AI to ROI (fka Metrics that Measure Up)

Ray Rike

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.

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AI to ROI (fka Metrics that Measure Up)

Episodes (239)

Thursday The AI-Native Services Playbook - with Jake Saper, General Partner - Emergence Capital
Apr 28th The Role of the CAIO in a Managed Service Provider - with Jim Piazza, CAIO Ensono
Apr 24th On Paper, the SpaceX IPO is Not So Heavenly

AI to ROI (fka Metrics that Measure Up)

May 7, 2026
30¼ minutes
28 MB

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 harder to execute than it looks, and the five metrics and structural choices that determine who wins. WHAT WE COVER IN THIS EPISODE Domain Expertise: Critical - But Not Required from the Founders <...

AI to ROI (fka Metrics that Measure Up)

The AI-Native Services Playbook - with Jake Saper, General Partner - Emergence Capital

Ray Rike

00:00 -30:10