Twenty Five Ventures
1900 S. Norfolk Street #350, San Mateo, CA, 94403, United States
Overview
The firm provides consultancy services to seed and series-stage companies innovating the real estate technology space.
- Total investments
- 4
- Lead investments
- 0
- Investments · 12mo
- 1
- Active investors
- 1
Investment portfolio
- The Librarian
Participated · Seed · Nov 2025
The Librarian provides a conversational AI assistant that feels like texting a real person and begins working as soon as a user connects a Google account. Unlike voice assistants limited to their own ecosystems, the product executes actions across platforms—on mobile, in chat, and via voice—mirroring how humans operate. The platform has quickly gained traction, earning the top spot on Product Hunt and attracting 25,000 active users across the United States, Europe, and Singapore. Users include small-business owners along with real-estate and insurance agents who report strong reliance on the service. Co-founders Tiago Alves and Neil Kumar emphasize zero-setup usability and GPT-based architecture as key differentiators. The new capital will fund additional integrations, strengthen the underlying GPT framework, and expand the engineering, product, and go-to-market teams to meet rising demand. The company positions itself not just as another AI productivity app but as a foundational platform poised to reshape professional workflows worldwide.
- InspectionGo
Participated · Series A · Jul 2023
InspectionGo provides technology and services to independent home inspection companies, including Keystone, a plug-and-play back-office platform. Its offering also includes the iGo Community—coaching, marketing, and management resources—and iGo Academy, which trains and supplies home inspectors. Founded in 2019 and led by CEO John Russell, the company has pursued growth through product expansion and strategic acquisitions. The company announced acquisitions of Repair Pricer, which uses AI and natural language processing to turn inspection reports into repair estimates, and HomeBinder, a residential home-management platform serving a network of 9,000 professionals and more than 950,000 homeowners. InspectionGo intends to use the funds to enhance service offerings for its inspector community and to bring hundreds of jobs to Central Pennsylvania by 2026. Financially, the company raised a $5.5M Series A that brought total funding to $10.5M.
- Datasembly
Participated · Equity · Dec 2021
Datasembly provides real-time product pricing, promotions, and assortment data and software to retailers and CPG brands. It collects hyper-local, real-time data from tens of thousands of retail, grocery and QSR locations across North America and has captured over three years of data through a proprietary data collection engine. The company says it collects and normalizes billions of data points weekly and serves some of the largest and most competitive CPGs and retailers. Datasembly recently launched a Product Matching service with a proprietary match maintenance engine to keep product matching collections fresh. The new funding will be used to scale the business in a capital-efficient manner and to bring new tools to market quickly. Co-founder and CEO Ben Reich said the company has continued to grow and scale despite a cooler funding environment. Datasembly offers a platform that delivers hyper-local, real-time product pricing, promotions, and assortment data for retailers and CPG brands. Its proprietary data collection engine captures over three years of historical data and collects information from tens of thousands of retail, grocery and QSR locations across North America, covering online and brick-and-mortar sources. The company counts three of the top ten CPG brands and two of the top five regional and national retailers among its customers. Datasembly’s web app surfaces immediate visibility and insights to help clients respond to market changes and pricing dynamics. Management plans to use new funding to accelerate growth in engineering, sales operations, and sales and marketing strategies, and to continue introducing new products and improving insight delivery. The company recently secured new capital to support that expansion and added two board members to support its growth. Datasembly provides real-time data on product availability and pricing for consumer packaged goods brands and retailers by scraping retail data at massive scale. Founded by Ben Reich and Dan Gallagher after working at a retail analytics firm, the company aims to eliminate errors in pricing data that lead to poor business decisions. Datasembly went through the 500 Startups accelerator and previously raised a small seed round. It already counts three of the nation’s largest CPG brands and two of the top five regional and national retailers among its customers. With a $10.3 million Series A led by Craft Ventures, Datasembly plans to expand sales, marketing and product development. As part of the round, David Sacks of Craft Ventures will take a seat on Datasembly’s board.
- ZenSports
Participated · Series A · Mar 2021
ZenSports operates a mobile sports betting app providing both a traditional mobile sportsbook and a peer-to-peer sports betting marketplace. Users can fund and wager using fiat or cryptocurrencies, and the company has issued a utility token called SPORTS for bets, discounted fees, cashback, bonuses and rewards. The app is available in the App Store and on the company website. ZenSports recently signed a partnership with Boulter Developments aimed at eventual expansion into Colorado. The company closed a $2.4M Series A to advance operations. It plans to use the funds to complete U.S. gaming license applications it has filed in Nevada and Tennessee. ZenSports operates a mobile peer-to-peer sports betting marketplace where users in legal markets can create their own bets with custom odds and terms or accept bets from others. The company also provides an API for enterprise integrations that supports cryptocurrency payments and rewards, including USD stablecoins and its proprietary SPORTS token. After launching its app internationally in March 2019, ZenSports reports over 25,000 accepted bets and more than $12M in betting volume processed through the app. Led by Co-Founder & CEO Mark Thomas, the company has pursued partnerships with casinos to enable U.S. mobile operations, including an option-to-purchase deal for the Big Wheel Casino in Lovelock, Nevada. ZenSports says it is in talks with other U.S. casinos for similar arrangements and has several enterprise deals it aims to close this year. The company plans to use new funding to expand into the United States and continue growing its international presence. ZenSports operates a mobile app that lets sports bettors create bets with their own odds and terms or accept bets created by others in a decentralized marketplace that removes the need for a bookmaker. The company created a utility cryptocurrency token called SPORTS that customers can use to place bets, earn discounted betting fees, and receive cash back, bonuses and other rewards. Led by Co-Founder & CEO Mark Thomas and CMO Mark Saldana, ZenSports intends to use recently raised funds to invest in paid customer-acquisition channels. The company aims to integrate SPORTS tokens into broader sports ecosystem access points such as online merchandise, media broadcasts, event ticketing, in-game food and beverage and professional sports leagues. ZenSports is based in San Francisco, CA and reported closing additional funding to support growth. ZenSports operates a decentralized P2P sports-betting marketplace accessible via iOS and Android where users create their own bets with custom odds or accept others’ offers. The company also issues a cryptocurrency utility token called SPORTS used to place bets, earn discounted fees, and receive cash back and bonuses. Since launch it has processed over $1.5M in bets and has cleared several regulatory hurdles to enable scaling. ZenSports plans to use new funding for marketing and growth as it scales both internationally and within the United States. The product is positioned as a mobile-first marketplace that combines peer matching with token-based incentives to drive engagement and lower fees.
Team
Maximillian Diez
Founder, CEO, & General Partner, 25v a Series of Fund
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