Sierra Ventures: Our Early-Stage Investment in ProductNow

ProductNow accelerates Product Execution, unblocks the Strategy Bottleneck, and is poised to transform the $1T market with AI.
AI has the potential to unlock $2.6 to $4.4 trillion in annual productivity gains, according to McKinsey. But most of that value remains out of reach—not because the technology isn’t ready, but because it hasn’t been embedded into the workflows that drive real decisions and spending.
Nowhere is that gap more apparent than in product.
Today, more than 2 million product leaders globally influence over $1 trillion in software spend, shaping how companies allocate resources, prioritize roadmaps, and bring products to market. Yet despite this strategic leverage, product teams remain one of the least augmented functions in the enterprise.
After two decades at Google, Microsoft, and Expedia, Tript Singh Lamba is back with his most ambitious build yet: ProductNow, the Cursor for enterprise product teams.
At Sierra Ventures, we’ve spent years watching AI transform the enterprise. Developers now have AI-native tools. Sales and marketing teams have copilots. But product teams—the ones aligning vision, customers, and execution—are still operating with docs, decks, and meetings.
It’s like giving jet engines to one part of the plane while asking the cockpit to navigate with paper maps.
That’s the gap ProductNow is solving.
From Intent to Execution, at Speed and Scale
ProductNow is building the first AI-native operating system for product teams.
Modern product organizations don’t struggle to ship code—they struggle to turn business intent into clear, coordinated execution. While AI has transformed engineering, product workflows remain fragmented across disconnected tools and constant context-switching.
ProductNow replaces that with a unified, AI-native system that helps teams move from idea to impact with speed, alignment, and scale.
AI tools are accelerating engineering, but most business functions remain “organizationally fragmented, context-poor, and time-starved.” (McKinsey)
ProductNow plugs into the tools teams already use and adds AI copilots that support leaders across product, program, and strategy. It reduces overhead, sharpens judgment, and creates the real-time execution layer that product teams have never had before.
As Tript puts it:
“With AI accelerating engineering, the real bottleneck is no longer code—it’s turning strategy into execution and results.”
A Resume That’s a Roadmap
Tript Singh Lamba was Executive-In-Residence at Sierra for 2 months while he and I ideated on a few ideas, but “Cusor for Product” has the highest resonance with companies that we talked to and extreme Founder-Problem fit
Tript has spent his career building the foundation of the modern internet and scaling the products that sit on top of it. With over 14 patents spanning AI, cloud, and networking technologies that power billions of devices, he was an early engineer on Microsoft Messenger. He helped launch both Bing and what would become Azure. At Google, he co-founded the Ads AI personalization team, contributing to more than $100 billion in ad revenue. He later led YouTube Ads through a period of hypergrowth, doubling revenue from $15 billion to $30 billion.
Most recently, as SVP of Product at Expedia Group, Tript led an AI-first transformation of the global consumer experience across Expedia, Hotels.com, and VRBO. He was responsible for over $10 billion in annual revenue, driving product strategy across air, lodging, and car categories in every major global market. Over the years, he has built and led large-scale cross-functional teams across product, engineering, design, data science, and research.
ProductNow brings all of that experience together into one vision—built by a leader who has scaled products and platforms at the highest level.
ProductNow brings all of that experience together into a single system. It’s a category-defining platform designed for the future of autonomous, AI-augmented product teams.
Seeding the Future of Product
I invited Tript to our offsite in Healdsburg so that he gets to spend some quality time with our extended team. We shook hands on terms at 12:06 am and signed on a Pizza Box to capture the commitment. It was official; our handshake is our contract !
Three weeks later, Sierra Ventures officially closed on ProductNow’s $6 million seed round alongside Parameter Ventures and top operators from cloud, consumer, and AI companies.
What they’re building isn’t just a workflow improvement—it’s a re-architecture of how products get built. If you are interested in the Future of Product, please consider applying. The response from early users has been clear: this is the system they’ve been waiting for. We’re proud to support Tript and the ProductNow team as they build the execution layer for modern product organizations.
Follow ProductNow on LinkedIn: https://www.linkedin.com/company/productnowai/
Follow Tript Singh Lamba: https://www.linkedin.com/in/tript/