons learned from a company that has roughly half its customer base already using its AI agent product.

    Episode Highlights:

    • The build decision: re-architect, don't bolt on. In early 2024, Gorgias made the deliberate choice to re-architect its platform around an agentic future rather than layering AI on top of an existing help desk product. The first AI agent focused exclusively on email support, shipped in July/August 2024, and expanded from there into chat and shopping assistance. Kunal explains why starting with a single, high-confidence use case was critical to earning early adoption and trust from merchants.


    • The North Star metric: full resolution rate, not deflection. Gorgias intentionally moved away from deflection rate as its primary success metric, which can mask frustrated customers who simply abandon a conversation, and anchored instead on end-to-end AI resolution rate. That metric started with a target of 20 to 25% and has scaled to 60 to 80% for their largest enterprise customers.


    • Why outcome-based pricing was the only intellectually honest answer. Seat-based pricing misaligns incentives, and per-ticket pricing creates the wrong incentive to grow ticket volume rather than resolve issues. Gorgias charges per resolution, meaning it only gets paid when the AI agent delivers a measurable outcome. Kunal explains how that pricing model forces the company to stand behind product quality and why keeping it simple, at the cost of short-term revenue maximization, was the right call to accelerate adoption.


    • Gross margin reality: AI-native economics are structurally different from SaaS. Kunal is candid that AI agent gross margins are lower than traditional SaaS and that denying that fact is living in an alternate reality. With LLM inference costs running approximately 55 to 60% of fully loaded cost per interaction, and infrastructure as the fastest-growing expense line, Gorgias built real-time cost instrumentation by feature, a rolling 28-day average LLM cost per interaction, and a CFO-led governance model with weekly to bi-weekly engineering check-ins to stay ahead of cost drift.


    • The shopping agent and the attribution problem. Gorgias expanded its AI platform from post-sale support into pre-sale shopping assistance, helping Shopify merchants drive incremental AOV and repeat purchases. The challenge is attribution: when a customer engages with a product recommendation but converts two to three days later, did the AI agent drive that sale? Kunal describes the approach of co-creating attribution logic with customers, which is the only way to make the ROI story believable and defensible.


    • The CFO as owner of AI ROI, internally and externally. On measuring the return on internal AI investments, Kunal's view is clear: the Office of the CFO owns AI ROI measurement across every function, including product, marketing, and sales. Product and engineering teams are important stakeholders but have inherent incentives to measure outcomes favorably. Independent, finance-led measurement is what gives the numbers credibility with the board.


    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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    33 min
  • AI to ROI: OpenAI - The Most Important AI Company in the World, and the Most Fragile
    May 19 2026
    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 challenges facing OpenAI, six specific actions that could right the ship, and what enterprise leaders should actually do with their AI strategy given all of it.What we covered in this episode:The model is not the moat, and ChatGPT's market share is erodingAnalyst Benedict Evans has noted that the six leading large language model companies are now roughly equivalent in capability, with no proprietary data advantage or network effect allowing any one to pull decisively ahead. ChatGPT's share of enterprise and developer usage has fallen from roughly 80% two and a half years ago to around 60% today, growing at just 4% while Claude grew 14% and Gemini 12%. OpenAI is a consumer-first product trying to pivot to enterprise at a moment when Anthropic is already the preferred first purchase for 73% of enterprise buyers according to Ramp data.Leadership integrity and financial credibility are both under pressureA 16,000-word New Yorker profile drawing from over 100 interviews raised serious questions about Sam Altman's management behavior and integrity. The Wall Street Journal followed with reporting on his personal investment conflicts. The CFO, Sarah Friar, was reportedly demoted after privately advising colleagues the company is not ready for an IPO. At a $852 billion valuation (roughly 28x projected 2026 revenue) with 33% gross margins and a $14 billion projected loss, institutional investors interviewed by The Information said they would not buy the stock and some indicated they would short it.The partner ecosystem problem could be existentialIn a February investor presentation, OpenAI stated it intends to build products that replace Salesforce, Workday, Adobe, Slack, and Atlassian, companies with whom it has active revenue-generating partnerships. Every systems integrator and enterprise software company building on top of OpenAI's models is now evaluating whether that is a safe long-term bet. Bill Gates defined a platform as something that creates more value for partners than for itself. OpenAI's current stated strategy is the opposite.Six actions that could change the trajectoryRay and Peter walk through a specific set of recommendations: launch a structured enterprise customer evidence program with named deployments and quantifiable outcomes; stop the public sniping at competitors and replace it with product and customer communication; fund an independent AI governance and safety board with real veto authority; impose IPO-grade communications discipline and treat major leaks as firing offenses; commit credibly to a partner ecosystem with defined product boundaries that give integrators a durable business case; and operate as a mature growth company, not a startup, because $30 billion in revenue demands the leadership behaviors that go with it.What enterprise leaders should watch and do right nowThree signals will tell the real story over the next 12 months: whether Sarah Friar stays or exits, whether the IPO timeline slips to 2027, and whether enterprise case studies with quantifiable outcomes start appearing in volume. In the meantime, the strategic prescription is straightforward. Do not build single-model dependency into your AI architecture. Require the same evidence from OpenAI you would from any other vendor: verified outcomes, clear product roadmap, and accountability. And build API portability into your application design so you can move if you need to.The closing question: if you had to pick one LLM company to invest a million dollars in, where does it go? Peter picks Google, citing distribution advantages, DeepMind's research depth, and full control over its own financial destiny. Ray picks Anthropic, citing a lower revenue base with larger upside, near-universal goodwill across hyperscalers and enterprise buyers, and a safety-first positioning that is proving to be a genuine competitive differentiator. They agree on the conclusion: OpenAI is the defining company of the AI generation, but Netscape, Lotus, and BlackBerry were all category leaders too.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    39 min
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