Zenzap raises $44M for its AI chat app that aims to replace WhatsApp in the workplace

Zenzap wants to do something a lot of companies already do, just without the awkward shrug. Instead of running work through WhatsApp, Telegram, Discord, or iMessage, Guy Weiss is building a private messenger with AI for staff communication, file sharing, and context that fits IT and security rules.

Now it has the money to push harder. The startup raised $44 million from Bessemer, Lightspeed, The Garage, and individual backers including Wix president Nir Zohar and former EY GM Yoram Tietz. That’s notable not just because the round is large, but because it’s Weiss’s first time raising capital after a career that started with bootstrapping. He sold StuccoMedia, his e-commerce marketing platform, to Market Group in 2015, then spent a few years as an investor before starting Zenzap in 2022 after meeting Bessemer partner Adam Fisher.

Weiss says he originally funded the app himself and even worked out of Bessemer’s office. Fisher, he said, pushed him toward a venture-backed path because scaling would take capital. The pitch is broad on purpose: hospitality, construction, healthcare, fast food, and other businesses that need mobile-first coordination for people who are not sitting at laptops all day.

The product splits into a free tier and paid plans. Free users get group chats, direct messages, task management, calendar and schedule tools, plus AI-powered voice chat and search. Paid plans start at $51 per month for up to 20 users and unlock voice and video calls, smart task sorting, task templates, more file storage, workspace-wide AI search, and turning messages into tasks. Zenzap also sells AI agents for workflow automation and AI-aided voice note and call transcriptions through credits.

The customer list is already heavy on chain operators and big brands, with organizations like FedEx, Dollar General, Taco Bell, Starbucks, Casey’s, and Regal named as clients. Weiss said branches of IHOP and McDonald’s use it to coordinate shifts and talk supply. The company says it has 50 staff across the U.S., Tel Aviv, and Europe, and plans to hire in product and R&D.