Prachi Gupta is VP of Engineering at Google, leading the Workspace Communication & Time Management portfolio - Gmail, Chat, Calendar, and Tasks - for hundreds of millions of users worldwide. A graduate of IIT Roorkee and Ohio State University, she spent over eight years as VP of Engineering at YouTube before moving to Workspace, where she now sits at the intersection of Google's AI transformation and its most-used productivity tools. Her current mandate: turning Gmail into a Gemini-powered personal proactive assistant.
Zuni (by Old House Labs Inc.) is a Chrome sidebar AI copilot built for knowledge workers who refuse to leave their existing tools. Rather than forcing users into yet another chat interface, Zuni sits quietly in the browser sidebar, reads the open tab, understands the Gmail inbox, and surfaces actionable intelligence in real time. Founded in 2024 by Cambridge alumni George Seabridge and Will Taylor (a 2x YC founder), Zuni is backed by Y Combinator (S24) and offers access to the world's leading AI models — GPT-4o, Claude 3.7 Sonnet, Gemini 2.0 Flash, DeepSeek R1, and more — all in one place, without switching apps.
Todd Jackson is a Partner at First Round Capital, one of Silicon Valley's most storied seed-stage venture funds, where he backs pre-seed and seed-stage founders building B2B SaaS, AI, and enterprise products. His path to the table was anything but conventional: he helped build Gmail from beta to 200M users at Google, rewired Facebook's News Feed under Zuckerberg, built and sold a 2M-user Android app (Cover) to Twitter, and led Dropbox through its 2018 IPO as its first VP of Product and Design. He created First Round's widely cited Product-Market Fit Method, a rigorous four-level framework that has guided 75+ early-stage founders. Rare among VCs, Jackson holds all three operator lenses - big-tech product leader, startup founder, and public-company exec - and deploys them in service of the founders he backs.
Zero is an AI-native email client built from scratch to put artificial intelligence at the center of how people read, write, and manage email. Founded in 2025 by Nizar Abi Zaher and Adam Wazzan, Zero went through Y Combinator's X25 batch and raised $2M from 1984 Ventures, Pioneer Fund, and YC. The product lives at 0.email and promises to cut the time knowledge workers spend on email by 70% through smart prioritization, thread summarization, AI-drafted replies, and conversational inbox search. With over 10,000 GitHub stars on its open-source repo, Zero is one of the fastest-growing AI email projects of 2025.
Streak is a CRM platform built entirely inside Gmail, enabling sales, recruiting, fundraising, and support teams to manage pipelines, contacts, and workflows without leaving their inbox. Founded in 2011 by ex-Googlers Aleem Mawani and Omar Ismail through Y Combinator, Streak has grown to 750,000+ users and ~$10M ARR while remaining lean (~35 employees) and profitable — having raised only $1.9M and never pursued follow-on venture funding. It is Google's G Suite Technology Partner of the Year and one of the most capital-efficient CRM companies in the market.
After 20 years of immutable Gmail usernames, Google finally rolled out the ability for personal @gmail.com users to change their email address — keeping all data intact while converting the old address into a permanent alias. The feature launched in the U.S. in March 2026 after being spotted in Hindi support documentation in December 2025, marking the biggest identity infrastructure change in Gmail's history.