Fluvio Ventures Invests in Winware.ai and Webless.ai, Pioneering the Future of Digital Interaction

Fluvio Ventures Invests in Winware.ai and Webless.ai, Pioneering the Future of Digital Interaction

WRITTEN By Fluvio Founder & Managing Partner, Devon O’Rourke

At Fluvio Ventures, we are committed to supporting visionary companies that embrace disruption and redefine technology's role in our lives. Today, we are excited to announce our investments in two companies that are pulling us into the future: Winware and Webless.


Embracing the Shift Beyond Traditional Websites

The digital landscape is undergoing a significant transformation. Traditional websites are no longer the sole influencers of product/service discovery and buying decisions. Personally, I can't recall the last time a website had a significant impact on a buying decision. Instead, we’ve seen other touchpoints (peer recommendations, social platforms, direct interactions, etc.) emerge as critical stops along the buying journey.

The emergence of Large Language Models (LLMs) and generative AI tools has accelerated this shift. Users increasingly engage with AI-powered interfaces, bypassing conventional websites altogether or, at the very least, fundamentally changing the intent behind website visits. This evolution prompts new considerations:

  • How can brands ensure visibility/relatability when AI intermediates interactions?

  • What inputs are required for generative engine optimization (GEO)?

  • In a world of AI-driven conversations, what role does a website serve?

  • How can companies maintain control over their positioning within AI-mediated engagements?

  • What level of context/personalization will consumers (and businesses) demand?

These questions are reshaping how companies are building their go-to-market motions (and, frankly, how CMOs are staffing their organizations).


Strategic Investments in Winware.ai and Webless AI

Our investments in Winware and Webless reflect our commitment to staying ahead of these changes.

Winware (Winware.ai) is transforming how companies optimize go-to-market by using AI to capture direct insights from their ideal customer profiles (ICPs) faster and cheaper than traditional methods. This innovative approach not only enhances marketing effectiveness but continuously builds/refines an LLM-backed Content Advisory Board (think ChatGPT built on top of your voice of customer data). By uniquely combining real-world human feedback with LLM-driven technology, Winware is creating the ultimate platform for hyper-personalized messaging and dynamic content optimization.

Webless (Webless.ai) is pioneering an agent-first digital future, developing solutions for a world in which personalized, AI-powered agents lead customer interactions. Webless empowers brands to engage customers directly, intuitively, and conversationally, setting a new standard for digital experiences. Ultimately, Webless enables companies to build deeper relationships through highly personalized interactions beyond the constraints of a traditional website. And behind the scenes, Webless is already harnessing the first-party data it captures — preparing brands for a future shaped by AI-driven search, GEO and discovery.

These investments reflect our belief that the next era of customer engagement will be shaped by AI-driven personalization and conversational interactions; keyword searches and blue links are of the past. At Fluvio Ventures, we're committed to backing innovative companies like Winware and Webless, who are redefining how brands connect, communicate, and build lasting relationships with their customers.