AI Is Broken: Rippling CPO Matt MacInnis On Why Most "Agents" Are Useless (And How We Fixed It)

Stop listening to the AI hype and start looking at the architecture 🔎 While the rest of the industry was reacting to the AI boom and building surface level chat-bots, we were in the kitchen cooking up something unprecedented. In this interview, our Chief Product Officer Matt MacInnis and VP of Solutions Consulting Brian Mazzaferri sit down to reveal why and how we built Rippling AI–and how it’s shaping the future of work. From unlocking cross-product answers to building a permissions model that actually respects your data, Rippling AI is redefining business insights. Got burning questions? Our Chief Product Officer Matt MacInnis is answering them LIVE on Reddit on 4/14. Join the conversation at r/rippling - Increase savings, automate busy work, and make better decisions by managing payroll, HR, IT, and spend in one place. For the first time ever, you can manage and automate every part of the employee lifecycle in a single system. Based in San Francisco, CA, Rippling has raised $1.4B from the world’s top investors—including Kleiner Perkins, Founders Fund, Sequoia, Greenoaks and Bedrock— and is ranked one of America's best startup employers by Forbes, as well as in Fortune's Future 50 Check us out on: LinkedIn:   / rippling   X: https://x.com/rippling Instagram:   / ripplinghq   Facebook:  / ripplingapp   Crunchbase: https://www.crunchbase.com/organizati... App Store: https://apps.apple.com/us/app/ripplin... Google Play Store: https://play.google.com/store/apps/de...

Rippling GM on Running a $16B+ Company Like a Product at Scale
▶︎

Rippling GM on Running a $16B+ Company Like a Product at Scale

The most rational take on AI you’ll hear this year
▶︎

The most rational take on AI you’ll hear this year

Ex-Amazon AI Leader: In 1 Year, the Gap Between AI Users and Everyone Else Will Be Irreversible
▶︎

Ex-Amazon AI Leader: In 1 Year, the Gap Between AI Users and Everyone Else Will Be Irreversible

Ex-Google Recruiter Explains Why "Lying" Gets You Hired
▶︎

Ex-Google Recruiter Explains Why "Lying" Gets You Hired

Anthopic, OpenAI Should Not Be Allowed to IPO, Says Ed Zitron
▶︎

Anthopic, OpenAI Should Not Be Allowed to IPO, Says Ed Zitron

Rippling CEO on The Power of Customer Transparency
▶︎

Rippling CEO on The Power of Customer Transparency

Inside YC's AI Playbook
▶︎

Inside YC's AI Playbook

The Future of Cybersecurity in the Agentic World | George Kurtz and Dan Ives
▶︎

The Future of Cybersecurity in the Agentic World | George Kurtz and Dan Ives

Jensen Huang and Bill McDermott at the ServiceNow Knowledge25 Keynote
▶︎

Jensen Huang and Bill McDermott at the ServiceNow Knowledge25 Keynote

Inside Anthropic, the $965 Billion AI Juggernaut | The Circuit
▶︎

Inside Anthropic, the $965 Billion AI Juggernaut | The Circuit

Designing Data-intensive Applications with Martin Kleppmann
▶︎

Designing Data-intensive Applications with Martin Kleppmann

AI as a Job Killer: Will We Be Replaced? | On the Pulse
▶︎

AI as a Job Killer: Will We Be Replaced? | On the Pulse

Ex-Google Exec: How to Position Yourself Now Before the Next AI Phase (2026–2027) | Mo Gawdat
▶︎

Ex-Google Exec: How to Position Yourself Now Before the Next AI Phase (2026–2027) | Mo Gawdat

Ex-Amazon VP: Lessons from Working with Jeff Bezos that Changed My Life | Ethan Evans
▶︎

Ex-Amazon VP: Lessons from Working with Jeff Bezos that Changed My Life | Ethan Evans

Yuval Noah Harari on Donald Trump’s Core Delusion | The Ezra Klein Show
▶︎

Yuval Noah Harari on Donald Trump’s Core Delusion | The Ezra Klein Show

A Candid Conversation about AI with Rippling's Chief Product Officer Matt MacInnis
▶︎

A Candid Conversation about AI with Rippling's Chief Product Officer Matt MacInnis

How to Build a Remarkable Brand in the Age of AI | Seth Godin
▶︎

How to Build a Remarkable Brand in the Age of AI | Seth Godin

Sequoia’s Alfred Lin: $10T Companies Are Coming
▶︎

Sequoia’s Alfred Lin: $10T Companies Are Coming

Campfire's CEO AI takes and scaling finance teams 20x
▶︎

Campfire's CEO AI takes and scaling finance teams 20x

Why the AI Boom Is Just Getting Started
▶︎

Why the AI Boom Is Just Getting Started